Compound_common_name Compound_synonyms Molecular_weight Chemical_formula Smiles Links EC Reaction_equation Pathway
sinapoyltyramine 343.379 C(Cc1(ccc(O)cc1))NC(=O)C=Cc2(cc(OC)c(O)c(c2)OC) 2.3.1.110 tyramine + sinapoyl-CoA = sinapoyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
5-phosphoribosyl-N-formylglycineamidine 2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine*5'-phosphoribosyl-N-formyl glycineamidine*FGAM*5-phosphoribosyl-N-formylglycineamidine*5'-phosphoribosylformylglycinamidine 313.203 C8 H16 N3 O8 P1 C(=N)(CNC=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(=O)(O)O) PUBCHEM:440417*LIGAND-CPD:C04640 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis II
5-phosphoribosyl-N-formylglycineamidine 2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine*5'-phosphoribosyl-N-formyl glycineamidine*FGAM*5-phosphoribosyl-N-formylglycineamidine*5'-phosphoribosylformylglycinamidine 313.203 C8 H16 N3 O8 P1 C(=N)(CNC=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(=O)(O)O) PUBCHEM:440417*LIGAND-CPD:C04640 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = L-glutamate + ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine purine nucleotides de novo biosynthesis II
UDP-D-xylose udp-xylose*UDP-α-D-xylose 536.279 C14 H22 N2 O16 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)CO3))) CAS:3616-06-6 5.1.3.5 UDP-D-xylose = UDP-L-arabinose UDP-L-arabinose biosynthesis I (from UDP-xylose)
UDP-D-xylose udp-xylose*UDP-α-D-xylose 536.279 C14 H22 N2 O16 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)CO3))) CAS:3616-06-6 4.1.1.35 UDP-D-glucuronate = UDP-D-xylose + CO2 UDP-D-xylose biosynthesis
5'-phosphoribosyl-N-formylglycineamide N2-Formyl-N1-(5-phospho-D-ribosyl)glycinamide*5'-P-ribosyl-N-formylglycineamide*5'-phosphoribosyl-N-formylglycinamide*5'-phosphoribosyl-N-formylglycineamide*FGAR*5-phosphoribosyl-N-formalglycineamide*5'-phosphoribosyl-formylglycinamide 314.188 C8 H15 N2 O9 P1 C(=O)(CNC=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(=O)(O)O) PUBCHEM:440313*LIGAND-CPD:C04376 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = L-glutamate + ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine purine nucleotides de novo biosynthesis II
5'-phosphoribosyl-N-formylglycineamide N2-Formyl-N1-(5-phospho-D-ribosyl)glycinamide*5'-P-ribosyl-N-formylglycineamide*5'-phosphoribosyl-N-formylglycinamide*5'-phosphoribosyl-N-formylglycineamide*FGAR*5-phosphoribosyl-N-formalglycineamide*5'-phosphoribosyl-formylglycinamide 314.188 C8 H15 N2 O9 P1 C(=O)(CNC=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(=O)(O)O) PUBCHEM:440313*LIGAND-CPD:C04376 2.1.2.2 10-formyl-tetrahydrofolate + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide purine nucleotides de novo biosynthesis II
1-18:2-2-18:3-phosphatidylcholine 18:2-18:3-PC*1-(9Z,12Z-octadecadienoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 781.084 C44 H79 N1 O8 P1 C(OC(=O)CCCCCCCC=CCC=CCCCCC)C(COP(O)(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 1-18:2-2-18:3-phosphatidylcholine = 1-18:3-2-18:3-phosphatidylcholine phospholipid desaturation
1-18:2-2-18:3-phosphatidylcholine 18:2-18:3-PC*1-(9Z,12Z-octadecadienoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 781.084 C44 H79 N1 O8 P1 C(OC(=O)CCCCCCCC=CCC=CCCCCC)C(COP(O)(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 1-18:2-2-18:2-sn-glycerol-3-phosphocholine = 1-18:2-2-18:3-phosphatidylcholine phospholipid desaturation
1-18:2-2-18:3-phosphatidylcholine 18:2-18:3-PC*1-(9Z,12Z-octadecadienoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 781.084 C44 H79 N1 O8 P1 C(OC(=O)CCCCCCCC=CCC=CCCCCC)C(COP(O)(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 1-18:1-2-18:3-phosphatidylcholine = 1-18:2-2-18:3-phosphatidylcholine phospholipid desaturation
L-isoleucine I*ile*iso-leucine 131.174 C6 H13 N1 O2 C(=O)(O)C(N)C(C)CC CAS:73-32-5*LIGAND-CPD:C00407 2.6.1.42 L-glutamate + 2-keto-3-methyl-valerate = L-isoleucine + 2-ketoglutarate isoleucine biosynthesis from threonine
L-isoleucine I*ile*iso-leucine 131.174 C6 H13 N1 O2 C(=O)(O)C(N)C(C)CC CAS:73-32-5*LIGAND-CPD:C00407 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + diphosphate + AMP tRNA charging pathway
ribose-1-phosphate D-ribose-1-phosphate*α-D-ribose-1P*α-D-ribofuranose 1-phosphate*α-D-ribose-1-phosphate 230.111 C5 H11 O8 P1 C(O)[CH]1(O[CH](OP(O)(O)=O)[CH](O)[CH](O)1) CAS:58459-37-3*LIGAND-CPD:C00442*CAS:14075-00-4 2.4.2.3 phosphate + uridine = ribose-1-phosphate + uracil salvage pathways of pyrimidine ribonucleotides
ribose-1-phosphate D-ribose-1-phosphate*α-D-ribose-1P*α-D-ribofuranose 1-phosphate*α-D-ribose-1-phosphate 230.111 C5 H11 O8 P1 C(O)[CH]1(O[CH](OP(O)(O)=O)[CH](O)[CH](O)1) CAS:58459-37-3*LIGAND-CPD:C00442*CAS:14075-00-4 2.4.2.- ribose-1-phosphate + adenine = adenosine + phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
ribose-1-phosphate D-ribose-1-phosphate*α-D-ribose-1P*α-D-ribofuranose 1-phosphate*α-D-ribose-1-phosphate 230.111 C5 H11 O8 P1 C(O)[CH]1(O[CH](OP(O)(O)=O)[CH](O)[CH](O)1) CAS:58459-37-3*LIGAND-CPD:C00442*CAS:14075-00-4 2.4.2.- inosine + phosphate = ribose-1-phosphate + hypoxanthine salvage pathways of adenine, hypoxanthine, and their nucleosides
hydroxypyruvate OH-pyruvate*OH-pyr*3-hydroxypyruvate 104.062 C3 H4 O4 C(O)(=O)C(=O)CO LIGAND-CPD:C00168*CAS:1113-60-6 RXN-974 L-serine + 2-ketoglutarate = L-glutamate + hydroxypyruvate photorespiration
hydroxypyruvate OH-pyruvate*OH-pyr*3-hydroxypyruvate 104.062 C3 H4 O4 C(O)(=O)C(=O)CO LIGAND-CPD:C00168*CAS:1113-60-6 1.1.1.29 hydroxypyruvate + NADH = D-glycerate + NAD+ photorespiration
p-coumaroyltyramine 283.326 C(Cc1(ccc(O)cc1))NC(=O)C=Cc2(ccc(O)cc2) 2.3.1.110 4-coumaroyl-CoA + tyramine = p-coumaroyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
5-epi-aristolochene 5-epiaristolochene 204.355 CC12(C(=CCC(C1)C(=C)C)CCCC(C)2) RXN-4801 5-epi-aristolochene + O2 + 2 NADPH = 3-deoxy-capsidiol + H2O + 2 NADP+ capsidiol biosynthesis
5-epi-aristolochene 5-epiaristolochene 204.355 CC12(C(=CCC(C1)C(=C)C)CCCC(C)2) RXN-4802 5-epi-aristolochene + O2 + 2 NADPH = 1-deoxy-capsidiol + H2O + 2 NADP+ capsidiol biosynthesis
5-epi-aristolochene 5-epiaristolochene 204.355 CC12(C(=CCC(C1)C(=C)C)CCCC(C)2) 4.2.3.9 (E,E)-farnesyl diphosphate = 5-epi-aristolochene + diphosphate capsidiol biosynthesis
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 2.4.1.123 myo-inositol + UDP-galactose = galactinol + UDP stachyose biosynthesis
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 2.4.1.46 a 1,2-diacylglycerol + UDP-galactose = a monogalactosyldiacylgycerol + UDP glycolipid biosynthesis
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 2.4.1.241 a monogalactosyldiacylgycerol + UDP-galactose = a digalactosyldiacylglycerol + UDP glycolipid biosynthesis
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 2.7.7.12 UDP-D-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 5.1.3.2 UDP-galactose = UDP-D-glucose galactose degradation II
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 5.1.3.2 UDP-galactose = UDP-D-glucose UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 2.7.7.10 alpha-D-galactose 1-phosphate + UTP = UDP-galactose + diphosphate galactose degradation II
hydroxycinnamoyl-CoA 915.695 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)c1(ccccc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) LIGAND-CPD:C06362 RXN-2003 hydroxycinnamoyl-CoA + NADP+ = oxocinnamoyl-CoA + NADPH salicylate biosynthesis
hydroxycinnamoyl-CoA 915.695 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)c1(ccccc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) LIGAND-CPD:C06362 RXN-2002 (E)-cinnamoyl-CoA + H2O = hydroxycinnamoyl-CoA salicylate biosynthesis
an acceptor an oxidized electron acceptor*an oxidized donor*A 0.0 LIGAND-CPD:C00028 1.1.99.14 an acceptor + glycolate = a reduced acceptor + glyoxylate glycolate and glyoxylate degradation II
an acceptor an oxidized electron acceptor*an oxidized donor*A 0.0 LIGAND-CPD:C00028 L-LACTDEHYDROGFMN-RXN an acceptor + L-lactate = a reduced acceptor + pyruvate aerobic respiration -- electron donors reaction list
an acceptor an oxidized electron acceptor*an oxidized donor*A 0.0 LIGAND-CPD:C00028 1.1.99.16 an acceptor + malate -> a reduced acceptor + oxaloacetate TCA cycle
L-valine V*val*valine 117.147 C5 H11 N1 O2 CC(C)C(N)C(=O)O LIGAND-CPD:C00183*CAS:72-18-4 2.6.1.42 L-glutamate + 2-keto-isovalerate = L-valine + 2-ketoglutarate valine biosynthesis
L-valine V*val*valine 117.147 C5 H11 N1 O2 CC(C)C(N)C(=O)O LIGAND-CPD:C00183*CAS:72-18-4 6.1.1.9 tRNAval + L-valine + ATP = L-valyl-tRNAval + diphosphate + AMP tRNA charging pathway
7-hydroxy-chlorophyll a 7-OH-chlorophyll a 909.502 C55 H72 N4 O6 MG1 CC(CCCC(C)CCCC(C)CCCC(C)C)=CCOC(=O)CCC7(C6(C1(C(C(=O)OC)C(=O)c2(c(C)c3(n(c=12)[Mg]59(N4(C(C(CO)=C(CC)C(C=3)=4)=Cc8(n(c(C=C(N5=6)C(C)7)c(C)c8C=C)9)))))))) RXN-7679 7-hydroxy-chlorophyll a + H2O + NADP+ = chlorophyll a + O2 + NADPH chlorophyll cycle
7-hydroxy-chlorophyll a 7-OH-chlorophyll a 909.502 C55 H72 N4 O6 MG1 CC(CCCC(C)CCCC(C)CCCC(C)C)=CCOC(=O)CCC7(C6(C1(C(C(=O)OC)C(=O)c2(c(C)c3(n(c=12)[Mg]59(N4(C(C(CO)=C(CC)C(C=3)=4)=Cc8(n(c(C=C(N5=6)C(C)7)c(C)c8C=C)9)))))))) RXN-7678 chlorophyll b + 2 H2O + NADP+ = 7-hydroxy-chlorophyll a + O2 + NADPH chlorophyll cycle
3-dehydrosphinganine 3-dehydro-D-sphinganine*3-dehydrosphinganine*KDHS 299.496 C18 H37 N1 O2 CCCCCCCCCCCCCCCC(=O)C(N)CO 1.1.1.102 NADPH + 3-dehydrosphinganine = NADP+ + sphinganine sphingolipid biosynthesis (plants)
3-dehydrosphinganine 3-dehydro-D-sphinganine*3-dehydrosphinganine*KDHS 299.496 C18 H37 N1 O2 CCCCCCCCCCCCCCCC(=O)C(N)CO 2.3.1.50 L-serine + palmitoyl CoA = CO2 + 3-dehydrosphinganine + coenzyme A sphingolipid biosynthesis (plants)
5-methylthioribulose-1-phosphate 5-methylthio-5-deoxy-D-ribulose-1-phosphate*1-phosphomethylthioribulose*methylthioribulose-1-phosphate*MTRu-1-P*1PMT-ribulose*1-phospho-5-S-methylthioribulose 260.198 C6 H13 O7 P1 S1 C(SC)C(O)C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C04582*PUBCHEM:329 R145-RXN 5-methylthioribulose-1-phosphate = 2,3-diketo-5-methylthio-1-phosphopentane + H2O methionine salvage pathway
5-methylthioribulose-1-phosphate 5-methylthio-5-deoxy-D-ribulose-1-phosphate*1-phosphomethylthioribulose*methylthioribulose-1-phosphate*MTRu-1-P*1PMT-ribulose*1-phospho-5-S-methylthioribulose 260.198 C6 H13 O7 P1 S1 C(SC)C(O)C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C04582*PUBCHEM:329 5.3.1.23 5-methylthioribose-1-phosphate = 5-methylthioribulose-1-phosphate methionine salvage pathway
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 443.418 C19 H22 N7 O6 C(C1(CNC2(=C(N=1)C(=O)[NH]=C(N)N2)))NC3(C=CC(=CC=3)C(=O)NC(C(=O)O)CCC(=O)O) LIGAND-CPD:C00415*CAS:4033-27-6 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis II
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 443.418 C19 H22 N7 O6 C(C1(CNC2(=C(N=1)C(=O)[NH]=C(N)N2)))NC3(C=CC(=CC=3)C(=O)NC(C(=O)O)CCC(=O)O) LIGAND-CPD:C00415*CAS:4033-27-6 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate formylTHF biosynthesis II
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 443.418 C19 H22 N7 O6 C(C1(CNC2(=C(N=1)C(=O)[NH]=C(N)N2)))NC3(C=CC(=CC=3)C(=O)NC(C(=O)O)CCC(=O)O) LIGAND-CPD:C00415*CAS:4033-27-6 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis II
riboflavin vitamin B2 376.368 C17 H20 N4 O6 C(O)C(O)C(O)C(O)Cn2(c1(c(C(=O)NC(N=1)=O)=nc3(c2cc(C)c(C)c3))) PUBCHEM:6759*LIGAND-CPD:C00255*CAS:83-88-5 2.7.1.26 riboflavin + ATP = FMN + ADP flavin biosynthesis
riboflavin vitamin B2 376.368 C17 H20 N4 O6 C(O)C(O)C(O)C(O)Cn2(c1(c(C(=O)NC(N=1)=O)=nc3(c2cc(C)c(C)c3))) PUBCHEM:6759*LIGAND-CPD:C00255*CAS:83-88-5 2.5.1.9 2 6,7-dimethyl-8-(1-D-ribityl)lumazine = 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + riboflavin flavin biosynthesis
sinapyl-alcohol 210.229 C11 H14 O4 C(O)C=Cc1(cc(OC)c(O)c(c1)OC) LIGAND-CPD:C02325 1.1.1.195 sinapaldehyde + NADPH = sinapyl-alcohol + NADP+ phenylpropanoid biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + diphosphate + nicotinate nucleotide NAD biosynthesis I (from aspartate)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + diphosphate + nicotinate nucleotide NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.39 D-ribulose-1,5-bisphosphate + CO2 + H2O = 2 3-phosphoglycerate + 2 H+ Calvin-Benson-Bassham cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.39 D-ribulose-1,5-bisphosphate + CO2 + H2O = 2 3-phosphoglycerate + 2 H+ Rubisco shunt
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 2.7.2.2 carbamoyl-phosphate + ADP = ammonia + CO2 + ATP citrulline degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 6.3.3.3 CO2 + 7,8-diaminopelargonate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.2.4.1 pyruvate + lipoate acetyltransferase N6-(lipoyl)lysine = lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine + CO2 acetyl-CoA biosynthesis (from pyruvate)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.2.4.4 lipoamide acyltransferase N6-(lipoyl)lysine + 2-keto-isovalerate = lipoamide acyltransferase N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine + CO2 branched-chain alpha-keto acid dehydrogenase complex
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 RXN-2761 homogentisate + solanyl pyrophosphate = 2-methyl-6-solanyl-1,4-benzoquinone + CO2 + diphosphate plastoquinone biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 RXN-2541 homogentisate + phytyl diphosphate = 2-methyl-6-phytyl-1,4-benzoquinone + CO2 + diphosphate vitamin E biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.33 mevalonate-5-PP + ATP = phosphate + CO2 + isopentenyl diphosphate + ADP mevalonate pathway
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.- acetyl-CoA + a malonyl-ACP = an acetoacetyl-ACP + coenzyme A + CO2 fatty acid biosynthesis - initial steps II (plant)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.47 pimeloyl-CoA + L-alanine = CO2 + coenzyme A + 7-keto-8-aminopelargonate biotin biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.36 R-4'-phosphopantothenoyl-L-cysteine = pantetheine 4'-phosphate + CO2 coenzyme A biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine spermine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine spermidine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.19 L-arginine = CO2 + agmatine putrescine biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.48 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate = indole-3-glycerol-phosphate + CO2 + H2O tryptophan biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.170 4-coumaroyl-CoA + 3 malonyl-CoA + NADPH = isoliquiritigenin + 4 coenzyme A + 3 CO2 + NADP+ + H2O flavonoid biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 2KETO-4METHYL-PENTANOATE-DEHYDROG-RXN 2-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA24 + 2-ketoglutarate + O2 = GA36 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA25 + 2-ketoglutarate + O2 = GA13 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA9 + 2-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.15 GA20 + 2-ketoglutarate + O2 = GA1 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA44 + 2-ketoglutarate + O2 = GA38 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA12 + 2-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA15 + 2-ketoglutarate + O2 = GA37 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 3.5.1.20 citrulline + H2O = L-ornithine + CO2 + ammonia proline biosynthesis V (from arginine)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate gluconeogenesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate gluconeogenesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 RXN-7800 2-isopropyl-3-oxosuccinate = 2-ketoisocaproate + CO2 leucine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 gluconeogenesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 3.5.1.6 H2O + 3-ureidopropionate = ammonia + CO2 + beta-alanine beta-alanine biosynthesis III
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA14 + O2 + 2-ketoglutarate = GA37 + CO2 + succinate gibberellin biosynthesis II (early C-3 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA37 + 2-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA36 + O2 + 2-ketoglutarate = GA4 + succinate + 2 CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA19 + O2 + 2-ketoglutarate = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA12 + O2 + 2-ketoglutarate = GA15 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA15 + 2-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA24 + O2 + 2-ketoglutarate = GA9 + 2 CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA53 + O2 + 2-ketoglutarate = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.12 GA44 + 2-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA19 + O2 + 2-ketoglutarate = GA20 + 2 CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA24 + O2 + 2-ketoglutarate = GA25 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.65 an L-1-phosphatidylserine = an L-1-phosphatidyl-ethanolamine + CO2 phosphatidyl-ethanolamine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.2.4.2 2-ketoglutarate + dihydrolipoyltranssuccinylase N6-(lipoyl)lysine = dihydrolipoyltranssuccinylase N6-(S-succinyldihydrolipoyl)lysine + CO2 2-ketoglutarate dehydrogenase complex
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.74 4-coumaroyl-CoA + 3 malonyl-CoA = naringenin chalcone + 3 CO2 + 4 coenzyme A flavonoid biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 2.2.1.6 2 pyruvate = 2-acetolactate + CO2 valine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 2.2.1.6 pyruvate + 2-oxobutanoate = 2-aceto-2-hydroxy-butyrate + CO2 isoleucine biosynthesis from threonine
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP gluconeogenesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.- UDP-D-glucuronate = UDP-D-apiose + CO2 UDP-D-apiose biosynthesis (from UDP-D-glucuronate)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.20 meso-diaminopimelate = CO2 + L-lysine lysine biosynthesis VI
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O heme biosynthesis from uroporphyrinogen I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O chlorophyllide a biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.15 L-glutamate = CO2 + 4-aminobutyrate glutamate degradation III (via 4-aminobutyrate)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.15 L-glutamate = CO2 + 4-aminobutyrate glutamate dependent acid resistance
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 2OXOGLUTARATEDEH-RXN 2-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.4.4.2 H-Gcv-protein-(lipoyl)lysine + glycine = H-protein-S-(aminomethyldihydrolipoyl)lysine + CO2 glycine cleavage complex
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 methylerythritol phosphate pathway
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.21 5-aminoimidazole ribonucleotide + CO2 = 4-carboxyaminoimidazole ribonucleotide purine nucleotides de novo biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.- L-serine = ethanolamine + CO2 choline biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.2.1.91 L-arogenate = CO2 + H2O + L-phenylalanine phenylalanine biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.37 uroporphyrinogen-III = 4 CO2 + coproporphyrinogen III heme biosynthesis from uroporphyrinogen I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.37 uroporphyrinogen-III = 4 CO2 + coproporphyrinogen III chlorophyllide a biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.50 L-serine + palmitoyl CoA = CO2 + 3-dehydrosphinganine + coenzyme A sphingolipid biosynthesis (plants)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H pentose phosphate pathway (oxidative branch)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.9 naringenin + O2 + 2-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.42 D-isocitrate + D-isocitrate + NADP+ = 2-ketoglutarate + CO2 + NADPH TCA cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.13.11.27 4-hydroxyphenylpyruvate + O2 = CO2 + homogentisate plastoquinone biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 1.13.11.27 4-hydroxyphenylpyruvate + O2 = CO2 + homogentisate vitamin E biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 3.5.1.53 N-carbamoylputrescine + H2O = putrescine + CO2 + ammonia putrescine biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O PUBCHEM:280*LIGAND-CPD:C00011*CHEBI:16526*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.35 UDP-D-glucuronate = UDP-D-xylose + CO2 UDP-D-xylose biosynthesis
GA13 gibberellin A13*gibberellin A13*GA13 378.421 C20 H26 O7 CC1([CH]4(C(CCC(O)1)(C(=O)O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA25 + 2-ketoglutarate + O2 = GA13 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
1-18:1-2-18:1-sn-glycerol-3-phosphocholine 18:1-18:1-PC*1,2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine 787.131 C44 H85 N1 O8 P1 C(OP(O)(=O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PUBCHEM:5313476 1.14.99.- 1-18:1-2-18:1-sn-glycerol-3-phosphocholine = 1-18:1-2-18:2-phosphatidylcholine phospholipid desaturation
1-18:1-2-18:1-sn-glycerol-3-phosphocholine 18:1-18:1-PC*1,2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine 787.131 C44 H85 N1 O8 P1 C(OP(O)(=O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PUBCHEM:5313476 1.14.99.- 1-18:1-2-18:1-sn-glycerol-3-phosphocholine = 1-18:2-2-18:1-phosphatidylcholine phospholipid desaturation
tRNAgln TRNA(GLN) LIGAND-CPD:C01640 6.1.1.18 tRNAgln + L-glutamine + ATP = L-glutaminyl-tRNAgln + diphosphate + AMP tRNA charging pathway
2-aceto-2-hydroxy-butyrate α-aceto-α-hydroxybutyrate 146.143 C6 H10 O4 CC(=O)C(O)(C(O)=O)CC LIGAND-CPD:C06006*PUBCHEM:21*CAS:3142-65-2 1.1.1.86 2-aceto-2-hydroxy-butyrate + NADPH = 2,3-dihydroxy-3-methylvalerate + NADP+ isoleucine biosynthesis from threonine
2-aceto-2-hydroxy-butyrate α-aceto-α-hydroxybutyrate 146.143 C6 H10 O4 CC(=O)C(O)(C(O)=O)CC LIGAND-CPD:C06006*PUBCHEM:21*CAS:3142-65-2 2.2.1.6 pyruvate + 2-oxobutanoate = 2-aceto-2-hydroxy-butyrate + CO2 isoleucine biosynthesis from threonine
GA4 gibberellin A4*gibberellin A4*GA4 332.396 C19 H24 O5 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)CC3)(C)[CH]4C5C(=O)O)))) LIGAND-CPD:C11864 1.14.11.- GA9 + 2-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA4 gibberellin A4*gibberellin A4*GA4 332.396 C19 H24 O5 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)CC3)(C)[CH]4C5C(=O)O)))) LIGAND-CPD:C11864 1.14.11.- GA36 + O2 + 2-ketoglutarate = GA4 + succinate + 2 CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
bergaptol 5-hydroxyfuranocoumarin*5-hydroxypsoralen 202.166 C11 H6 O4 C2(=CC1(C(O)=C3(C(=CC=1O2)OC(=O)C=C3))) LIGAND-CPD:C00758*PUBCHEM:5280371*NCI:341958*CAS:486-60-2 2.1.1.69 bergaptol + S-adenosyl-L-methionine = bergapten + S-adenosyl-L-homocysteine linear furanocoumarin biosynthesis
bergaptol 5-hydroxyfuranocoumarin*5-hydroxypsoralen 202.166 C11 H6 O4 C2(=CC1(C(O)=C3(C(=CC=1O2)OC(=O)C=C3))) LIGAND-CPD:C00758*PUBCHEM:5280371*NCI:341958*CAS:486-60-2 RXN-8387 psoralen + NADPH + H2O = bergaptol + NADP+ linear furanocoumarin biosynthesis
5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione 6-(1-D-ribitylamino)-5-amino-2,4-dihydroxypyrimidine*6-(1-D-ribitylamino)-5-aminouracil 276.249 C9 H16 N4 O6 C(O)C(O)C(O)C(O)CNc1(c(N)c(=O)[nH]c([nH]1)=O) LIGAND-CPD:C04732 LUMAZINESYN-RXN 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + 3,4-dihydroxy-2-butanone-4-P = 6,7-dimethyl-8-(1-D-ribityl)lumazine + phosphate + 2 H2O flavin biosynthesis
5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione 6-(1-D-ribitylamino)-5-amino-2,4-dihydroxypyrimidine*6-(1-D-ribitylamino)-5-aminouracil 276.249 C9 H16 N4 O6 C(O)C(O)C(O)C(O)CNc1(c(N)c(=O)[nH]c([nH]1)=O) LIGAND-CPD:C04732 2.5.1.9 2 6,7-dimethyl-8-(1-D-ribityl)lumazine = 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + riboflavin flavin biosynthesis
5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione 6-(1-D-ribitylamino)-5-amino-2,4-dihydroxypyrimidine*6-(1-D-ribitylamino)-5-aminouracil 276.249 C9 H16 N4 O6 C(O)C(O)C(O)C(O)CNc1(c(N)c(=O)[nH]c([nH]1)=O) LIGAND-CPD:C04732 RIBOPHOSPHAT-RXN 5-amino-6-(5'-phosphoribitylamino)uracil + H2O = 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + phosphate flavin biosynthesis
10-formyl-tetrahydrofolate N10-formyl-tetrahydrofolate*N10-formyl-THF*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H24 N7 O7 C2(C(NC1(C(=O)[NH]=C(N)NC=1N2))CN(C=O)C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) LIGAND-CPD:C00234*CAS:2800-34-2 2.1.2.3 10-formyl-tetrahydrofolate + aminoimidazole carboxamide ribonucleotide = tetrahydrofolate + phosphoribosyl-formamido-carboxamide purine nucleotides de novo biosynthesis II
10-formyl-tetrahydrofolate N10-formyl-tetrahydrofolate*N10-formyl-THF*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H24 N7 O7 C2(C(NC1(C(=O)[NH]=C(N)NC=1N2))CN(C=O)C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) LIGAND-CPD:C00234*CAS:2800-34-2 2.1.2.2 10-formyl-tetrahydrofolate + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide purine nucleotides de novo biosynthesis II
10-formyl-tetrahydrofolate N10-formyl-tetrahydrofolate*N10-formyl-THF*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H24 N7 O7 C2(C(NC1(C(=O)[NH]=C(N)NC=1N2))CN(C=O)C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) LIGAND-CPD:C00234*CAS:2800-34-2 3.5.4.9 H2O + 5,10-methenyltetrahydrofolate = 10-formyl-tetrahydrofolate formylTHF biosynthesis II
10-formyl-tetrahydrofolate N10-formyl-tetrahydrofolate*N10-formyl-THF*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H24 N7 O7 C2(C(NC1(C(=O)[NH]=C(N)NC=1N2))CN(C=O)C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) LIGAND-CPD:C00234*CAS:2800-34-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + 10-formyl-tetrahydrofolate folate polyglutamylation I
10-formyl-tetrahydrofolate N10-formyl-tetrahydrofolate*N10-formyl-THF*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H24 N7 O7 C2(C(NC1(C(=O)[NH]=C(N)NC=1N2))CN(C=O)C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) LIGAND-CPD:C00234*CAS:2800-34-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + 10-formyl-tetrahydrofolate formylTHF biosynthesis II
tRNAhis TRNA(HIS) LIGAND-CPD:C01643 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + diphosphate + AMP tRNA charging pathway
methylglyoxal oxopropanal*acetylformaldehyde*pyruvic aldehyde*pyruvaldehyde*methyl-glyoxal*2-oxo-propanal 72.063 C3 H4 O2 C(=O)C(C)=O LIGAND-CPD:C00546*CAS:78-98-8 4.4.1.5 methylglyoxal + glutathione = S-lactoyl-glutathione methylglyoxal degradation I
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096 4.2.1.47 GDP-D-mannose = H2O + GDP-4-dehydro-6-deoxy-D-mannose GDP-alpha-D-perosamine biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096 4.2.1.47 GDP-D-mannose = H2O + GDP-4-dehydro-6-deoxy-D-mannose GDP-L-fucose biosynthesis I (from GDP-D-mannose)
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096 2.4.1.83 dolichyl-phosphate + GDP-D-mannose = dolichyl beta-D-mannosyl phosphate + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096 RXN-5465 (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096 RXN-5464 (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096 2.4.1.132 mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096 RXN-5463 (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096 2.4.1.142 (N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096 2.7.7.13 alpha-D-mannose 1-phosphate + GTP = GDP-D-mannose + diphosphate GDP-mannose biosynthesis II
N-acetylglucosaminyl-diphosphodolichol N-acetyl-D-glucosaminyldiphosphodolichol 1473.076 C88 H147 N1 O12 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(O)C(O1)CO) 2.4.1.141 N-acetylglucosaminyl-diphosphodolichol + UDP-N-acetyl-D-glucosamine = (N-acetylglucosaminyl)2-diphosphodolichol + UDP dolichyl-diphosphooligosaccharide biosynthesis
N-acetylglucosaminyl-diphosphodolichol N-acetyl-D-glucosaminyldiphosphodolichol 1473.076 C88 H147 N1 O12 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(O)C(O1)CO) 2.7.8.15 dolichyl-phosphate + UDP-N-acetyl-D-glucosamine = N-acetylglucosaminyl-diphosphodolichol + UMP dolichyl-diphosphooligosaccharide biosynthesis
demethylsuberosin 7-demethylsuberosin 230.263 C14 H14 O3 CC(C)=CCc1(c(O)cc2(c(c1)ccc(=O)o2)) PUBCHEM:5316525 RXN-8383 demethylsuberosin + O2 + NADPH = marmesin + NADP+ + H2O linear furanocoumarin biosynthesis
demethylsuberosin 7-demethylsuberosin 230.263 C14 H14 O3 CC(C)=CCc1(c(O)cc2(c(c1)ccc(=O)o2)) PUBCHEM:5316525 2.5.1.- umbelliferone + dimethylallyl-diphosphate = demethylsuberosin + diphosphate linear furanocoumarin biosynthesis
3-cyano-L-alanine 3-cyanoalanine*L-3-Cyanoalanine 114.104 C4 H6 N2 O2 C(=O)(O)C(N)CC#N LIGAND-CPD:C02512 3.5.5.4 2 H2O + 3-cyano-L-alanine = ammonia + L-aspartate asparagine biosynthesis II
3-cyano-L-alanine 3-cyanoalanine*L-3-Cyanoalanine 114.104 C4 H6 N2 O2 C(=O)(O)C(N)CC#N LIGAND-CPD:C02512 4.4.1.9 L-cysteine + hydrogen cyanide = hydrogen sulfide + 3-cyano-L-alanine cyanide degradation
3-cyano-L-alanine 3-cyanoalanine*L-3-Cyanoalanine 114.104 C4 H6 N2 O2 C(=O)(O)C(N)CC#N LIGAND-CPD:C02512 4.4.1.9 L-cysteine + hydrogen cyanide = hydrogen sulfide + 3-cyano-L-alanine asparagine biosynthesis II
3-cyano-L-alanine 3-cyanoalanine*L-3-Cyanoalanine 114.104 C4 H6 N2 O2 C(=O)(O)C(N)CC#N LIGAND-CPD:C02512 4.2.1.65 H2O + 3-cyano-L-alanine = L-asparagine asparagine biosynthesis II
1-18:3-2-16:0-phosphatidylglycerol 18:3-16:0-PG*1-(9Z,12Z,15Z-octadecatrienoyl)-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) 744.984 C40 H73 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 1-18:3-2-16:0-phosphatidylglycerol = 1-18:3-2-trans-16:1-phosphatidylglycerol phospholipid desaturation
1-18:3-2-16:0-phosphatidylglycerol 18:3-16:0-PG*1-(9Z,12Z,15Z-octadecatrienoyl)-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) 744.984 C40 H73 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 1-18:2-2-16:0-phosphatidylglycerol = 1-18:3-2-16:0-phosphatidylglycerol phospholipid desaturation
dTMP T*thymidylic acid*thymidine monophosphate*deoxythymidylate*TMP*thymidine-5'-monophosphate*thymidine-phosphate*thymidine-5'-phosphate*Deoxythymidine 5'-phosphate*5'-Thymidylic acid*Deoxythymidylic acid*Thymidylate 322.211 C10 H15 N2 O8 P1 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(O)(O)=O)) LIGAND-CPD:C00364*CAS:365-07-1 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis II
a 1-lyso-2-acyl-sn-glycero-3-phosphocholine a L-1-lysolecithin*a 1-lysophosphatidylcholine*a 1-lysolecithin*a β-lysophosphatidylcholine*a 2-acylglycerophosphocholine*a 2-acyl-sn-glycero-3-phosphocholine C9 H20 N1 O7 R11 P1 C([N+](C)(C)C)COP(=O)(O)OCC(CO)OC(=O)[R1] 3.1.1.32 a phosphatidylcholine + H2O = a 1-lyso-2-acyl-sn-glycero-3-phosphocholine + a carboxylate phospholipases
L-glutamyl-tRNAGlu L-GLUTAMYL-TRNA(GLT)*L-glutamyl-tRNAglt LIGAND-CPD:C02987 1.2.1.70 L-glutamyl-tRNAGlu + NADPH + H+ = glutamate-1-semialdehyde + NADP+ + tRNAGlu tetrapyrrole biosynthesis I
L-glutamyl-tRNAGlu L-GLUTAMYL-TRNA(GLT)*L-glutamyl-tRNAglt LIGAND-CPD:C02987 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tRNA charging pathway
L-glutamyl-tRNAGlu L-GLUTAMYL-TRNA(GLT)*L-glutamyl-tRNAglt LIGAND-CPD:C02987 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tetrapyrrole biosynthesis I
adenosine 5'-phosphosulfate adenylyl-sulfate*APS*adenosine phosphosulfate*adenosine 5'-sulphatophosphate 427.282 C10 H14 N5 O10 P1 S1 C(OP(=O)(O)OS(=O)(O)=O)[CH]1(O[CH](C(O)C1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00224*PUBCHEM:10238*CAS:485-84-7 2.7.1.25 adenosine 5'-phosphosulfate + ATP = phosphoadenosine-5'-phosphosulfate + ADP sulfate activation for sulfonation
adenosine 5'-phosphosulfate adenylyl-sulfate*APS*adenosine phosphosulfate*adenosine 5'-sulphatophosphate 427.282 C10 H14 N5 O10 P1 S1 C(OP(=O)(O)OS(=O)(O)=O)[CH]1(O[CH](C(O)C1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00224*PUBCHEM:10238*CAS:485-84-7 1.8.4.9 adenosine 5'-phosphosulfate + 2 glutathione = sulfite + AMP + glutathione disulfide sulfate reduction II (assimilatory)
adenosine 5'-phosphosulfate adenylyl-sulfate*APS*adenosine phosphosulfate*adenosine 5'-sulphatophosphate 427.282 C10 H14 N5 O10 P1 S1 C(OP(=O)(O)OS(=O)(O)=O)[CH]1(O[CH](C(O)C1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00224*PUBCHEM:10238*CAS:485-84-7 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate activation for sulfonation
adenosine 5'-phosphosulfate adenylyl-sulfate*APS*adenosine phosphosulfate*adenosine 5'-sulphatophosphate 427.282 C10 H14 N5 O10 P1 S1 C(OP(=O)(O)OS(=O)(O)=O)[CH]1(O[CH](C(O)C1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00224*PUBCHEM:10238*CAS:485-84-7 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate reduction II (assimilatory)
a monogalactosyldiacylgycerol a D-galactosyldiacylglycerol*a 3-(β-D-galactosyl)-1,2-diacyl-sn-glycerol*a 3-β-D-galactosyl-1,2-diacylglycerol*a
monogalactosyldiglyceride*MGDG*a Galβ1->3acyl2Gro*a mono-β-D-galactosyldiacylglycerol C11 H16 O10 R11 R21 C(O)C1(OC(C(O)C(O)C1O)OCC(OC([R2])=O)COC([R1])=O) 2.4.1.184 2 a monogalactosyldiacylgycerol = a digalactosyldiacylglycerol + a 1,2-diacylglycerol glycolipid biosynthesis
a monogalactosyldiacylgycerol a D-galactosyldiacylglycerol*a 3-(β-D-galactosyl)-1,2-diacyl-sn-glycerol*a 3-β-D-galactosyl-1,2-diacylglycerol*a
monogalactosyldiglyceride*MGDG*a Galβ1->3acyl2Gro*a mono-β-D-galactosyldiacylglycerol C11 H16 O10 R11 R21 C(O)C1(OC(C(O)C(O)C1O)OCC(OC([R2])=O)COC([R1])=O) 2.4.1.241 a monogalactosyldiacylgycerol + UDP-galactose = a digalactosyldiacylglycerol + UDP glycolipid biosynthesis
a monogalactosyldiacylgycerol a D-galactosyldiacylglycerol*a 3-(β-D-galactosyl)-1,2-diacyl-sn-glycerol*a 3-β-D-galactosyl-1,2-diacylglycerol*a
monogalactosyldiglyceride*MGDG*a Galβ1->3acyl2Gro*a mono-β-D-galactosyldiacylglycerol C11 H16 O10 R11 R21 C(O)C1(OC(C(O)C(O)C1O)OCC(OC([R2])=O)COC([R1])=O) 2.4.1.46 a 1,2-diacylglycerol + UDP-galactose = a monogalactosyldiacylgycerol + UDP glycolipid biosynthesis
tRNAmet TRNA(MET) LIGAND-CPD:C01647 6.1.1.10 tRNAmet + L-methionine + ATP = L-methionyl-tRNAmet + diphosphate + AMP tRNA charging pathway
a diacylglycerol a diglyceride 3.1.1.- a diacylglycerol + H2O = 2-monoacylglycerol + a fatty acid triacylglycerol degradation
a diacylglycerol a diglyceride 3.1.1.3 a triacylglycerol + H2O = a diacylglycerol + a fatty acid triacylglycerol degradation
sucrose-6-phosphate sucrose 6F-phosphate*sucrose-6-P 422.279 C12 H23 O14 P1 C(O)C1(OC(C(O)C(O)C1O)OC2(CO)(OC(C(O)C2O)COP(O)(O)=O)) PUBCHEM:439762*LIGAND-CPD:C02591 3.1.3.24 sucrose-6-phosphate + H2O = sucrose + phosphate sucrose biosynthesis
sucrose-6-phosphate sucrose 6F-phosphate*sucrose-6-P 422.279 C12 H23 O14 P1 C(O)C1(OC(C(O)C(O)C1O)OC2(CO)(OC(C(O)C2O)COP(O)(O)=O)) PUBCHEM:439762*LIGAND-CPD:C02591 2.4.1.14 fructose-6-phosphate + UDP-D-glucose = sucrose-6-phosphate + UDP sucrose biosynthesis
L-arogenate L-arogenic acid*pretyrosine 227.216 C10 H13 N1 O5 C(O)(=O)C(N)CC1(C=CC(O)C=C1)(C(=O)O) LIGAND-CPD:C00826*CAS:53078-86-7 4.2.1.91 L-arogenate = CO2 + H2O + L-phenylalanine phenylalanine biosynthesis II
L-arogenate L-arogenic acid*pretyrosine 227.216 C10 H13 N1 O5 C(O)(=O)C(N)CC1(C=CC(O)C=C1)(C(=O)O) LIGAND-CPD:C00826*CAS:53078-86-7 2.6.1.79 prephenate + L-glutamate = L-arogenate + 2-ketoglutarate phenylalanine biosynthesis II
geranylgeranyl-chlorophyll a geranylgeranyl-chl a*GG-chl a*GG-chlorophyll a 887.455 C55 H66 N4 O5 MG1 CC(CCC=C(C)CCC=C(C)CCC=C(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 1.3.1.- geranylgeranyl-chlorophyll a + NADPH = dihydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
geranylgeranyl-chlorophyll a geranylgeranyl-chl a*GG-chl a*GG-chlorophyll a 887.455 C55 H66 N4 O5 MG1 CC(CCC=C(C)CCC=C(C)CCC=C(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 2.5.1.- chlorophyllide a + all-trans-geranyl-geranyl diphosphate = geranylgeranyl-chlorophyll a + diphosphate chlorophyll a biosynthesis II
trans-2-hexenol 100.16 C6 H12 O1 CCCC=CCO RXN-1348 trans-2-hexenal = trans-2-hexenol 13-LOX and 13-HPL pathway
chlorophyll b chlorophyll b 907.486 C55 H70 N4 O6 MG1 CC(CCCC(C)CCCC(C)CCCC(C)C)=CCOC(=O)CCC7(C6(C1(C(C(=O)OC)C(=O)c2(c(C)c3(n(c=12)[Mg]59(N4(C(C(C=O)=C(CC)C(C=3)=4)=Cc8(n(c(C=C(N5=6)C(C)7)c(C)c8C=C)9)))))))) RXN-7678 chlorophyll b + 2 H2O + NADP+ = 7-hydroxy-chlorophyll a + O2 + NADPH chlorophyll cycle
chlorophyll b chlorophyll b 907.486 C55 H70 N4 O6 MG1 CC(CCCC(C)CCCC(C)CCCC(C)C)=CCOC(=O)CCC7(C6(C1(C(C(=O)OC)C(=O)c2(c(C)c3(n(c=12)[Mg]59(N4(C(C(C=O)=C(CC)C(C=3)=4)=Cc8(n(c(C=C(N5=6)C(C)7)c(C)c8C=C)9)))))))) 2.5.1.- chlorophyllide b + phytyl diphosphate = chlorophyll b + diphosphate chlorophyll cycle
L-phenylalanyl-tRNAphe L-PHENYLALANYL-TRNA(PHE) LIGAND-CPD:C03511 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + diphosphate + AMP tRNA charging pathway
benzoyl-CoA 871.642 C(=O)(NCCC(=O)NCCSC(=O)C1(=CC=CC=C1))C(O)C(C)(C)COP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) CAS:102185-37-5 RXN-2005 benzoyl-CoA + H2O = benzoate + coenzyme A salicylate biosynthesis
benzoyl-CoA 871.642 C(=O)(NCCC(=O)NCCSC(=O)C1(=CC=CC=C1))C(O)C(C)(C)COP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) CAS:102185-37-5 RXN-2008 benzoyl-CoA = salicyloyl-CoA salicylate biosynthesis
benzoyl-CoA 871.642 C(=O)(NCCC(=O)NCCSC(=O)C1(=CC=CC=C1))C(O)C(C)(C)COP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) CAS:102185-37-5 RXN-2006 oxocinnamoyl-CoA + coenzyme A = benzoyl-CoA + acetyl-CoA salicylate biosynthesis
glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-glucosyl-(1->3)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 3297.691 C156 H260 N2 O67 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC6(OC(COC4(C(C(O)C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5)))C(O)C(C(O)6)OC7(C(C(O)C(O)C(O7)CO)OC8(OC(CO)C(O)C(O)C(O)8))))OC9(C(C(O)C(O)C(O9)CO)OC10(C(C(O)C(O)C(O10)CO)OC11(C(O)C(C(O)C(O11)CO)OC12(OC(CO)C(O)C(O)C(O)12))))))) RXN-5471 glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-glucosyl-(1->3)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 3297.691 C156 H260 N2 O67 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC6(OC(COC4(C(C(O)C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5)))C(O)C(C(O)6)OC7(C(C(O)C(O)C(O7)CO)OC8(OC(CO)C(O)C(O)C(O)8))))OC9(C(C(O)C(O)C(O9)CO)OC10(C(C(O)C(O)C(O10)CO)OC11(C(O)C(C(O)C(O11)CO)OC12(OC(CO)C(O)C(O)C(O)12))))))) RXN-5470 (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
a trans-2-enoyl-CoA trans-2,3-didehydroacyl-CoA*trans-2,3-dehydroacyl-CoA*trans-Δ2-enoyl-CoA*trans-didehydroacyl-CoA C24 H37 N7 O17 R1 P3 S1 4.2.1.17 H2O + a trans-2-enoyl-CoA = a (3S)-3-hydroxyacyl-CoA fatty acid beta-oxidation II (core pathway)
a trans-2-enoyl-CoA trans-2,3-didehydroacyl-CoA*trans-2,3-dehydroacyl-CoA*trans-Δ2-enoyl-CoA*trans-didehydroacyl-CoA C24 H37 N7 O17 R1 P3 S1 1.3.3.6 an acyl-CoA + O2 = a trans-2-enoyl-CoA + H2O2 fatty acid beta-oxidation II (core pathway)
8'-hydroxyabscisate 8´-HOABA 280.32 C15 H20 O5 CC1(C(C(C)=CC(=O)C1)(O)C=CC(C)=CC(=O)O)(CO) LIGAND-CPD:C15514 RXN-8153 8'-hydroxyabscisate = phaseic acid phaseic acid biosynthesis
8'-hydroxyabscisate 8´-HOABA 280.32 C15 H20 O5 CC1(C(C(C)=CC(=O)C1)(O)C=CC(C)=CC(=O)O)(CO) LIGAND-CPD:C15514 1.14.13.93 (+)-abscisate + NADPH + O2 = 8'-hydroxyabscisate + NADP+ + H2O phaseic acid biosynthesis
a long-linear glucan 3.2.1.1 a long-linear glucan = n short glucans starch degradation
a long-linear glucan 2.4.1.25 a short glucan + a short glucan = a long-linear glucan + alpha-D-glucose starch degradation
a long-linear glucan 2.4.1.1 a long-linear glucan + phosphate = alpha-D-glucose 1-phosphate starch degradation
a long-linear glucan 3.2.1.41 a large-branched glucan = a long-linear glucan starch degradation
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073*CAS:63-68-3 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine S-adenosylmethionine biosynthesis
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073*CAS:63-68-3 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine methionine degradation I (to homocysteine)
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073*CAS:63-68-3 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine S-adenosyl-L-methionine cycle
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073*CAS:63-68-3 4.4.1.11 L-methionine + H2O = methanethiol + ammonia + 2-oxobutanoate methionine degradation II
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073*CAS:63-68-3 6.1.1.10 tRNAmet + L-methionine + ATP = L-methionyl-tRNAmet + diphosphate + AMP tRNA charging pathway
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073*CAS:63-68-3 2.6.1.5 2-oxo-4-methylthiobutanoate + a standard alpha amino acid = L-methionine + a keto acid methionine salvage pathway
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073*CAS:63-68-3 2.1.1.13 L-homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate formylTHF biosynthesis II
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073*CAS:63-68-3 2.1.1.10 L-homocysteine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + L-methionine methionine biosynthesis II
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073*CAS:63-68-3 2.1.1.10 S-methyl-L-methionine + L-homocysteine = 2 L-methionine methionine biosynthesis II
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073*CAS:63-68-3 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis II
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073*CAS:63-68-3 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine S-adenosyl-L-methionine cycle
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073*CAS:63-68-3 RXN0-949 an octanoylated domain + 2 S-adenosyl-L-methionine + 2 S2- = lipoylated domain + 2 5'-deoxyadenosine + 2 L-methionine lipoate biosynthesis and incorporation I
L-histidine L-histidine*glyoxaline-5-alanine*α-amino-4-imidazoleproprionic acid*(S)-α-amino-1H-imidazole-4-propanoic acid*H*histidine*his 155.156 C6 H8 N3 O2 c1(c(ncn1)CC(N)C(O)=O) LIGAND-CPD:C00135*CAS:71-00-1 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + diphosphate + AMP tRNA charging pathway
L-histidine L-histidine*glyoxaline-5-alanine*α-amino-4-imidazoleproprionic acid*(S)-α-amino-1H-imidazole-4-propanoic acid*H*histidine*his 155.156 C6 H8 N3 O2 c1(c(ncn1)CC(N)C(O)=O) LIGAND-CPD:C00135*CAS:71-00-1 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine biosynthesis I
monovinyl protochlorophyllide a protochlorophyllide*monovinyl protochlrophyllide a 612.967 C35 H32 N4 O5 MG1 CCC8(C3(=N7([Mg]59(n2(c1(=C(C(C(=O)OC)C(=O)c1c(C)c2=C3)C4(=N(C(C(C)=C4CCC(=O)O)=Cc6(n5c(c(C=C)c(C)6)C=C7C(C)=8))9))))))) LIGAND-CPD:C02880*CAS:14751-08-7 RXN1F-10 monovinyl protochlorophyllide a + NADPH + H+ = NADP+ + chlorophyllide a chlorophyllide a biosynthesis I
monovinyl protochlorophyllide a protochlorophyllide*monovinyl protochlrophyllide a 612.967 C35 H32 N4 O5 MG1 CCC8(C3(=N7([Mg]59(n2(c1(=C(C(C(=O)OC)C(=O)c1c(C)c2=C3)C4(=N(C(C(C)=C4CCC(=O)O)=Cc6(n5c(c(C=C)c(C)6)C=C7C(C)=8))9))))))) LIGAND-CPD:C02880*CAS:14751-08-7 1.3.1.75 divinyl protochlorophyllide a + NADPH + H+ + H+ = monovinyl protochlorophyllide a + NADP+ chlorophyllide a biosynthesis I
a methyl acceptor 2.1.1.- S-adenosyl-L-methionine + a methyl acceptor = S-adenosyl-L-homocysteine + a methylated methyl acceptor S-adenosyl-L-methionine cycle
L-lysine K*lysine*L-lys*lys*2,6-diaminohexanoic acid*lysine acid 146.189 C6 H14 N2 O2 C(=O)(O)C(N)CCCCN LIGAND-CPD:C00047*CAS:56-87-1 6.1.1.6 tRNAlys + L-lysine + ATP = L-lysyl-tRNAlys + diphosphate + AMP tRNA charging pathway
L-lysine K*lysine*L-lys*lys*2,6-diaminohexanoic acid*lysine acid 146.189 C6 H14 N2 O2 C(=O)(O)C(N)CCCCN LIGAND-CPD:C00047*CAS:56-87-1 4.1.1.20 meso-diaminopimelate = CO2 + L-lysine lysine biosynthesis VI
phosphoryl-choline choline phosphate*phosphocholine*N-Trimethyl-2-aminoethylphosphonate*O-Phosphocholine 184.152 C5 H15 N1 O4 P1 C([N+](C)(C)C)COP(O)(=O)O LIGAND-CPD:C00588*CAS:107-73-3 3.1.3.75 phosphoryl-choline + H2O = choline + phosphate choline biosynthesis I
phosphoryl-choline choline phosphate*phosphocholine*N-Trimethyl-2-aminoethylphosphonate*O-Phosphocholine 184.152 C5 H15 N1 O4 P1 C([N+](C)(C)C)COP(O)(=O)O LIGAND-CPD:C00588*CAS:107-73-3 3.1.4.3 a phosphatidylcholine + H2O = phosphoryl-choline + a 1,2-diacylglycerol phospholipases
phosphoryl-choline choline phosphate*phosphocholine*N-Trimethyl-2-aminoethylphosphonate*O-Phosphocholine 184.152 C5 H15 N1 O4 P1 C([N+](C)(C)C)COP(O)(=O)O LIGAND-CPD:C00588*CAS:107-73-3 2.1.1.103 N-dimethylethanolamine phosphate + S-adenosyl-L-methionine = phosphoryl-choline + S-adenosyl-L-homocysteine choline biosynthesis I
biotin vitamin H*coenzyme R*d-biotin 244.308 C10 H16 N2 O3 S1 C1(SC([CH]2([CH]1NC(N2)=O))CCCCC(O)=O) LIGAND-CPD:C00120*CAS:58-85-5 2.8.1.6 9-mercaptodethiobiotin = biotin biotin biosynthesis II
uridine 244.204 C9 H12 N2 O6 c1(n(c(=O)[nH]c(c1)=O)C2(C(O)C(O)C(O2)CO)) LIGAND-CPD:C00299*CAS:58-96-8 2.7.1.48 uridine + GTP = UMP + GDP salvage pathways of pyrimidine ribonucleotides
uridine 244.204 C9 H12 N2 O6 c1(n(c(=O)[nH]c(c1)=O)C2(C(O)C(O)C(O2)CO)) LIGAND-CPD:C00299*CAS:58-96-8 2.4.2.3 phosphate + uridine = ribose-1-phosphate + uracil salvage pathways of pyrimidine ribonucleotides
uridine 244.204 C9 H12 N2 O6 c1(n(c(=O)[nH]c(c1)=O)C2(C(O)C(O)C(O2)CO)) LIGAND-CPD:C00299*CAS:58-96-8 3.5.4.5 H2O + cytidine = ammonia + uridine salvage pathways of pyrimidine ribonucleotides
Unknown-Quinones RXN0-5259 UQ or MQ + 2 H+ + 2 e- = UQH2 or MQH2 D-lactate + UQ or MQ = pyruvate + UQH2 or MQH2
Unknown-Quinones RXN0-5259 UQ or MQ + 2 H+ + 2 e- = UQH2 or MQH2 sn-glycerol-3-phosphate + UQ or MQ = dihydroxy-acetone phosphate + UQH2 or MQH2
Unknown-Quinones 1.1.2.4 D-lactate + UQ or MQ = pyruvate + UQH2 or MQH2 methylglyoxal degradation I
Unknown-Quinones 1.1.2.4 D-lactate + UQ or MQ = pyruvate + UQH2 or MQH2 aerobic respiration -- electron donors reaction list
D-isocitrate isocitric acid*isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 1.1.1.42 D-isocitrate + D-isocitrate + NADP+ = 2-ketoglutarate + CO2 + NADPH TCA cycle
D-isocitrate isocitric acid*isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 4.2.1.3 cis-aconitate + H2O = D-isocitrate + D-isocitrate TCA cycle
L-leucine (2S)-α-2-amino-4-methylvaleric acid*L*leu*leucine*2-amino-4-methylvaleric acid*(2S)-α-leucine 131.174 C6 H13 N1 O2 C(=O)(O)C(N)CC(C)C LIGAND-CPD:C00123*NCI:46709*CAS:61-90-5 2.6.1.42 L-leucine + 2-ketoglutarate = L-glutamate + 2-ketoisocaproate leucine degradation I
L-leucine (2S)-α-2-amino-4-methylvaleric acid*L*leu*leucine*2-amino-4-methylvaleric acid*(2S)-α-leucine 131.174 C6 H13 N1 O2 C(=O)(O)C(N)CC(C)C LIGAND-CPD:C00123*NCI:46709*CAS:61-90-5 2.6.1.42 L-leucine + 2-ketoglutarate = L-glutamate + 2-ketoisocaproate leucine biosynthesis
L-leucine (2S)-α-2-amino-4-methylvaleric acid*L*leu*leucine*2-amino-4-methylvaleric acid*(2S)-α-leucine 131.174 C6 H13 N1 O2 C(=O)(O)C(N)CC(C)C LIGAND-CPD:C00123*NCI:46709*CAS:61-90-5 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + diphosphate + AMP tRNA charging pathway
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CCC(N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + diphosphate + AMP tRNA charging pathway
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CCC(N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3 3.5.3.6 H2O + L-arginine = ammonia + citrulline proline biosynthesis V (from arginine)
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CCC(N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3 4.1.1.19 L-arginine = CO2 + agmatine putrescine biosynthesis II
1-18:2-2-18:2-sn-glycerol-3-phosphocholine 18:2-18:2-PC*1,2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OP(O)(=O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC PUBCHEM:5313522 1.14.99.- 1-18:2-2-18:2-sn-glycerol-3-phosphocholine = 1-18:2-2-18:3-phosphatidylcholine phospholipid desaturation
1-18:2-2-18:2-sn-glycerol-3-phosphocholine 18:2-18:2-PC*1,2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OP(O)(=O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC PUBCHEM:5313522 1.14.99.- 1-18:2-2-18:2-sn-glycerol-3-phosphocholine = 1-18:3-2-18:2-phosphatidylcholine phospholipid desaturation
1-18:2-2-18:2-sn-glycerol-3-phosphocholine 18:2-18:2-PC*1,2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OP(O)(=O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC PUBCHEM:5313522 1.14.99.- 1-18:1-2-18:2-phosphatidylcholine = 1-18:2-2-18:2-sn-glycerol-3-phosphocholine phospholipid desaturation
1-18:2-2-18:2-sn-glycerol-3-phosphocholine 18:2-18:2-PC*1,2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OP(O)(=O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC PUBCHEM:5313522 1.14.99.- 1-18:2-2-18:1-phosphatidylcholine = 1-18:2-2-18:2-sn-glycerol-3-phosphocholine phospholipid desaturation
1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-P*1-(2-carboxyphenylamino)-1-deoxy-D-ribulose-5-phosphate*1-(2-carboxyphenylamino)-1-deoxy-D-ribulose-5-P 349.233 C12 H16 N1 O9 P1 C(OP(O)(O)=O)C(O)C(O)C(=O)CNc1(c(C(O)=O)cccc1) LIGAND-CPD:C01302 4.1.1.48 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate = indole-3-glycerol-phosphate + CO2 + H2O tryptophan biosynthesis
1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-P*1-(2-carboxyphenylamino)-1-deoxy-D-ribulose-5-phosphate*1-(2-carboxyphenylamino)-1-deoxy-D-ribulose-5-P 349.233 C12 H16 N1 O9 P1 C(OP(O)(O)=O)C(O)C(O)C(=O)CNc1(c(C(O)=O)cccc1) LIGAND-CPD:C01302 5.3.1.24 N-(5'-phosphoribosyl)-anthranilate = 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate tryptophan biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.7.1.48 uridine + GTP = UMP + GDP salvage pathways of pyrimidine ribonucleotides
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.7.1.- cytidine + GTP = CMP + GDP salvage pathways of pyrimidine ribonucleotides
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.4.1.142 (N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 RXN-5463 (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.4.1.132 mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 RXN-5464 (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 RXN-5465 (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.4.1.83 dolichyl-phosphate + GDP-D-mannose = dolichyl beta-D-mannosyl phosphate + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis II
GDP-L-fucose guanosine diphosphate fucose*guanosine 5'-(trihydrogen diphosphate), P'-(6-deoxy-β-L- galactopyranosyl) ester*2-amino-9-[3,4-dihydroxy-5-[[hydroxy-[hydroxy-(3,4,5-trihydroxy- 6-methyl-tetrahydropyran-2-yl)oxy-phosphinoyl]oxy-phosphinoyl] oxymethyl]tetrahydrofuran-2-yl]-1,9-dihydropurin-6-one 589.345 C16 H25 N5 O15 P2 C(OP(O)(=O)OP(O)(=O)OC1(C(O)C(O)C(O)C(C)O1))C2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4))) LIGAND-CPD:C00325*CAS:15839-70-0 1.1.1.271 NADPH + GDP-4-dehydro-6-deoxy-D-mannose = NADP+ + GDP-L-fucose GDP-L-fucose biosynthesis I (from GDP-D-mannose)
sphinganine dihydrosphingosine*sphinganine*erythro-D-sphinganine*DHS 301.512 C18 H39 N1 O2 CCCCCCCCCCCCCCCC(O)C(N)CO CAS:764-22-7 1.14.-.- sphinganine + O2 + NADPH = 4-hydroxysphinganine + H2O + NADP+ sphingolipid biosynthesis (plants)
sphinganine dihydrosphingosine*sphinganine*erythro-D-sphinganine*DHS 301.512 C18 H39 N1 O2 CCCCCCCCCCCCCCCC(O)C(N)CO CAS:764-22-7 2.3.1.- sphinganine + a fatty acyl CoA = a plant ceramide (I) + coenzyme A sphingolipid biosynthesis (plants)
sphinganine dihydrosphingosine*sphinganine*erythro-D-sphinganine*DHS 301.512 C18 H39 N1 O2 CCCCCCCCCCCCCCCC(O)C(N)CO CAS:764-22-7 2.7.1.91 sphinganine + ATP = sphinganine 1-phosphate + ADP sphingolipid biosynthesis (plants)
sphinganine dihydrosphingosine*sphinganine*erythro-D-sphinganine*DHS 301.512 C18 H39 N1 O2 CCCCCCCCCCCCCCCC(O)C(N)CO CAS:764-22-7 1.1.1.102 NADPH + 3-dehydrosphinganine = NADP+ + sphinganine sphingolipid biosynthesis (plants)
capsidiol 236.353 CC12(C(=CCC(C1)C(=C)C)C(O)CC(O)C(C)2) LIGAND-CPD:C09627 RXN-4804 1-deoxy-capsidiol + O2 + 2 NADPH = capsidiol + H2O + 2 NADP+ capsidiol biosynthesis
capsidiol 236.353 CC12(C(=CCC(C1)C(=C)C)C(O)CC(O)C(C)2) LIGAND-CPD:C09627 RXN-4803 3-deoxy-capsidiol + O2 + 2 NADPH = capsidiol + H2O + 2 NADP+ capsidiol biosynthesis
1-18:1-2-18:3-phosphatidylcholine 18:1-18:3-PC*1-(9Z-octadecenoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OC(=O)CCCCCCCC=CCCCCCCCC)C(COP(O)(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC PUBCHEM:5313483 1.14.99.- 1-18:1-2-18:3-phosphatidylcholine = 1-18:2-2-18:3-phosphatidylcholine phospholipid desaturation
1-18:1-2-18:3-phosphatidylcholine 18:1-18:3-PC*1-(9Z-octadecenoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OC(=O)CCCCCCCC=CCCCCCCCC)C(COP(O)(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC PUBCHEM:5313483 1.14.99.- 1-18:1-2-18:2-phosphatidylcholine = 1-18:1-2-18:3-phosphatidylcholine phospholipid desaturation
trans-cinnamate β-phenylacrylic acid*3-phenyl-2-propenoic acid*cinnamic acid*cinnamate*trans-cinnamic acid*(E)-cinnamate 148.161 C9 H8 O2 C(O)(=O)C=Cc1(ccccc1) LIGAND-CPD:C00423*PUBCHEM:444539*CAS:140-10-3 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
trans-cinnamate β-phenylacrylic acid*3-phenyl-2-propenoic acid*cinnamic acid*cinnamate*trans-cinnamic acid*(E)-cinnamate 148.161 C9 H8 O2 C(O)(=O)C=Cc1(ccccc1) LIGAND-CPD:C00423*PUBCHEM:444539*CAS:140-10-3 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate salicylate biosynthesis
trans-cinnamate β-phenylacrylic acid*3-phenyl-2-propenoic acid*cinnamic acid*cinnamate*trans-cinnamic acid*(E)-cinnamate 148.161 C9 H8 O2 C(O)(=O)C=Cc1(ccccc1) LIGAND-CPD:C00423*PUBCHEM:444539*CAS:140-10-3 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate phenylpropanoid biosynthesis, initial reactions
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 6.4.1.2 ATP + acetyl-CoA + HCO3- + H+ = ADP + phosphate + malonyl-CoA fatty acid biosynthesis - initial steps II (plant)
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN-924 2 NAD(P)+ + 2 H+ + 4 e- = 2 NAD(P)H photosynthesis, light reaction
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O heme biosynthesis from uroporphyrinogen I
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O chlorophyllide a biosynthesis I
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.15.1.1 2 O2- + 2 H+ = H2O2 + O2 removal of superoxide radicals
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5257 sn-glycerol-3-phosphate = dihydroxy-acetone phosphate + 2 H+ + 2 e- sn-glycerol-3-phosphate + UQ = dihydroxy-acetone phosphate + UQH2
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5257 sn-glycerol-3-phosphate = dihydroxy-acetone phosphate + 2 H+ + 2 e- sn-glycerol-3-phosphate + UQ or MQ = dihydroxy-acetone phosphate + UQH2 or MQH2
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5259 UQ or MQ + 2 H+ + 2 e- = UQH2 or MQH2 D-lactate + UQ or MQ = pyruvate + UQH2 or MQH2
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5259 UQ or MQ + 2 H+ + 2 e- = UQH2 or MQH2 sn-glycerol-3-phosphate + UQ or MQ = dihydroxy-acetone phosphate + UQH2 or MQH2
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 UQ + succinate = UQH2 + fumarate
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 NADH + UQ + H+ = NAD+ + UQH2
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 H+ + UQ + NADH = UQH2 + NAD+
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 UQ + succinate = UQH2 + fumarate
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 sn-glycerol-3-phosphate + UQ = dihydroxy-acetone phosphate + UQH2
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5245 succinate = fumarate + 2 H+ + 2 e- UQ + succinate = UQH2 + fumarate
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5245 succinate = fumarate + 2 H+ + 2 e- UQ + succinate = UQH2 + fumarate
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5248 NADH = NAD+ + H+ + 2 e- NADH + UQ + H+ = NAD+ + UQH2
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5248 NADH = NAD+ + H+ + 2 e- H+ + UQ + NADH = UQH2 + NAD+
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5261 D-lactate = pyruvate + 2 H+ + 2 e- D-lactate + UQ or MQ = pyruvate + UQH2 or MQH2
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.6.5.- H+ + UQ + NADH = UQH2 + NAD+ aerobic respiration -- electron donors reaction list
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donor III
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donor II
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 NAD/NADH phosphorylation and dephosphorylation
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donors reaction list
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.14.13.81 Mg-protoporphyrin monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis I
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.14.13.81 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + 2 H2O chlorophyllide a biosynthesis I
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + 2 H2O chlorophyllide a biosynthesis I
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN1F-10 monovinyl protochlorophyllide a + NADPH + H+ = NADP+ + chlorophyllide a chlorophyllide a biosynthesis I
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.3.1.75 divinyl protochlorophyllide a + NADPH + H+ + H+ = monovinyl protochlorophyllide a + NADP+ chlorophyllide a biosynthesis I
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = isopentenyl diphosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = dimethylallyl-diphosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.14.13.102 marmesin + NADPH + H+ + O2 = psoralen + NADP+ + acetone + 2 H2O linear furanocoumarin biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN-9155 trichloroethanol + NADPH + O2 + H+ = trichloroacetate + NADP+ + H2O trichloroethylene degradation
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.2.1.70 L-glutamyl-tRNAGlu + NADPH + H+ = glutamate-1-semialdehyde + NADP+ + tRNAGlu tetrapyrrole biosynthesis I
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.1.1.284 S-hydroxymethylglutathione + NAD(P)+ = S-formylglutathione + NAD(P)H + H+ formaldehyde oxidation II (glutathione-dependent)
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + phosphate + ADP + 2 H+ chlorophyllide a biosynthesis I
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5267 4 H+[cytosol] = 4 H+[periplasmic space] NADH + UQ + H+ = NAD+ + UQH2
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.1.1.193 5-amino-6-(5'-phosphoribosylamino)uracil + NADPH + H+ = 5-amino-6-(5'-phosphoribitylamino)uracil + NADP+ flavin biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ salvage pathways of purine nucleosides II (plant)
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ purine degradation I (aerobic)
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-902 hypoxanthine + H2O = 2 H+ + xanthine salvage pathways of adenine, hypoxanthine, and their nucleosides
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.1.1.3 L-aspartate-semialdehyde + NAD(P)H + H+ = homoserine + NAD(P)+ homoserine biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis VI
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.1.1.94 dihydroxy-acetone phosphate + NAD(P)H + H+ = sn-glycerol-3-phosphate + NAD(P)+ CDP-diacylglycerol biosynthesis I
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.1.1.94 dihydroxy-acetone phosphate + NAD(P)H + H+ = sn-glycerol-3-phosphate + NAD(P)+ CDP-diacylglycerol biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.1.1.282 3-dehydro-shikimate + NAD(P)H + H+ = shikimate + NAD(P)+ chorismate biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 4.1.1.- D-ribulose-1,5-bisphosphate + O2 = 2-phosphoglycolate + 3-phosphoglycerate + 2 H+ photorespiration
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 4.1.1.39 D-ribulose-1,5-bisphosphate + CO2 + H2O = 2 3-phosphoglycerate + 2 H+ Calvin-Benson-Bassham cycle
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 4.1.1.39 D-ribulose-1,5-bisphosphate + CO2 + H2O = 2 3-phosphoglycerate + 2 H+ Rubisco shunt
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ proline biosynthesis V (from arginine)
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.1.1.85 3-isopropylmalate + NAD+ = 2-isopropyl-3-oxosuccinate + NADH + H+ leucine biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 PSII-RXN 2 H2O = 4 H+ + 4 e- + O2 photosynthesis, light reaction
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.1.1.49 beta-D-glucose-6-phosphate + NADP+ = D-glucono-delta-lactone-6-phosphate + NADPH + H+ pentose phosphate pathway (oxidative branch)
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.1.1.86 2-acetolactate + NADPH + H+ = 2,3-dihydroxy-isovalerate + NADP+ valine biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.5.1.20 5,10-methylene-THF + NAD(P)H + H+ = 5-methyl-THF + NAD(P)+ formylTHF biosynthesis II
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ salvage pathways of adenine, hypoxanthine, and their nucleosides
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ purine degradation I (aerobic)
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.8.1.4 dihydrolipoyltranssuccinylase N6-(dihydrolipoyl)lysine + NAD+ = dihydrolipoyltranssuccinylase N6-(lipoyl)lysine + NADH + H+ 2-ketoglutarate dehydrogenase complex
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.8.1.4 lipoamide acyltransferase N6-(dihydrolipoyl)lysine + NAD+ = lipoamide acyltransferase N6-(lipoyl)lysine + NADH + H+ branched-chain alpha-keto acid dehydrogenase complex
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.8.1.4 H-Gcv-protein-(dihydrolipoyl)lysine + NAD+ = H-Gcv-protein-(lipoyl)lysine + NADH + H+ glycine cleavage complex
H+ hydrogen ion*proton*H 1.008 H1 [H+] PUBCHEM:1038*LIGAND-CPD:C00080*CHEBI:24636*CAS:12408-02-5*LIGAND-CPD:C00080 1.8.1.4 lipoate acetyltransferase N6-(dihydrolipoyl)lysine + NAD+ = lipoate acetyltransferase N6-(lipoyl)lysine + NADH + H+ acetyl-CoA biosynthesis (from pyruvate)
protein-S-sulfanylcysteine [enzyme]-S-sulfanylcysteine C3 H5 N1 O1 |Protein|2 S2 2.8.1.7 a protein L-cysteine + L-cysteine = L-alanine + protein-S-sulfanylcysteine alanine biosynthesis III
L-isoleucyl-tRNAile L-ISOLEUCYL-TRNA(ILE) LIGAND-CPD:C03127 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + diphosphate + AMP tRNA charging pathway
an O-glucosylsterol a sterol 3-b-D-glucoside*a sterol 3-β-D-glucoside C25 H41 O6 R11 CC23(CCC1(C4(C(CCC1C2CCC([R1])3)CC(CC4)OC5(OC(CO)C(O)C(O)C(O)5))(C))) 2.4.1.- a plant ceramide (I) + an O-glucosylsterol = a glucosylceramide + a sterol sphingolipid biosynthesis (plants)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.3.3.8 citrate + coenzyme A + ATP = oxaloacetate + acetyl-CoA + phosphate + ADP acetyl-CoA biosynthesis (from citrate)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis IV (plant cytosol)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH gluconeogenesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde homoserine biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine biosynthesis VI
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 gluconeogenesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.59 NAD(P)H + 1,3-diphosphateglycerate = NAD(P)+ + D-glyceraldehyde-3-phosphate + phosphate Calvin-Benson-Bassham cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.1.1 a long-linear glucan + phosphate = alpha-D-glucose 1-phosphate starch degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.- inosine + phosphate = ribose-1-phosphate + hypoxanthine salvage pathways of adenine, hypoxanthine, and their nucleosides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.- ribose-1-phosphate + adenine = adenosine + phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.3 phosphate + uridine = ribose-1-phosphate + uracil salvage pathways of pyrimidine ribonucleotides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 DEOXYINOPHOSPHOR-RXN hypoxanthine + deoxyribose-1-phosphate = deoxyinosine + phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.2.1.5 succinyl-CoA + ADP + phosphate = succinate + coenzyme A + ATP TCA cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP glutathione biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 QUINOLINATE-SYNTHA-RXN iminoaspartate + dihydroxy-acetone phosphate = quinolinate + 2 H2O + phosphate NAD biosynthesis I (from aspartate)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.1.1.33 mevalonate-5-PP + ATP = phosphate + CO2 + isopentenyl diphosphate + ADP mevalonate pathway
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 DEOXYADENPHOSPHOR-RXN deoxyadenosine + phosphate = adenine + deoxyribose-1-phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 RXNQT-4142 L-galactose-1-phosphate + H2O = L-galactose + phosphate L-ascorbate biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.3.3 CO2 + 7,8-diaminopelargonate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + phosphate + ADP + 2 H+ chlorophyllide a biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.- H2O + NADP+ = NAD+ + phosphate NAD/NADH phosphorylation and dephosphorylation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.- NADPH + H2O = NADH + phosphate NAD/NADH phosphorylation and dephosphorylation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.15 L-histidinol-phosphate + H2O = histidinol + phosphate histidine biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 nicotinamide mononucleotide + H2O = nicotinamide riboside + phosphate pyridine nucleotide cycling (plants)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.1 nicotinate + D-ribulose-1-phosphate = nicotinate riboside + phosphate pyridine nucleotide cycling (plants)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.75 phosphoryl-choline + H2O = choline + phosphate choline biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.45 3-deoxy-D-manno-octulosonate 8-P + H2O = 3-deoxy-D-manno-octulosonate + phosphate CMP-KDO biosynthesis II (from D-arabinose 5-phosphate)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 R83-RXN 2-hydroxy-3-keto-5-methylthio-1-phosphopentene + H2O = 1,2-dihydroxy-3-keto-5-methylthiopentene + phosphate methionine salvage pathway
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.3 3-phospho-serine + H2O = L-serine + phosphate serine biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 LUMAZINESYN-RXN 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + 3,4-dihydroxy-2-butanone-4-P = 6,7-dimethyl-8-(1-D-ribityl)lumazine + phosphate + 2 H2O flavin biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 RIBOPHOSPHAT-RXN 5-amino-6-(5'-phosphoribitylamino)uracil + H2O = 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + phosphate flavin biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.24 sucrose-6-phosphate + H2O = sucrose + phosphate sucrose biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate salvage pathways of purine nucleosides II (plant)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate purine degradation I (aerobic)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.4.1.4 ATP + 3-methylcrotonyl-CoA + HCO3- = ADP + phosphate + 3-methylglutaconyl-CoA leucine degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.3.2 5-formyl-tetrahydrofolate + ATP = 5,10-methenyltetrahydrofolate + ADP + phosphate formylTHF biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.17 tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate folate polyglutamylation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.17 tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate formylTHF biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.17 methylene-H4PteGlu(n) + L-glutamate + ATP = methylene-H4PteGlu(n+1) + ADP + phosphate folate polyglutamylation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.17 10-formyl-tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = 10-formyl-tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate folate polyglutamylation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.17 10-formyl-tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = 10-formyl-tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate formylTHF biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.- L-cysteine + O-phospho-L-homoserine = cystathionine + phosphate methionine biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.4 an L-phosphatidate + H2O = a 1,2-diacylglycerol + phosphate triacylglycerol biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP glycolysis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP gluconeogenesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = L-glutamate + ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine purine nucleotides de novo biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.54 phosphoenolpyruvate + D-erythrose-4-phosphate + H2O = 3-deoxy-D-arabino-heptulosonate-7-phosphate + phosphate chorismate biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.2.3.4 3-deoxy-D-arabino-heptulosonate-7-phosphate = 3-dehydroquinate + phosphate chorismate biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + 10-formyl-tetrahydrofolate folate polyglutamylation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + 10-formyl-tetrahydrofolate formylTHF biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.1.3.3 citrulline + phosphate = L-ornithine + carbamoyl-phosphate citrulline degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.1.3.3 citrulline + phosphate = L-ornithine + carbamoyl-phosphate proline biosynthesis V (from arginine)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.19 shikimate-3-phosphate + phosphoenolpyruvate = 5-enolpyruvyl-shikimate-3-phosphate + phosphate chorismate biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.55 D-arabinose 5-phosphate + H2O + phosphoenolpyruvate = 3-deoxy-D-manno-octulosonate 8-P + phosphate CMP-KDO biosynthesis II (from D-arabinose 5-phosphate)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.18 H2O + 2-phosphoglycolate = glycolate + phosphate photorespiration
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 AMP + H2O = adenosine + phosphate salvage pathways of purine nucleosides II (plant)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 inosine-5'-phosphate + H2O = inosine + phosphate salvage pathways of purine nucleosides II (plant)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 inosine-5'-phosphate + H2O = inosine + phosphate purine degradation I (aerobic)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 GMP + H2O = guanosine + phosphate salvage pathways of purine nucleosides II (plant)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 GMP + H2O = guanosine + phosphate purine degradation I (aerobic)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.7.1.90 fructose-6-phosphate + diphosphate = phosphate + fructose-1,6-bisphosphate glycolysis IV (plant cytosol)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.2.3.5 5-enolpyruvyl-shikimate-3-phosphate = phosphate + chorismate chorismate biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.2.3.1 O-phospho-L-homoserine + H2O = phosphate + L-threonine threonine biosynthesis from homoserine
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.2 ATP + UTP + L-glutamine + H2O = ADP + phosphate + CTP + L-glutamate pyrimidine ribonucleotides interconversion
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.37 H2O + D-sedoheptulose-1,7-bisphosphate = phosphate + D-sedoheptulose-7-phosphate Calvin-Benson-Bassham cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.4.1.2 ATP + acetyl-CoA + HCO3- + H+ = ADP + phosphate + malonyl-CoA fatty acid biosynthesis - initial steps II (plant)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP glutathione biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate glutamine biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate ammonia assimilation cycle II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate nitrate reduction V (assimilatory)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.11 fructose-1,6-bisphosphate + H2O = fructose-6-phosphate + phosphate Calvin-Benson-Bassham cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.11 fructose-1,6-bisphosphate + H2O = fructose-6-phosphate + phosphate glycolysis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.11 fructose-1,6-bisphosphate + H2O = fructose-6-phosphate + phosphate gluconeogenesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine S-adenosylmethionine biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine methionine degradation I (to homocysteine)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine S-adenosyl-L-methionine cycle
dichloroacetate trichloroacetic acid 128.943 C(O)(=O)C(Cl)Cl RXN-9152 dichloroacetate = oxalate trichloroethylene degradation
dichloroacetate trichloroacetic acid 128.943 C(O)(=O)C(Cl)Cl RXN-9151 trichloroethylene = dichloroacetate trichloroethylene degradation
cytidine 243.219 C9 H13 N3 O5 [CH]1(O[CH](CO)[CH](O)[CH](O)1)n2(c(=O)nc(N)cc2) LIGAND-CPD:C00475*CAS:65-46-3 3.5.4.5 H2O + cytidine = ammonia + uridine salvage pathways of pyrimidine ribonucleotides
cytidine 243.219 C9 H13 N3 O5 [CH]1(O[CH](CO)[CH](O)[CH](O)1)n2(c(=O)nc(N)cc2) LIGAND-CPD:C00475*CAS:65-46-3 2.7.1.- cytidine + GTP = CMP + GDP salvage pathways of pyrimidine ribonucleotides
dihydroxyphaseic acid (-)-dihydroxyphaseic acid*DPA 282.336 C15 H22 O5 CC12(C(C(C)(OC1)CC(O)C2)(O)C=CC(C)=CC(=O)O) LIGAND-CPD:C15971 1.-.-.- phaseic acid + a reduced acceptor = dihydroxyphaseic acid + an oxidized acceptor phaseic acid biosynthesis
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 RXN-6321 5,10-methenyltetrahydrofolate + H2O = 5-formyl-tetrahydrofolate formylTHF biosynthesis II
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 3.5.4.9 H2O + 5,10-methenyltetrahydrofolate = 10-formyl-tetrahydrofolate formylTHF biosynthesis II
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 1.5.1.5 5,10-methylene-THF + NADP+ = NADPH + 5,10-methenyltetrahydrofolate formylTHF biosynthesis II
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 6.3.3.2 5-formyl-tetrahydrofolate + ATP = 5,10-methenyltetrahydrofolate + ADP + phosphate formylTHF biosynthesis II
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + diphosphate glycogen biosynthesis I (from ADP-D-Glucose)
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + diphosphate starch biosynthesis
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose 6-phosphate starch biosynthesis
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose 6-phosphate starch degradation
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose 6-phosphate sucrose biosynthesis
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose 6-phosphate sucrose degradation III
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose biosynthesis
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose degradation III
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate galactose degradation II
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.4.1.1 a long-linear glucan + phosphate = alpha-D-glucose 1-phosphate starch degradation
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.12 UDP-D-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
trehalose α,α-trehalose 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C01083*CAS:99-20-7 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis I
tRNAgly TRNA(GLY) LIGAND-CPD:C01642 6.1.1.14 tRNAgly + glycine + ATP = glycyl-tRNAgly + diphosphate + AMP tRNA charging pathway
glucuronate D-glucuronate*glucuronic acid*D-glucuronic acid 194.141 C6 H10 O7 C(=O)(O)C1(C(O)C(O)C(O)C(O1)O) CAS:12/03/6556*LIGAND-CPD:C00191*CAS:576-37-4 2.7.1.43 glucuronate + ATP = alpha-D-glucuronate 1-phosphate + ADP UDP-D-glucuronate biosynthesis (from myo-inositol)
glucuronate D-glucuronate*glucuronic acid*D-glucuronic acid 194.141 C6 H10 O7 C(=O)(O)C1(C(O)C(O)C(O)C(O1)O) CAS:12/03/6556*LIGAND-CPD:C00191*CAS:576-37-4 1.13.99.1 O2 + myo-inositol = H2O + glucuronate UDP-D-glucuronate biosynthesis (from myo-inositol)
ubiquinol-8 ubiquinol(8) 729.137 C49 H76 O4 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C(O)=C(OC)C(OC)=C(O)C=1C) LIGAND-CPD:C00390 1.1.99.5 sn-glycerol-3-phosphate + UQ8 = dihydroxy-acetone phosphate + ubiquinol-8 aerobic respiration -- electron donors reaction list
ammonium hydroxide NH(4)OH 34.038 N1 O1 [NH3+]O RXN-8888 ammonium hydroxide = ammonia + H2O nitrate reduction V (assimilatory)
ammonium hydroxide NH(4)OH 34.038 N1 O1 [NH3+]O 1.7.1.4 3 NAD(P)H + nitrite = 3 NAD(P)+ + ammonium hydroxide + H2O nitrate reduction V (assimilatory)
1-18:1-2-18:2-phosphatidylcholine 18:1-18:2-PC*1-(9Z-octadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 785.115 C44 H83 N1 O8 P1 C(OP(=O)(O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PUBCHEM:5313480 1.14.99.- 1-18:1-2-18:2-phosphatidylcholine = 1-18:2-2-18:2-sn-glycerol-3-phosphocholine phospholipid desaturation
1-18:1-2-18:2-phosphatidylcholine 18:1-18:2-PC*1-(9Z-octadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 785.115 C44 H83 N1 O8 P1 C(OP(=O)(O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PUBCHEM:5313480 1.14.99.- 1-18:1-2-18:2-phosphatidylcholine = 1-18:1-2-18:3-phosphatidylcholine phospholipid desaturation
1-18:1-2-18:2-phosphatidylcholine 18:1-18:2-PC*1-(9Z-octadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 785.115 C44 H83 N1 O8 P1 C(OP(=O)(O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PUBCHEM:5313480 1.14.99.- 1-18:1-2-18:1-sn-glycerol-3-phosphocholine = 1-18:1-2-18:2-phosphatidylcholine phospholipid desaturation
S-methyl-5-thio-D-ribose S5-methyl-5-thio-D-ribose*5-methylthio-D-ribose*MTR*5-methylthioribose 180.218 C6 H12 O4 S1 C1(OC(CSC)C(O)C(O)1)(O) LIGAND-CPD:C03089*PUBCHEM:494 2.7.1.100 ATP + S-methyl-5-thio-D-ribose = ADP + 5-methylthioribose-1-phosphate methionine salvage pathway
S-methyl-5-thio-D-ribose S5-methyl-5-thio-D-ribose*5-methylthio-D-ribose*MTR*5-methylthioribose 180.218 C6 H12 O4 S1 C1(OC(CSC)C(O)C(O)1)(O) LIGAND-CPD:C03089*PUBCHEM:494 3.2.2.16 S-methyl-5'-thioadenosine + H2O = S-methyl-5-thio-D-ribose + adenine methionine salvage pathway
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.5.1.1 delta-(1)-pyrroline 2-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ proline biosynthesis IV
a reduced acceptor reduced acceptor*a reduced electron acceptor*a donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.-.-.- phaseic acid + a reduced acceptor = dihydroxyphaseic acid + an oxidized acceptor phaseic acid biosynthesis
a reduced acceptor reduced acceptor*a reduced electron acceptor*a donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.1.99.16 an acceptor + malate -> a reduced acceptor + oxaloacetate TCA cycle
a reduced acceptor reduced acceptor*a reduced electron acceptor*a donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 L-LACTDEHYDROGFMN-RXN an acceptor + L-lactate = a reduced acceptor + pyruvate aerobic respiration -- electron donors reaction list
a reduced acceptor reduced acceptor*a reduced electron acceptor*a donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.1.99.14 an acceptor + glycolate = a reduced acceptor + glyoxylate glycolate and glyoxylate degradation II
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a D-1,2-diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] RXN-1224 UDP-sulfoquinovose + a 1,2-diacylglycerol = sulfoquinovosyldiacylglycerol + UDP sulfolipid biosynthesis
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a D-1,2-diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 2.3.1.20 an acyl-CoA + a 1,2-diacylglycerol = a triacylglycerol + coenzyme A triacylglycerol biosynthesis
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a D-1,2-diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 2.4.1.46 a 1,2-diacylglycerol + UDP-galactose = a monogalactosyldiacylgycerol + UDP glycolipid biosynthesis
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a D-1,2-diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 2.3.1.158 a phosphatidylcholine + a 1,2-diacylglycerol = a triacylglycerol + a 2-lysophosphatidylcholine triacylglycerol biosynthesis
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a D-1,2-diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 3.1.4.11 1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + H2O = a 1,2-diacylglycerol + D-myo-inositol (1,4,5)-trisphosphate phospholipases
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a D-1,2-diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 3.1.4.3 a phosphatidylcholine + H2O = phosphoryl-choline + a 1,2-diacylglycerol phospholipases
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a D-1,2-diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] RXN-7795 an L-1-phosphatidyl-inositol + a plant ceramide (I) = an inositolphosphorylceramide + a 1,2-diacylglycerol sphingolipid biosynthesis (plants)
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a D-1,2-diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 3.1.3.4 an L-phosphatidate + H2O = a 1,2-diacylglycerol + phosphate triacylglycerol biosynthesis
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a D-1,2-diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 2.4.1.184 2 a monogalactosyldiacylgycerol = a digalactosyldiacylglycerol + a 1,2-diacylglycerol glycolipid biosynthesis
an oxidized acceptor 1.-.-.- phaseic acid + a reduced acceptor = dihydroxyphaseic acid + an oxidized acceptor phaseic acid biosynthesis
12-oxo-cis-10,15-phytodienoate 12-oxo-cis-10,15-phytodienoic acid*oxophytodienoic acid*(15Z)-12-oxophyto-10,15-dienoate*12-oxo-phytodienoic acid 292.417 C18 H28 O3 C(O)(=O)CCCCCCCC1(C(C(=O)C=C1)CC=CCC) 5.3.99.6 12,13(S)-epoxylinolenate = 12-oxo-cis-10,15-phytodienoate jasmonic acid biosynthesis
12-oxo-cis-10,15-phytodienoate 12-oxo-cis-10,15-phytodienoic acid*oxophytodienoic acid*(15Z)-12-oxophyto-10,15-dienoate*12-oxo-phytodienoic acid 292.417 C18 H28 O3 C(O)(=O)CCCCCCCC1(C(C(=O)C=C1)CC=CCC) 1.3.1.42 NADPH + 12-oxo-cis-10,15-phytodienoate = NADP+ + 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate jasmonic acid biosynthesis
(mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->3)-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2000.555 C108 H180 N2 O27 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)CO)OC4(OC(CO)C(O)C(O)C(O)4)))) RXN-5463 (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->3)-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2000.555 C108 H180 N2 O27 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)CO)OC4(OC(CO)C(O)C(O)C(O)4)))) 2.4.1.132 mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP purine nucleotides de novo biosynthesis II
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP salvage pathways of purine nucleosides II (plant)
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate salvage pathways of purine nucleosides II (plant)
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate purine degradation I (aerobic)
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides II (plant)
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine degradation I (aerobic)
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine nucleotides de novo biosynthesis II
marmesin (+)-Marmesin 246.262 C14 H14 O4 CC(O)(C)C1(Cc2(c(O1)cc3(c(c2)ccc(=O)o3))) LIGAND-CPD:C09276*PUBCHEM:334704 1.14.13.102 marmesin + NADPH + H+ + O2 = psoralen + NADP+ + acetone + 2 H2O linear furanocoumarin biosynthesis
marmesin (+)-Marmesin 246.262 C14 H14 O4 CC(O)(C)C1(Cc2(c(O1)cc3(c(c2)ccc(=O)o3))) LIGAND-CPD:C09276*PUBCHEM:334704 RXN-8383 demethylsuberosin + O2 + NADPH = marmesin + NADP+ + H2O linear furanocoumarin biosynthesis
dihydrogeranylgeranyl-PP dihydroGGPP*dihydrogeranylgeranyl diphosphate*dihydrogeranylgeranyl pyrophosphate 452.463 C20 H38 O7 P2 CC(C)=CCCC(C)=CCCC(C)CCCC(C)=CCOP(O)(=O)OP(=O)(O)O 1.3.1.- dihydrogeranylgeranyl-PP + NADPH = tetrahydrogeranylgeranyl-PP + NADP+ phytyl-PP biosynthesis
dihydrogeranylgeranyl-PP dihydroGGPP*dihydrogeranylgeranyl diphosphate*dihydrogeranylgeranyl pyrophosphate 452.463 C20 H38 O7 P2 CC(C)=CCCC(C)=CCCC(C)CCCC(C)=CCOP(O)(=O)OP(=O)(O)O 1.3.1.- all-trans-geranyl-geranyl diphosphate + NADPH = dihydrogeranylgeranyl-PP + NADP+ phytyl-PP biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose degradation III
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP galactose degradation II
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.14 fructose-6-phosphate + UDP-D-glucose = sucrose-6-phosphate + UDP sucrose biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.12 UDP-D-glucose + (1,4-beta-D-glucosyl)(n) = UDP + (1,4-beta-D-glucosyl)(n+1) cellulose biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 4.2.1.76 UDP-D-glucose = H2O + UDP-4-dehydro-6-deoxy-D-glucose UDP-L-rhamnose biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH UDP-D-xylose biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH galactose degradation II
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.15 UDP-D-glucose + alpha-D-glucose 6-phosphate = UDP + trehalose 6-phosphate trehalose biosynthesis I
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 5.1.3.2 UDP-galactose = UDP-D-glucose galactose degradation II
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 5.1.3.2 UDP-galactose = UDP-D-glucose UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 3.13.1.1 sulfite + UDP-D-glucose = UDP-sulfoquinovose + H2O sulfolipid biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.7.7.12 UDP-D-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.80 a plant ceramide (I) + UDP-D-glucose = a glucosylceramide + UDP sphingolipid biosynthesis (plants)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.117 dolichyl-phosphate + UDP-D-glucose = dolichyl beta-D-glucosyl phosphate + UDP dolichyl-diphosphooligosaccharide biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 RXN-9154 trichloroethanol + UDP-D-glucose = trichloroethanol glucoside + UDP trichloroethylene degradation
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose degradation III
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate galactose degradation II
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
(mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2973.407 C144 H240 N2 O57 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC7(OC(COC3(C(O)C(C(O)C(O3)COC4(OC(CO)C(O)C(O)C(O)4))OC5(C(C(O)C(O)C(O5)CO)OC6(OC(CO)C(O)C(O)C(O)6))))C(O)C(C(O)7)OC8(C(C(O)C(O)C(O8)CO)OC9(C(C(O)C(O)C(O9)CO)OC10(OC(CO)C(O)C(O)C(O)10)))))) RXN-5469 (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2973.407 C144 H240 N2 O57 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC7(OC(COC3(C(O)C(C(O)C(O3)COC4(OC(CO)C(O)C(O)C(O)4))OC5(C(C(O)C(O)C(O5)CO)OC6(OC(CO)C(O)C(O)C(O)6))))C(O)C(C(O)7)OC8(C(C(O)C(O)C(O8)CO)OC9(C(C(O)C(O)C(O9)CO)OC10(OC(CO)C(O)C(O)C(O)10)))))) RXN-5468 (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
trans-2-hexenal 98.144 C6 H10 O1 CCCC=CC=O LIGAND-CPD:C08497*CAS:6728-26-3 RXN-1348 trans-2-hexenal = trans-2-hexenol 13-LOX and 13-HPL pathway
trans-2-hexenal 98.144 C6 H10 O1 CCCC=CC=O LIGAND-CPD:C08497*CAS:6728-26-3 RXN-1346 cis-3-hexenal = trans-2-hexenal 13-LOX and 13-HPL pathway
a ubiquinol a dihydroubiquinone*a reduced ubiquinone*a QH2 C14 H19 O4 R11 CC1(=C(C(O)=C(OC)C(=C1O)OC)CC=C(C)C[R1]) 1.10.2.2 2 oxidized cytochrome c + UQH2 = 2 reduced cytochrome c + UQ aerobic respiration -- electron donor II
a ubiquinol a dihydroubiquinone*a reduced ubiquinone*a QH2 C14 H19 O4 R11 CC1(=C(C(O)=C(OC)C(=C1O)OC)CC=C(C)C[R1]) 1.3.5.1 UQ + succinate = UQH2 + fumarate TCA cycle
a ubiquinol a dihydroubiquinone*a reduced ubiquinone*a QH2 C14 H19 O4 R11 CC1(=C(C(O)=C(OC)C(=C1O)OC)CC=C(C)C[R1]) 1.3.5.1 UQ + succinate = UQH2 + fumarate aerobic respiration -- electron donor III
a ubiquinol a dihydroubiquinone*a reduced ubiquinone*a QH2 C14 H19 O4 R11 CC1(=C(C(O)=C(OC)C(=C1O)OC)CC=C(C)C[R1]) 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donor III
a ubiquinol a dihydroubiquinone*a reduced ubiquinone*a QH2 C14 H19 O4 R11 CC1(=C(C(O)=C(OC)C(=C1O)OC)CC=C(C)C[R1]) 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donor II
a ubiquinol a dihydroubiquinone*a reduced ubiquinone*a QH2 C14 H19 O4 R11 CC1(=C(C(O)=C(OC)C(=C1O)OC)CC=C(C)C[R1]) 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 NAD/NADH phosphorylation and dephosphorylation
a ubiquinol a dihydroubiquinone*a reduced ubiquinone*a QH2 C14 H19 O4 R11 CC1(=C(C(O)=C(OC)C(=C1O)OC)CC=C(C)C[R1]) 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donors reaction list
a ubiquinol a dihydroubiquinone*a reduced ubiquinone*a QH2 C14 H19 O4 R11 CC1(=C(C(O)=C(OC)C(=C1O)OC)CC=C(C)C[R1]) 1.6.5.- H+ + UQ + NADH = UQH2 + NAD+ aerobic respiration -- electron donors reaction list
a ubiquinol a dihydroubiquinone*a reduced ubiquinone*a QH2 C14 H19 O4 R11 CC1(=C(C(O)=C(OC)C(=C1O)OC)CC=C(C)C[R1]) 1.3.5.1 UQ + succinate = UQH2 + fumarate aerobic respiration -- electron donor II
a ubiquinol a dihydroubiquinone*a reduced ubiquinone*a QH2 C14 H19 O4 R11 CC1(=C(C(O)=C(OC)C(=C1O)OC)CC=C(C)C[R1]) 1.3.5.1 UQ + succinate = UQH2 + fumarate aerobic respiration -- electron donors reaction list
a ubiquinol a dihydroubiquinone*a reduced ubiquinone*a QH2 C14 H19 O4 R11 CC1(=C(C(O)=C(OC)C(=C1O)OC)CC=C(C)C[R1]) RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 UQ + succinate = UQH2 + fumarate
a ubiquinol a dihydroubiquinone*a reduced ubiquinone*a QH2 C14 H19 O4 R11 CC1(=C(C(O)=C(OC)C(=C1O)OC)CC=C(C)C[R1]) RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 NADH + UQ + H+ = NAD+ + UQH2
a ubiquinol a dihydroubiquinone*a reduced ubiquinone*a QH2 C14 H19 O4 R11 CC1(=C(C(O)=C(OC)C(=C1O)OC)CC=C(C)C[R1]) RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 H+ + UQ + NADH = UQH2 + NAD+
a ubiquinol a dihydroubiquinone*a reduced ubiquinone*a QH2 C14 H19 O4 R11 CC1(=C(C(O)=C(OC)C(=C1O)OC)CC=C(C)C[R1]) RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 UQ + succinate = UQH2 + fumarate
a ubiquinol a dihydroubiquinone*a reduced ubiquinone*a QH2 C14 H19 O4 R11 CC1(=C(C(O)=C(OC)C(=C1O)OC)CC=C(C)C[R1]) RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 sn-glycerol-3-phosphate + UQ = dihydroxy-acetone phosphate + UQH2
sphinganine 1-phosphate Dihydrosphingosine 1-phosphate*Sphinganine 1-phosphate*DHS-1-P 381.491 C18 H40 N1 O5 P1 C(OP(O)(=O)O)C(N)C(O)CCCCCCCCCCCCCCC 2.7.1.91 sphinganine + ATP = sphinganine 1-phosphate + ADP sphingolipid biosynthesis (plants)
(-)-jasmonate (-)-jasmonic acid*jasmonic acid*(3R,7R)-(-)-jasmonate 210.272 C12 H18 O3 C(=O)(O)CC1(C(C(=O)CC1)CC=CCC) 2.1.1.141 (-)-jasmonate + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + (-)-jasmonic acid methyl ester jasmonic acid biosynthesis
(-)-jasmonate (-)-jasmonic acid*jasmonic acid*(3R,7R)-(-)-jasmonate 210.272 C12 H18 O3 C(=O)(O)CC1(C(C(=O)CC1)CC=CCC) RXN-745 (+)-7-isojasmonate = (-)-jasmonate jasmonic acid biosynthesis
urate 8-hydroxyxanthine*2,6,8-trihydroxypurine*trioxopurine*2,6,8-trioxypurine*purine-2,6,8-(1H,3H,9H)-trione*uric acid 167.104 C5 H3 N4 O3 c2(=O)([nH]c([O-])nc1([nH]c(=O)[nH]c12)) LIGAND-CPD:C00366*CAS:69-93-2 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ salvage pathways of adenine, hypoxanthine, and their nucleosides
urate 8-hydroxyxanthine*2,6,8-trihydroxypurine*trioxopurine*2,6,8-trioxypurine*purine-2,6,8-(1H,3H,9H)-trione*uric acid 167.104 C5 H3 N4 O3 c2(=O)([nH]c([O-])nc1([nH]c(=O)[nH]c12)) LIGAND-CPD:C00366*CAS:69-93-2 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ purine degradation I (aerobic)
uroporphyrinogen-III 836.805 C40 H44 N4 O16 C(=O)(O)CCc4(c3(Cc1(nc(c(CC(O)=O)c1CCC(=O)O)Cc2(nc(c(CC(=O)O)c2CCC(O)=O)Cc5(nc(Cc(n3)c4CC(=O)O)c(CC(O)=O)c5CCC(=O)O))))) LIGAND-CPD:C01051*CAS:1976-85-8 4.1.1.37 uroporphyrinogen-III = 4 CO2 + coproporphyrinogen III heme biosynthesis from uroporphyrinogen I
uroporphyrinogen-III 836.805 C40 H44 N4 O16 C(=O)(O)CCc4(c3(Cc1(nc(c(CC(O)=O)c1CCC(=O)O)Cc2(nc(c(CC(=O)O)c2CCC(O)=O)Cc5(nc(Cc(n3)c4CC(=O)O)c(CC(O)=O)c5CCC(=O)O))))) LIGAND-CPD:C01051*CAS:1976-85-8 4.1.1.37 uroporphyrinogen-III = 4 CO2 + coproporphyrinogen III chlorophyllide a biosynthesis I
uroporphyrinogen-III 836.805 C40 H44 N4 O16 C(=O)(O)CCc4(c3(Cc1(nc(c(CC(O)=O)c1CCC(=O)O)Cc2(nc(c(CC(=O)O)c2CCC(O)=O)Cc5(nc(Cc(n3)c4CC(=O)O)c(CC(O)=O)c5CCC(=O)O))))) LIGAND-CPD:C01051*CAS:1976-85-8 4.2.1.75 hydroxymethylbilane = uroporphyrinogen-III + H2O tetrapyrrole biosynthesis I
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 2.3.3.8 citrate + coenzyme A + ATP = oxaloacetate + acetyl-CoA + phosphate + ADP acetyl-CoA biosynthesis (from citrate)
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP gluconeogenesis
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 gluconeogenesis
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 1.1.99.16 an acceptor + malate -> a reduced acceptor + oxaloacetate TCA cycle
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH gluconeogenesis
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 2.6.1.1 L-aspartate + 2-ketoglutarate = L-glutamate + oxaloacetate aspartate degradation I
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 2.6.1.1 L-aspartate + 2-ketoglutarate = L-glutamate + oxaloacetate aspartate biosynthesis
a protein dithiol H2 R11 |Protein|2 R21 R31 S2 1.17.4.3 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + a protein dithiol = 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H2O + a protein disulfide methylerythritol phosphate pathway
4-coumaroylshikimate trans-5-O-(4-Coumaroyl)shikimate*trans-(p-coumaroyl)-shikimate 320.298 C16 H16 O7 C(=O)(O)C1(CC(C(O)C(C=1)O)OC(=O)C=CC2(=CC=C(O)C=C2)) LIGAND-CPD:C02947 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O phenylpropanoid biosynthesis
4-coumaroylshikimate trans-5-O-(4-Coumaroyl)shikimate*trans-(p-coumaroyl)-shikimate 320.298 C16 H16 O7 C(=O)(O)C1(CC(C(O)C(C=1)O)OC(=O)C=CC2(=CC=C(O)C=C2)) LIGAND-CPD:C02947 2.3.1.133 4-coumaroyl-CoA + shikimate = 4-coumaroylshikimate + coenzyme A phenylpropanoid biosynthesis
meso-diaminopimelate meso-2,6-diaminopimelate*meso-A2pm*meso-diaminoheptanedioate*meso-2,6-diaminoheptanedioate*meso-1-α,ε-diaminopimelate*D,L-diaminopimelate*D,L-DAP*D,L-meso-diaminoheptanedioate*M-DAP 190.199 C7 H14 N2 O4 C(O)(=O)C(N)CCCC(N)C(=O)O LIGAND-CPD:C00680*CAS:922-54-3 4.1.1.20 meso-diaminopimelate = CO2 + L-lysine lysine biosynthesis VI
meso-diaminopimelate meso-2,6-diaminopimelate*meso-A2pm*meso-diaminoheptanedioate*meso-2,6-diaminoheptanedioate*meso-1-α,ε-diaminopimelate*D,L-diaminopimelate*D,L-DAP*D,L-meso-diaminoheptanedioate*M-DAP 190.199 C7 H14 N2 O4 C(O)(=O)C(N)CCCC(N)C(=O)O LIGAND-CPD:C00680*CAS:922-54-3 5.1.1.7 L,L-diaminopimelate = meso-diaminopimelate lysine biosynthesis VI
a sterol C19 H31 O1 R1 2.4.1.- a plant ceramide (I) + an O-glucosylsterol = a glucosylceramide + a sterol sphingolipid biosynthesis (plants)
delta-(1)-pyrroline 2-carboxylate 1-pyrroline 2-carboxylate*Δ1-pyrroline-2-carboxylate 113.116 C1(NC(C(O)=O)=CC1) RXN-6861 2-keto-ornithine = delta-(1)-pyrroline 2-carboxylate proline biosynthesis IV
delta-(1)-pyrroline 2-carboxylate 1-pyrroline 2-carboxylate*Δ1-pyrroline-2-carboxylate 113.116 C1(NC(C(O)=O)=CC1) 1.5.1.1 delta-(1)-pyrroline 2-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ proline biosynthesis IV
dimethylallyl-diphosphate dimethylallyl-diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(C=C(C)C)OP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00235*CAS:358-71-4 2.5.1.- umbelliferone + dimethylallyl-diphosphate = demethylsuberosin + diphosphate linear furanocoumarin biosynthesis
dimethylallyl-diphosphate dimethylallyl-diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(C=C(C)C)OP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00235*CAS:358-71-4 2.5.1.1 dimethylallyl-diphosphate + isopentenyl diphosphate = diphosphate + geranyl-diphosphate geranyldiphosphate biosynthesis
dimethylallyl-diphosphate dimethylallyl-diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(C=C(C)C)OP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00235*CAS:358-71-4 2.5.1.1 dimethylallyl-diphosphate + isopentenyl diphosphate = diphosphate + geranyl-diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
dimethylallyl-diphosphate dimethylallyl-diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(C=C(C)C)OP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00235*CAS:358-71-4 2.5.1.1 dimethylallyl-diphosphate + isopentenyl diphosphate = diphosphate + geranyl-diphosphate trans,trans-farnesyl diphosphate biosynthesis
dimethylallyl-diphosphate dimethylallyl-diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(C=C(C)C)OP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00235*CAS:358-71-4 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = dimethylallyl-diphosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
dimethylallyl-diphosphate dimethylallyl-diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(C=C(C)C)OP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00235*CAS:358-71-4 5.3.3.2 isopentenyl diphosphate = dimethylallyl-diphosphate mevalonate pathway
dimethylallyl-diphosphate dimethylallyl-diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(C=C(C)C)OP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00235*CAS:358-71-4 5.3.3.2 isopentenyl diphosphate = dimethylallyl-diphosphate trans,trans-farnesyl diphosphate biosynthesis
dimethylallyl-diphosphate dimethylallyl-diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(C=C(C)C)OP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00235*CAS:358-71-4 5.3.3.2 isopentenyl diphosphate = dimethylallyl-diphosphate methylerythritol phosphate pathway
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 2.7.4.14 ATP + CMP = ADP + CDP salvage pathways of pyrimidine ribonucleotides
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 4.6.1.12 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol = 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + CMP methylerythritol phosphate pathway
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + diphosphate + CMP coenzyme A biosynthesis
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 2.7.1.- cytidine + GTP = CMP + GDP salvage pathways of pyrimidine ribonucleotides
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 2.7.8.8 a CDP-diacylglycerol + L-serine = CMP + an L-1-phosphatidylserine phosphatidyl-ethanolamine biosynthesis
beta-alanine β-alanine*3-aminopropanoate 89.094 C3 H7 N1 O2 C(O)(=O)CCN LIGAND-CPD:C00099*CAS:107-95-9 3.5.1.6 H2O + 3-ureidopropionate = ammonia + CO2 + beta-alanine beta-alanine biosynthesis III
GA36 gibberellin A36*gibberellin A36*GA36 362.422 C20 H26 O6 CC1([CH]4(C(CCC(O)1)(C=O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C11862 1.14.11.- GA36 + O2 + 2-ketoglutarate = GA4 + succinate + 2 CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
GA36 gibberellin A36*gibberellin A36*GA36 362.422 C20 H26 O6 CC1([CH]4(C(CCC(O)1)(C=O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C11862 1.14.11.- GA24 + 2-ketoglutarate + O2 = GA36 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA36 gibberellin A36*gibberellin A36*GA36 362.422 C20 H26 O6 CC1([CH]4(C(CCC(O)1)(C=O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C11862 1.14.11.- GA37 + 2-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
quinate L-quinate*quinic acid 192.168 C7 H12 O6 C(=O)(O)C1([CH2][CH](O)[CH](O)[CH](O)[CH2]1)(O) LIGAND-CPD:C00296*CAS:77-95-2 2.3.1.133 4-coumaroyl-CoA + quinate = 4-coumaroylquinate + coenzyme A phenylpropanoid biosynthesis
quinate L-quinate*quinic acid 192.168 C7 H12 O6 C(=O)(O)C1([CH2][CH](O)[CH](O)[CH](O)[CH2]1)(O) LIGAND-CPD:C00296*CAS:77-95-2 3.1.2.- caffeoylquinate + coenzyme A = caffeoyl-CoA + quinate phenylpropanoid biosynthesis
an inositolphosphorylceramide an inositolphosphorylceramide C26 H51 N1 O11 R11 P1 C([R1])C(=O)NC(COP(=O)(O)OC1(C(O)C(O)C(O)C(O)C(O)1))C(O)CCCCCCCCCCCCCCC RXN-7795 an L-1-phosphatidyl-inositol + a plant ceramide (I) = an inositolphosphorylceramide + a 1,2-diacylglycerol sphingolipid biosynthesis (plants)
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(=NC(C(O)=O)CC1) LIGAND-CPD:C03912*CAS:2906-39-0 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate proline biosynthesis V (from arginine)
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(=NC(C(O)=O)CC1) LIGAND-CPD:C03912*CAS:2906-39-0 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ proline biosynthesis V (from arginine)
cis-aconitate 174.11 C6 H6 O6 C(=O)(O)CC(C(=O)O)=CC(O)=O LIGAND-CPD:C00417*CAS:585-84-2 4.2.1.3 cis-aconitate + H2O = D-isocitrate + D-isocitrate TCA cycle
cis-aconitate 174.11 C6 H6 O6 C(=O)(O)CC(C(=O)O)=CC(O)=O LIGAND-CPD:C00417*CAS:585-84-2 4.2.1.3 citrate = cis-aconitate + H2O TCA cycle
protoporphyrinogen IX protoporphyrinogen 568.714 C34 H40 N4 O4 Cc3(c(CCC(=O)O)c4(Cc1(nc(c(C)c1CCC(O)=O)Cc2(nc(c(C=C)c(C)2)Cc5(nc(Cc3n4)c(C=C)c(C)5))))) LIGAND-CPD:C01079*CAS:7412-77-3 1.3.3.4 protoporphyrinogen IX + 1.5 O2 = protoporphyrin IX + 3 H2O heme biosynthesis from uroporphyrinogen I
protoporphyrinogen IX protoporphyrinogen 568.714 C34 H40 N4 O4 Cc3(c(CCC(=O)O)c4(Cc1(nc(c(C)c1CCC(O)=O)Cc2(nc(c(C=C)c(C)2)Cc5(nc(Cc3n4)c(C=C)c(C)5))))) LIGAND-CPD:C01079*CAS:7412-77-3 1.3.3.4 protoporphyrinogen IX + 1.5 O2 = protoporphyrin IX + 3 H2O chlorophyllide a biosynthesis I
protoporphyrinogen IX protoporphyrinogen 568.714 C34 H40 N4 O4 Cc3(c(CCC(=O)O)c4(Cc1(nc(c(C)c1CCC(O)=O)Cc2(nc(c(C=C)c(C)2)Cc5(nc(Cc3n4)c(C=C)c(C)5))))) LIGAND-CPD:C01079*CAS:7412-77-3 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O heme biosynthesis from uroporphyrinogen I
protoporphyrinogen IX protoporphyrinogen 568.714 C34 H40 N4 O4 Cc3(c(CCC(=O)O)c4(Cc1(nc(c(C)c1CCC(O)=O)Cc2(nc(c(C=C)c(C)2)Cc5(nc(Cc3n4)c(C=C)c(C)5))))) LIGAND-CPD:C01079*CAS:7412-77-3 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O chlorophyllide a biosynthesis I
dihydrouracil 5,6-dihydrouracil*DI-H-uracil*4,5-dihydrouracil 114.104 C4 H6 N2 O2 C1(NC(=O)NC(=O)C1) CAS:504-07-4 3.5.2.2 H2O + dihydrouracil = 3-ureidopropionate beta-alanine biosynthesis III
dihydrouracil 5,6-dihydrouracil*DI-H-uracil*4,5-dihydrouracil 114.104 C4 H6 N2 O2 C1(NC(=O)NC(=O)C1) CAS:504-07-4 1.3.1.2 NADPH + uracil = NADP+ + dihydrouracil beta-alanine biosynthesis III
adenylo-succinate N6-(1,2-dicarboxyethyl)-AMP*adenylo-succ 463.297 C14 H18 N5 O11 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(ncn3)N[CH](C(O)=O)CC(O)=O))) LIGAND-CPD:C03794*CAS:19240-42-7 4.3.2.2 adenylo-succinate = fumarate + AMP purine nucleotides de novo biosynthesis II
adenylo-succinate N6-(1,2-dicarboxyethyl)-AMP*adenylo-succ 463.297 C14 H18 N5 O11 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(ncn3)N[CH](C(O)=O)CC(O)=O))) LIGAND-CPD:C03794*CAS:19240-42-7 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis II
a triacylglycerol a triglyceride C6 H5 O6 R11 R21 R31 C(OC([R3])=O)C(OC(=O)[R2])COC(=O)[R1] 3.1.1.3 a triacylglycerol + H2O = a diacylglycerol + a fatty acid triacylglycerol degradation
a triacylglycerol a triglyceride C6 H5 O6 R11 R21 R31 C(OC([R3])=O)C(OC(=O)[R2])COC(=O)[R1] 2.3.1.158 a phosphatidylcholine + a 1,2-diacylglycerol = a triacylglycerol + a 2-lysophosphatidylcholine triacylglycerol biosynthesis
a triacylglycerol a triglyceride C6 H5 O6 R11 R21 R31 C(OC([R3])=O)C(OC(=O)[R2])COC(=O)[R1] 2.3.1.20 an acyl-CoA + a 1,2-diacylglycerol = a triacylglycerol + coenzyme A triacylglycerol biosynthesis
N-methyl-delta1-pyrrolinium cation 1-methyl-Δ1-pyrrolinium ion 84.141 C1([N+](C)=CCC1) LIGAND-CPD:C06178 RXN-8247 nicotinate + N-methyl-delta1-pyrrolinium cation = nicotine nicotine biosynthesis
dUMP U*deoxyurdine-phosphate*2'-deoxyuridine-5-monophosphate*deoxyuridine-phosphate*2'-deoxyuridine-5'-phosphate*2'-deoxyuridylic acid*2'-deoxy-5'-uridylic acid 308.184 C9 H13 N2 O8 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)COP(O)(O)=O)) LIGAND-CPD:C00365*CAS:964-26-1 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis II
nicotinamide riboside N-ribosyl-nicotinamide*nicotinamide ribonucleoside*nicotinamide ribose*nicotinamide-β-riboside*ribosylnicotinamide 255.25 C11 H15 N2 O5 c1([n+](cccc1C(N)=O)[CH]2([CH](O)[CH](O)[CH](O2)CO)) CAS:1341-23-7 3.2.2.1 nicotinamide riboside + H2O = nicotinamide + D-ribose pyridine nucleotide cycling (plants)
nicotinamide riboside N-ribosyl-nicotinamide*nicotinamide ribonucleoside*nicotinamide ribose*nicotinamide-β-riboside*ribosylnicotinamide 255.25 C11 H15 N2 O5 c1([n+](cccc1C(N)=O)[CH]2([CH](O)[CH](O)[CH](O2)CO)) CAS:1341-23-7 3.1.3.5 nicotinamide mononucleotide + H2O = nicotinamide riboside + phosphate pyridine nucleotide cycling (plants)
pimeloyl-CoA 6-carboxyhexanoyl-CoA*pimelyl-CoA 909.688 C28 H46 N7 O19 P3 S1 C(O)(=O)CCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(O)(=O)OCC1(OC(C(O)C1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C01063 2.3.1.47 pimeloyl-CoA + L-alanine = CO2 + coenzyme A + 7-keto-8-aminopelargonate biotin biosynthesis II
5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole (S)-2-[5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamido]succinate*1-(5-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*5'-P-ribosyl-4-(N-succinocarboxamide)-5-aminoimidazole*5'-p-Ribosyl-4-(N-succinocarboxamide)-5-amino imidazole*1-(5'-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*SAICAR 454.286 C13 H19 N4 O12 P1 [CH]1([CH](O)[CH](O)[CH](O1)COP(=O)(O)O)n2(c(N)c(nc2)C(=O)NC(C(O)=O)CC(O)=O) LIGAND-CPD:C04823 4.3.2.2 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole = fumarate + aminoimidazole carboxamide ribonucleotide purine nucleotides de novo biosynthesis II
5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole (S)-2-[5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamido]succinate*1-(5-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*5'-P-ribosyl-4-(N-succinocarboxamide)-5-aminoimidazole*5'-p-Ribosyl-4-(N-succinocarboxamide)-5-amino imidazole*1-(5'-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*SAICAR 454.286 C13 H19 N4 O12 P1 [CH]1([CH](O)[CH](O)[CH](O1)COP(=O)(O)O)n2(c(N)c(nc2)C(=O)NC(C(O)=O)CC(O)=O) LIGAND-CPD:C04823 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 6.3.5.4 L-glutamine + L-aspartate + ATP + H2O = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 2.6.1.1 L-aspartate + 2-ketoglutarate = L-glutamate + oxaloacetate aspartate degradation I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 2.6.1.1 L-aspartate + 2-ketoglutarate = L-glutamate + oxaloacetate aspartate biosynthesis
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + diphosphate + AMP tRNA charging pathway
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP homoserine biosynthesis
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis VI
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 1.4.3.- O2 + L-aspartate = H2O2 + iminoaspartate NAD biosynthesis I (from aspartate)
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 3.5.5.4 2 H2O + 3-cyano-L-alanine = ammonia + L-aspartate asparagine biosynthesis II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation I
NAD(P)H 2.016 RXN-7797 a plant ceramide (I) + NAD(P)H = a plant ceramide (III) + NAD(P)+ + H2O sphingolipid biosynthesis (plants)
NAD(P)H 2.016 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = isopentenyl diphosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
NAD(P)H 2.016 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = dimethylallyl-diphosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
NAD(P)H 2.016 1.1.1.284 S-hydroxymethylglutathione + NAD(P)+ = S-formylglutathione + NAD(P)H + H+ formaldehyde oxidation II (glutathione-dependent)
NAD(P)H 2.016 1.7.1.4 3 NAD(P)H + nitrite = 3 NAD(P)+ + ammonium hydroxide + H2O nitrate reduction V (assimilatory)
NAD(P)H 2.016 1.2.1.59 NAD(P)H + 1,3-diphosphateglycerate = NAD(P)+ + D-glyceraldehyde-3-phosphate + phosphate Calvin-Benson-Bassham cycle
NAD(P)H 2.016 1.1.1.3 L-aspartate-semialdehyde + NAD(P)H + H+ = homoserine + NAD(P)+ homoserine biosynthesis
NAD(P)H 2.016 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis VI
NAD(P)H 2.016 1.1.1.94 dihydroxy-acetone phosphate + NAD(P)H + H+ = sn-glycerol-3-phosphate + NAD(P)+ CDP-diacylglycerol biosynthesis I
NAD(P)H 2.016 1.1.1.94 dihydroxy-acetone phosphate + NAD(P)H + H+ = sn-glycerol-3-phosphate + NAD(P)+ CDP-diacylglycerol biosynthesis
NAD(P)H 2.016 1.1.1.282 3-dehydro-shikimate + NAD(P)H + H+ = shikimate + NAD(P)+ chorismate biosynthesis
NAD(P)H 2.016 1.4.1.3 NAD(P)+ + H2O + L-glutamate = ammonia + NAD(P)H + 2-ketoglutarate glutamate biosynthesis II
NAD(P)H 2.016 1.4.1.3 NAD(P)+ + H2O + L-glutamate = ammonia + NAD(P)H + 2-ketoglutarate glutamate degradation X
NAD(P)H 2.016 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ proline biosynthesis V (from arginine)
NAD(P)H 2.016 RXN-924 2 NAD(P)+ + 2 H+ + 4 e- = 2 NAD(P)H photosynthesis, light reaction
NAD(P)H 2.016 1.5.1.20 5,10-methylene-THF + NAD(P)H + H+ = 5-methyl-THF + NAD(P)+ formylTHF biosynthesis II
NAD(P)H 2.016 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H pentose phosphate pathway (oxidative branch)
L-aspartyl-tRNAasp L-ASPARTYL-TRNA(ASP) LIGAND-CPD:C02984 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + diphosphate + AMP tRNA charging pathway
5-amino-6-(5'-phosphoribitylamino)uracil 5-amino-6-(5'-phosphoribitylamino)uracil*5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione 5'-phosphate 356.228 C9 H17 N4 O9 P1 C(C(O)C(O)C(O)COP(O)(O)=O)Nc1(c(N)c(=O)[nH]c([nH]1)=O) LIGAND-CPD:C04454 1.1.1.193 5-amino-6-(5'-phosphoribosylamino)uracil + NADPH + H+ = 5-amino-6-(5'-phosphoribitylamino)uracil + NADP+ flavin biosynthesis
5-amino-6-(5'-phosphoribitylamino)uracil 5-amino-6-(5'-phosphoribitylamino)uracil*5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione 5'-phosphate 356.228 C9 H17 N4 O9 P1 C(C(O)C(O)C(O)COP(O)(O)=O)Nc1(c(N)c(=O)[nH]c([nH]1)=O) LIGAND-CPD:C04454 RIBOPHOSPHAT-RXN 5-amino-6-(5'-phosphoribitylamino)uracil + H2O = 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + phosphate flavin biosynthesis
an L-1-phosphatidyl-inositol a phosphatidylinositol*1-Phosphatidyl-D-myo-inositol*1-phosphatidylinositol*L-1-phosphatidylinositol*phosphatidyl-inositol*1-Phosphatidyl-1D-myo-inositol*Phosphatidyl-1D-myo-inositol*(3-Phosphatidyl)-1-D-inositol C11 H17 O13 R2 P1 RXN-7795 an L-1-phosphatidyl-inositol + a plant ceramide (I) = an inositolphosphorylceramide + a 1,2-diacylglycerol sphingolipid biosynthesis (plants)
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172 1.1.1.49 beta-D-glucose-6-phosphate + NADP+ = D-glucono-delta-lactone-6-phosphate + NADPH + H+ pentose phosphate pathway (oxidative branch)
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172 5.3.1.9 beta-D-glucose-6-phosphate = fructose-6-phosphate GDP-mannose biosynthesis II
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172 5.3.1.9 beta-D-glucose-6-phosphate = fructose-6-phosphate starch biosynthesis
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172 5.3.1.9 beta-D-glucose-6-phosphate = fructose-6-phosphate sucrose degradation III
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172 5.3.1.9 beta-D-glucose-6-phosphate = fructose-6-phosphate glycolysis I
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172 5.3.1.9 beta-D-glucose-6-phosphate = fructose-6-phosphate gluconeogenesis
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172 5.1.3.15 alpha-D-glucose 6-phosphate = beta-D-glucose-6-phosphate starch biosynthesis
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172 5.1.3.15 alpha-D-glucose 6-phosphate = beta-D-glucose-6-phosphate starch degradation
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172 5.1.3.15 alpha-D-glucose 6-phosphate = beta-D-glucose-6-phosphate sucrose biosynthesis
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172 5.1.3.15 alpha-D-glucose 6-phosphate = beta-D-glucose-6-phosphate sucrose degradation III
phaseic acid 5-[(1R,5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-7-oxabicyclo[3.2.1]oct-8-yl]-3-methyl-penta-2,4-dienoic acid*(-)-phaseic acid*PA 280.32 C15 H20 O5 CC12(C(C(C)(OC1)CC(=O)C2)(O)C=CC(C)=CC(=O)O) LIGAND-CPD:C09707*PUBCHEM:442386 1.-.-.- phaseic acid + a reduced acceptor = dihydroxyphaseic acid + an oxidized acceptor phaseic acid biosynthesis
phaseic acid 5-[(1R,5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-7-oxabicyclo[3.2.1]oct-8-yl]-3-methyl-penta-2,4-dienoic acid*(-)-phaseic acid*PA 280.32 C15 H20 O5 CC12(C(C(C)(OC1)CC(=O)C2)(O)C=CC(C)=CC(=O)O) LIGAND-CPD:C09707*PUBCHEM:442386 RXN-8153 8'-hydroxyabscisate = phaseic acid phaseic acid biosynthesis
3-deoxy-D-arabino-heptulosonate-7-phosphate 3-deoxy-D-arabino-heptulosonate-7-P*3-deoxy-arabino-heptulosonate 7-phosphate*3-deoxy-arabino-heptulosonate-7-P*2-dehydro-3-deoxy-D-arabino-heptonate 7-phosphate*3-deoxy-D-arabino-hept-2-ulosonate-7-phosphate*3-deoxy-arabino-heptulonate 7-phosphate 288.147 C7 H13 O10 P1 C(=O)(O)C(=O)CC(O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C04691*CAS:2627-73-8 4.2.3.4 3-deoxy-D-arabino-heptulosonate-7-phosphate = 3-dehydroquinate + phosphate chorismate biosynthesis
3-deoxy-D-arabino-heptulosonate-7-phosphate 3-deoxy-D-arabino-heptulosonate-7-P*3-deoxy-arabino-heptulosonate 7-phosphate*3-deoxy-arabino-heptulosonate-7-P*2-dehydro-3-deoxy-D-arabino-heptonate 7-phosphate*3-deoxy-D-arabino-hept-2-ulosonate-7-phosphate*3-deoxy-arabino-heptulonate 7-phosphate 288.147 C7 H13 O10 P1 C(=O)(O)C(=O)CC(O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C04691*CAS:2627-73-8 2.5.1.54 phosphoenolpyruvate + D-erythrose-4-phosphate + H2O = 3-deoxy-D-arabino-heptulosonate-7-phosphate + phosphate chorismate biosynthesis
O-acetyl-L-serine O3-acetyl-L-serine*acetylserine*O-acetylserine 147.13 C5 H9 N1 O4 C([CH](N)C(O)=O)OC(C)=O LIGAND-CPD:C00979*CAS:66638-22-0 2.5.1.47 O-acetyl-L-serine + hydrogen sulfide = L-cysteine + acetate cysteine biosynthesis I
O-acetyl-L-serine O3-acetyl-L-serine*acetylserine*O-acetylserine 147.13 C5 H9 N1 O4 C([CH](N)C(O)=O)OC(C)=O LIGAND-CPD:C00979*CAS:66638-22-0 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A cysteine biosynthesis I
L-2,3-dihydrodipicolinate 2,3-dihydrodipicolinate*dihydrodipicolinate*2,3-di-H-dipicolinate 169.137 C7 H7 N1 O4 C(=O)(O)C1(=NC(C(O)=O)CC=C1) LIGAND-CPD:C03340 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis VI
L-2,3-dihydrodipicolinate 2,3-dihydrodipicolinate*dihydrodipicolinate*2,3-di-H-dipicolinate 169.137 C7 H7 N1 O4 C(=O)(O)C1(=NC(C(O)=O)CC=C1) LIGAND-CPD:C03340 4.2.1.52 pyruvate + L-aspartate-semialdehyde = 2 H2O + L-2,3-dihydrodipicolinate lysine biosynthesis VI
dihydrolipoyltranssuccinylase N6-(S-succinyldihydrolipoyl)lysine enzyme N6-(S-succinyldihydrolipoyl)lysine 2.3.1.61 coenzyme A + dihydrolipoyltranssuccinylase N6-(S-succinyldihydrolipoyl)lysine = succinyl-CoA + dihydrolipoyltranssuccinylase N6-(dihydrolipoyl)lysine 2-ketoglutarate dehydrogenase complex
dihydrolipoyltranssuccinylase N6-(S-succinyldihydrolipoyl)lysine enzyme N6-(S-succinyldihydrolipoyl)lysine 1.2.4.2 2-ketoglutarate + dihydrolipoyltranssuccinylase N6-(lipoyl)lysine = dihydrolipoyltranssuccinylase N6-(S-succinyldihydrolipoyl)lysine + CO2 2-ketoglutarate dehydrogenase complex
all-trans-geranyl-geranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP*geranylgeranyl diphosphate 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O LIGAND-CPD:C00353 2.5.1.- chlorophyllide a + all-trans-geranyl-geranyl diphosphate = geranylgeranyl-chlorophyll a + diphosphate chlorophyll a biosynthesis II
all-trans-geranyl-geranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP*geranylgeranyl diphosphate 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O LIGAND-CPD:C00353 1.3.1.- all-trans-geranyl-geranyl diphosphate + NADPH = dihydrogeranylgeranyl-PP + NADP+ phytyl-PP biosynthesis
all-trans-geranyl-geranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP*geranylgeranyl diphosphate 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O LIGAND-CPD:C00353 RXN-8813 isopentenyl diphosphate + all-trans-geranyl-geranyl diphosphate = geranylfarnesyl diphosphate + diphosphate octaprenyl diphosphate biosynthesis
all-trans-geranyl-geranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP*geranylgeranyl diphosphate 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O LIGAND-CPD:C00353 2.5.1.29 isopentenyl diphosphate + (E,E)-farnesyl diphosphate = all-trans-geranyl-geranyl diphosphate + diphosphate octaprenyl diphosphate biosynthesis
all-trans-geranyl-geranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP*geranylgeranyl diphosphate 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O LIGAND-CPD:C00353 2.5.1.29 isopentenyl diphosphate + (E,E)-farnesyl diphosphate = all-trans-geranyl-geranyl diphosphate + diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-PG*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis IV (plant cytosol)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-PG*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis I
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-PG*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O Rubisco shunt
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-PG*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O gluconeogenesis
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-PG*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 2.7.1.- ATP + D-glycerate = 2-phosphoglycerate + ADP 2-O-alpha-mannosyl-D-glycerate degradation
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-PG*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glycolysis IV (plant cytosol)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-PG*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glycolysis I
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-PG*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate Rubisco shunt
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-PG*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate gluconeogenesis
methanol MetOH*carbinol*MeOH*methyl alcohol*wood alcohol 32.042 C1 H4 O1 CO LIGAND-CPD:C00132*CAS:67-56-1 3.1.1.11 methylesterified 1,4-alpha-D-galacturonosyl + H2O = 1,4-alpha-D-galacturonosyl + methanol homogalacturonan degradation
12-oxo-cis-9-dodecenoate 12-oxo-c-9-dodecenoate 212.288 C12 H20 O3 C(=O)CC=CCCCCCCCC(O)=O LIGAND-CPD:C16311*PUBCHEM:543432 RXN-1349 12-oxo-cis-9-dodecenoate = 12-oxo-trans-10-dodecenoate 13-LOX and 13-HPL pathway
12-oxo-cis-9-dodecenoate 12-oxo-c-9-dodecenoate 212.288 C12 H20 O3 C(=O)CC=CCCCCCCCC(O)=O LIGAND-CPD:C16311*PUBCHEM:543432 HYDROHEX-RXN 13-HPOD = 12-oxo-cis-9-dodecenoate + hexanal 13-LOX and 13-HPL pathway
12-oxo-cis-9-dodecenoate 12-oxo-c-9-dodecenoate 212.288 C12 H20 O3 C(=O)CC=CCCCCCCCC(O)=O LIGAND-CPD:C16311*PUBCHEM:543432 RXN-1345 13-HPOT = 12-oxo-cis-9-dodecenoate + cis-3-hexenal 13-LOX and 13-HPL pathway
spermine gerontine*musculamine*neuridine*diaminopropyl-tetramethylenediamine 202.342 C10 H26 N4 C(CCN)NCCCCNCCCN LIGAND-CPD:C00750*CAS:71-44-3 2.5.1.22 spermidine + S-adenosyl-L-methioninamine = spermine + S-methyl-5'-thioadenosine spermine biosynthesis
mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol α-D-mannosylchitobiosyldiphosphodolichol*{β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol*β-1,4-D-mannosylchitobiosyldiphosphodolichol 1838.413 C102 H170 N2 O22 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(OC(CO)C(O)C(O)C(O)3))) 2.4.1.132 mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol α-D-mannosylchitobiosyldiphosphodolichol*{β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol*β-1,4-D-mannosylchitobiosyldiphosphodolichol 1838.413 C102 H170 N2 O22 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(OC(CO)C(O)C(O)C(O)3))) 2.4.1.142 (N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
shikimate shikimic acid 174.153 C7 H10 O5 C(=O)(O)C1(=[CH][CH](O)[CH](O)[CH](O)[CH2]1) LIGAND-CPD:C00493*CAS:138-59-0 2.3.1.133 4-coumaroyl-CoA + shikimate = 4-coumaroylshikimate + coenzyme A phenylpropanoid biosynthesis
shikimate shikimic acid 174.153 C7 H10 O5 C(=O)(O)C1(=[CH][CH](O)[CH](O)[CH](O)[CH2]1) LIGAND-CPD:C00493*CAS:138-59-0 1.1.1.282 3-dehydro-shikimate + NAD(P)H + H+ = shikimate + NAD(P)+ chorismate biosynthesis
shikimate shikimic acid 174.153 C7 H10 O5 C(=O)(O)C1(=[CH][CH](O)[CH](O)[CH](O)[CH2]1) LIGAND-CPD:C00493*CAS:138-59-0 1.1.1.25 NADPH + 3-dehydro-shikimate = NADP+ + shikimate chorismate biosynthesis
shikimate shikimic acid 174.153 C7 H10 O5 C(=O)(O)C1(=[CH][CH](O)[CH](O)[CH](O)[CH2]1) LIGAND-CPD:C00493*CAS:138-59-0 2.7.1.71 shikimate + ATP = shikimate-3-phosphate + ADP chorismate biosynthesis
shikimate shikimic acid 174.153 C7 H10 O5 C(=O)(O)C1(=[CH][CH](O)[CH](O)[CH](O)[CH2]1) LIGAND-CPD:C00493*CAS:138-59-0 3.1.2.- caffeoylshikimate + coenzyme A = caffeoyl-CoA + shikimate phenylpropanoid biosynthesis
lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine enzyme N6-(S-acetyldihydrolipoyl)lysine 1.2.4.1 pyruvate + lipoate acetyltransferase N6-(lipoyl)lysine = lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine + CO2 acetyl-CoA biosynthesis (from pyruvate)
lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine enzyme N6-(S-acetyldihydrolipoyl)lysine 2.3.1.12 coenzyme A + lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine = acetyl-CoA + lipoate acetyltransferase N6-(dihydrolipoyl)lysine acetyl-CoA biosynthesis (from pyruvate)
mevalonate-5-PP mevalonate-diphosphate*(R)-5-Diphosphomevalonate 308.118 C6 H14 O10 P2 CC(CC(=O)O)(O)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C01143*CAS:4872-34-8 4.1.1.33 mevalonate-5-PP + ATP = phosphate + CO2 + isopentenyl diphosphate + ADP mevalonate pathway
mevalonate-5-PP mevalonate-diphosphate*(R)-5-Diphosphomevalonate 308.118 C6 H14 O10 P2 CC(CC(=O)O)(O)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C01143*CAS:4872-34-8 2.7.4.2 mevalonate-5P + ATP = mevalonate-5-PP + ADP mevalonate pathway
divinyl protochlorophyllide a divinylprotochlorophyllide*divinyl protochlrophyllide a 610.951 C35 H30 N4 O5 MG1 C=CC8(C3(=N7([Mg]59(n2(c1(=C(C(C(=O)OC)C(=O)c1c(C)c2=C3)C4(=N(C(C(C)=C4CCC(=O)O)=Cc6(n5c(c(C=C)c(C)6)C=C7C(C)=8))9))))))) 1.3.1.75 divinyl protochlorophyllide a + NADPH + H+ + H+ = monovinyl protochlorophyllide a + NADP+ chlorophyllide a biosynthesis I
divinyl protochlorophyllide a divinylprotochlorophyllide*divinyl protochlrophyllide a 610.951 C35 H30 N4 O5 MG1 C=CC8(C3(=N7([Mg]59(n2(c1(=C(C(C(=O)OC)C(=O)c1c(C)c2=C3)C4(=N(C(C(C)=C4CCC(=O)O)=Cc6(n5c(c(C=C)c(C)6)C=C7C(C)=8))9))))))) 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + 2 H2O chlorophyllide a biosynthesis I
1-18:3-2-18:2-phosphatidylcholine 18:3-18:2-PC 781.084 C44 H79 N1 O8 P1 C(OP(=O)(O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 1-18:3-2-18:2-phosphatidylcholine = 1-18:3-2-18:3-phosphatidylcholine phospholipid desaturation
1-18:3-2-18:2-phosphatidylcholine 18:3-18:2-PC 781.084 C44 H79 N1 O8 P1 C(OP(=O)(O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 1-18:2-2-18:2-sn-glycerol-3-phosphocholine = 1-18:3-2-18:2-phosphatidylcholine phospholipid desaturation
1-18:3-2-18:2-phosphatidylcholine 18:3-18:2-PC 781.084 C44 H79 N1 O8 P1 C(OP(=O)(O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 1-18:3-2-18:1-phosphatidylcholine = 1-18:3-2-18:2-phosphatidylcholine phospholipid desaturation
5-methyl-THF N5-methyltetrahydropteroyl mono-L-glutamate*5-methyl-tetrahydrofolate*5-methyl-5,6,7,8-tetrahydrofolate*n5-methyltetrahydrofolate*N5-methyl-THF*methyl-THF*methyl-tetrahydrofolate*methyl-H4F 459.461 C20 H26 N7 O6 C(C1(N(C)C2(=C(NC1)NC(N)=[NH]C(=O)2)))NC3(C=CC(=CC=3)C(=O)NC(C(=O)O)CCC(=O)O) LIGAND-CPD:C00440*CAS:134-35-0 1.5.1.20 5,10-methylene-THF + NAD(P)H + H+ = 5-methyl-THF + NAD(P)+ formylTHF biosynthesis II
5-methyl-THF N5-methyltetrahydropteroyl mono-L-glutamate*5-methyl-tetrahydrofolate*5-methyl-5,6,7,8-tetrahydrofolate*n5-methyltetrahydrofolate*N5-methyl-THF*methyl-THF*methyl-tetrahydrofolate*methyl-H4F 459.461 C20 H26 N7 O6 C(C1(N(C)C2(=C(NC1)NC(N)=[NH]C(=O)2)))NC3(C=CC(=CC=3)C(=O)NC(C(=O)O)CCC(=O)O) LIGAND-CPD:C00440*CAS:134-35-0 2.1.1.13 L-homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate formylTHF biosynthesis II
(mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2162.697 C114 H190 N2 O32 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC4(OC(COC3(OC(CO)C(O)C(O)C(O)3))C(O)C(C(O)4)OC5(OC(CO)C(O)C(O)C(O)5)))) RXN-5464 (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2162.697 C114 H190 N2 O32 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC4(OC(COC3(OC(CO)C(O)C(O)C(O)3))C(O)C(C(O)4)OC5(OC(CO)C(O)C(O)C(O)5)))) RXN-5463 (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
7,8-diaminopelargonate 7,8-diaminononanoate*DAPA 188.269 C9 H20 N2 O2 CC(N)C(N)CCCCCC(=O)O LIGAND-CPD:C01037 6.3.3.3 CO2 + 7,8-diaminopelargonate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis II
7,8-diaminopelargonate 7,8-diaminononanoate*DAPA 188.269 C9 H20 N2 O2 CC(N)C(N)CCCCCC(=O)O LIGAND-CPD:C01037 2.6.1.62 S-adenosyl-L-methionine + 7-keto-8-aminopelargonate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminopelargonate biotin biosynthesis II
3-methylcrotonyl-CoA β-methylcrotonoyl-CoA*3-methylbut-2-enoyl-CoA 849.636 C26 H42 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=C(C)C) 6.4.1.4 ATP + 3-methylcrotonyl-CoA + HCO3- = ADP + phosphate + 3-methylglutaconyl-CoA leucine degradation I
3-methylcrotonyl-CoA β-methylcrotonoyl-CoA*3-methylbut-2-enoyl-CoA 849.636 C26 H42 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=C(C)C) 1.3.99.10 isovaleryl-CoA + FAD = 3-methylcrotonyl-CoA + FADH2 leucine degradation I
imidazole acetol-phosphate imidazole acetol-P*3-(imidazol-4-yl)-2-oxopropyl phosphate 220.121 C6 H9 N2 O5 P1 c1(c(nc[nH]1)CC(=O)COP(=O)(O)O) LIGAND-CPD:C01267*CAS:99979-59-6 2.6.1.9 imidazole acetol-phosphate + L-glutamate = L-histidinol-phosphate + 2-ketoglutarate histidine biosynthesis I
imidazole acetol-phosphate imidazole acetol-P*3-(imidazol-4-yl)-2-oxopropyl phosphate 220.121 C6 H9 N2 O5 P1 c1(c(nc[nH]1)CC(=O)COP(=O)(O)O) LIGAND-CPD:C01267*CAS:99979-59-6 4.2.1.19 D-erythro-imidazole-glycerol-phosphate = imidazole acetol-phosphate + H2O histidine biosynthesis I
1,2-dihydroxy-3-keto-5-methylthiopentene 1,2-dihydroxy-3-keto-5-methylthiopentene anion*1,2-dihydroxy-3-keto-5-methylthiopentane*1,2-dihydroxy-5-(methylthio)pent-1-en-3-one 162.203 C6 H10 O3 S1 C(O)=C(O)C(=O)CCSC LIGAND-CPD:C15606 1.13.11.54 1,2-dihydroxy-3-keto-5-methylthiopentene + O2 = 2-oxo-4-methylthiobutanoate + formate methionine salvage pathway
1,2-dihydroxy-3-keto-5-methylthiopentene 1,2-dihydroxy-3-keto-5-methylthiopentene anion*1,2-dihydroxy-3-keto-5-methylthiopentane*1,2-dihydroxy-5-(methylthio)pent-1-en-3-one 162.203 C6 H10 O3 S1 C(O)=C(O)C(=O)CCSC LIGAND-CPD:C15606 R83-RXN 2-hydroxy-3-keto-5-methylthio-1-phosphopentene + H2O = 1,2-dihydroxy-3-keto-5-methylthiopentene + phosphate methionine salvage pathway
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O) LIGAND-CPD:C00091*CAS:604-98-8 2.3.1.61 coenzyme A + dihydrolipoyltranssuccinylase N6-(S-succinyldihydrolipoyl)lysine = succinyl-CoA + dihydrolipoyltranssuccinylase N6-(dihydrolipoyl)lysine 2-ketoglutarate dehydrogenase complex
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O) LIGAND-CPD:C00091*CAS:604-98-8 6.2.1.5 succinyl-CoA + ADP + phosphate = succinate + coenzyme A + ATP TCA cycle
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O) LIGAND-CPD:C00091*CAS:604-98-8 2OXOGLUTARATEDEH-RXN 2-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle
oxidized cytochrome c ferricytochrome c 1.10.2.2 2 oxidized cytochrome c + UQH2 = 2 reduced cytochrome c + UQ aerobic respiration -- electron donor II
oxidized cytochrome c ferricytochrome c 1.3.2.3 2 oxidized cytochrome c + L-galactono-1,4-lactone = 2 reduced cytochrome c + L-ascorbate L-ascorbate biosynthesis I
oxidized cytochrome c ferricytochrome c 1.9.3.1 O2 + 4 reduced cytochrome c = 2 H2O + 4 oxidized cytochrome c aerobic respiration -- electron donor II
lipoamide acyltransferase N6-(lipoyl)lysine enzyme N6-(lipoyl)lysine 1.2.4.4 lipoamide acyltransferase N6-(lipoyl)lysine + 2-keto-isovalerate = lipoamide acyltransferase N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine + CO2 branched-chain alpha-keto acid dehydrogenase complex
lipoamide acyltransferase N6-(lipoyl)lysine enzyme N6-(lipoyl)lysine 1.8.1.4 lipoamide acyltransferase N6-(dihydrolipoyl)lysine + NAD+ = lipoamide acyltransferase N6-(lipoyl)lysine + NADH + H+ branched-chain alpha-keto acid dehydrogenase complex
4-coumaroylquinate trans-(p-coumaroyl)-quinate*trans-5-O-(4-coumaroyl)quinate 338.313 C16 H18 O8 C(=O)(OC1(C(O)C(O)CC(O)(C1)C(O)=O))C=Cc2(ccc(O)cc2) 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O phenylpropanoid biosynthesis
4-coumaroylquinate trans-(p-coumaroyl)-quinate*trans-5-O-(4-coumaroyl)quinate 338.313 C16 H18 O8 C(=O)(OC1(C(O)C(O)CC(O)(C1)C(O)=O))C=Cc2(ccc(O)cc2) 2.3.1.133 4-coumaroyl-CoA + quinate = 4-coumaroylquinate + coenzyme A phenylpropanoid biosynthesis
tRNAphe TRNA(PHE) LIGAND-CPD:C01648 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + diphosphate + AMP tRNA charging pathway
2-keto-ornithine 5-amino-2-oxo-pentanoic acid*α-keto-δ-aminovaleric acid*5-amino-2-oxo-pentanoate*2-keto-5-aminovalerate*α-keto-δ-aminovalerate 131.131 C(N)CCC(=O)C(O)=O RXN-6861 2-keto-ornithine = delta-(1)-pyrroline 2-carboxylate proline biosynthesis IV
2-keto-ornithine 5-amino-2-oxo-pentanoic acid*α-keto-δ-aminovaleric acid*5-amino-2-oxo-pentanoate*2-keto-5-aminovalerate*α-keto-δ-aminovalerate 131.131 C(N)CCC(=O)C(O)=O 2.6.1.8 L-ornithine + 2-ketoglutarate = L-glutamate + 2-keto-ornithine proline biosynthesis IV
H-protein-S-(aminomethyldihydrolipoyl)lysine Gcv*B2904*GcvH C9 H18 N1 O1 |Apo-GcvH|1 S2 MODBASE:P23884*UNIPROT:P23884 2.1.2.10 H-protein-S-(aminomethyldihydrolipoyl)lysine + tetrahydrofolate = H-Gcv-protein-(dihydrolipoyl)lysine + 5,10-methylene-THF + ammonia glycine cleavage complex
H-protein-S-(aminomethyldihydrolipoyl)lysine Gcv*B2904*GcvH C9 H18 N1 O1 |Apo-GcvH|1 S2 MODBASE:P23884*UNIPROT:P23884 1.4.4.2 H-Gcv-protein-(lipoyl)lysine + glycine = H-protein-S-(aminomethyldihydrolipoyl)lysine + CO2 glycine cleavage complex
1-18:3-2-18:3-phosphatidylcholine 18:3-18:3-PC*1-18:3-2-18:3-sn-glycerol-3-phosphocholine*1,2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 779.068 C44 H77 N1 O8 P1 C(OC(=O)CCCCCCCC=CCC=CCC=CCC)C(COP(O)(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC PUBCHEM:5313540 1.14.99.- 1-18:2-2-18:3-phosphatidylcholine = 1-18:3-2-18:3-phosphatidylcholine phospholipid desaturation
1-18:3-2-18:3-phosphatidylcholine 18:3-18:3-PC*1-18:3-2-18:3-sn-glycerol-3-phosphocholine*1,2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 779.068 C44 H77 N1 O8 P1 C(OC(=O)CCCCCCCC=CCC=CCC=CCC)C(COP(O)(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC PUBCHEM:5313540 1.14.99.- 1-18:3-2-18:2-phosphatidylcholine = 1-18:3-2-18:3-phosphatidylcholine phospholipid desaturation
phytyl diphosphate phytyl pyrophosphate*phytyl-PP 456.495 C20 H42 O7 P2 CC(=CCOP(O)(=O)OP(O)(=O)O)CCCC(C)CCCC(C)CCCC(C)C 2.5.1.62 chlorophyllide a + phytyl diphosphate = chlorophyll a + diphosphate chlorophyll a biosynthesis I
phytyl diphosphate phytyl pyrophosphate*phytyl-PP 456.495 C20 H42 O7 P2 CC(=CCOP(O)(=O)OP(O)(=O)O)CCCC(C)CCCC(C)CCCC(C)C 2.5.1.62 chlorophyllide a + phytyl diphosphate = chlorophyll a + diphosphate chlorophyll cycle
phytyl diphosphate phytyl pyrophosphate*phytyl-PP 456.495 C20 H42 O7 P2 CC(=CCOP(O)(=O)OP(O)(=O)O)CCCC(C)CCCC(C)CCCC(C)C 2.5.1.- chlorophyllide b + phytyl diphosphate = chlorophyll b + diphosphate chlorophyll cycle
phytyl diphosphate phytyl pyrophosphate*phytyl-PP 456.495 C20 H42 O7 P2 CC(=CCOP(O)(=O)OP(O)(=O)O)CCCC(C)CCCC(C)CCCC(C)C RXN-2541 homogentisate + phytyl diphosphate = 2-methyl-6-phytyl-1,4-benzoquinone + CO2 + diphosphate vitamin E biosynthesis
phytyl diphosphate phytyl pyrophosphate*phytyl-PP 456.495 C20 H42 O7 P2 CC(=CCOP(O)(=O)OP(O)(=O)O)CCCC(C)CCCC(C)CCCC(C)C 1.3.1.- tetrahydrogeranylgeranyl-PP + NADPH = phytyl diphosphate + NADP+ phytyl-PP biosynthesis
Mg2+ magnesium*Mg+2*Mg++*magnesium ion 24.305 MG1 [Mg++] LIGAND-CPD:C00305 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + phosphate + ADP + 2 H+ chlorophyllide a biosynthesis I
S-adenosyl-L-methioninamine decarboxylated AdoMet*(5-deoxy-5-adenosyl)(3-aminopropyl) methylsulfonium salt*decarboxylated SAM*S-adenosylmethioninamine*decarboxylated S-adenosylmethionine*dAdoMet*S-methyl-S-adenosyl homocysteamine*3-amino-propyl-S-adenosine 355.434 C14 H23 N6 O3 S1 C(N)CC[S+](C)CC1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C01137 2.5.1.16 putrescine + S-adenosyl-L-methioninamine = spermidine + S-methyl-5'-thioadenosine spermidine biosynthesis
S-adenosyl-L-methioninamine decarboxylated AdoMet*(5-deoxy-5-adenosyl)(3-aminopropyl) methylsulfonium salt*decarboxylated SAM*S-adenosylmethioninamine*decarboxylated S-adenosylmethionine*dAdoMet*S-methyl-S-adenosyl homocysteamine*3-amino-propyl-S-adenosine 355.434 C14 H23 N6 O3 S1 C(N)CC[S+](C)CC1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C01137 2.5.1.22 spermidine + S-adenosyl-L-methioninamine = spermine + S-methyl-5'-thioadenosine spermine biosynthesis
S-adenosyl-L-methioninamine decarboxylated AdoMet*(5-deoxy-5-adenosyl)(3-aminopropyl) methylsulfonium salt*decarboxylated SAM*S-adenosylmethioninamine*decarboxylated S-adenosylmethionine*dAdoMet*S-methyl-S-adenosyl homocysteamine*3-amino-propyl-S-adenosine 355.434 C14 H23 N6 O3 S1 C(N)CC[S+](C)CC1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C01137 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine spermine biosynthesis
S-adenosyl-L-methioninamine decarboxylated AdoMet*(5-deoxy-5-adenosyl)(3-aminopropyl) methylsulfonium salt*decarboxylated SAM*S-adenosylmethioninamine*decarboxylated S-adenosylmethionine*dAdoMet*S-methyl-S-adenosyl homocysteamine*3-amino-propyl-S-adenosine 355.434 C14 H23 N6 O3 S1 C(N)CC[S+](C)CC1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C01137 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine spermidine biosynthesis
L-gamma-glutamylcysteine γ-glutamylcysteine*γ-L-glutamyl-L-cysteine 250.269 C8 H14 N2 O5 S1 C(O)(=O)C(N)CCC(=O)NC(CS)C(O)=O LIGAND-CPD:C00669*CAS:686-58-8 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP glutathione biosynthesis
L-gamma-glutamylcysteine γ-glutamylcysteine*γ-L-glutamyl-L-cysteine 250.269 C8 H14 N2 O5 S1 C(O)(=O)C(N)CCC(=O)NC(CS)C(O)=O LIGAND-CPD:C00669*CAS:686-58-8 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP glutathione biosynthesis
L-threonyl-tRNAthr L-THREONYL-TRNA(THR) LIGAND-CPD:C02992 6.1.1.3 tRNAthr + L-threonine + ATP = L-threonyl-tRNAthr + diphosphate + AMP tRNA charging pathway
GA20 gibberellin A20*gibberellin A20*GA20 332.396 C19 H24 O5 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(CCC3)(C)[CH]4C5C(=O)O)))(O)) LIGAND-CPD:C02035 1.14.11.15 GA20 + 2-ketoglutarate + O2 = GA1 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA20 gibberellin A20*gibberellin A20*GA20 332.396 C19 H24 O5 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(CCC3)(C)[CH]4C5C(=O)O)))(O)) LIGAND-CPD:C02035 1.14.11.- GA19 + O2 + 2-ketoglutarate = GA20 + 2 CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 RXN0-902 hypoxanthine + H2O = 2 H+ + xanthine salvage pathways of adenine, hypoxanthine, and their nucleosides
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ salvage pathways of purine nucleosides II (plant)
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ purine degradation I (aerobic)
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 HYPXPRIBOSYLTRAN-RXN 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = inosine-5'-phosphate + diphosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 DEOXYINOPHOSPHOR-RXN hypoxanthine + deoxyribose-1-phosphate = deoxyinosine + phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 2.4.2.- inosine + phosphate = ribose-1-phosphate + hypoxanthine salvage pathways of adenine, hypoxanthine, and their nucleosides
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose salvage pathways of purine nucleosides II (plant)
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose purine degradation I (aerobic)
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = diphosphate + inosine-5'-phosphate salvage pathways of purine nucleosides II (plant)
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.11.1.6 ethanol + H2O2 = 2 H2O + acetaldehyde oxidative ethanol degradation III
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.11.1.6 2 H2O2 = 2 H2O + O2 removal of superoxide radicals
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.4.3.- O2 + L-aspartate = H2O2 + iminoaspartate NAD biosynthesis I (from aspartate)
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.1.3.15 glycolate + O2 = glyoxylate + H2O2 photorespiration
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.15.1.1 2 O2- + 2 H+ = H2O2 + O2 removal of superoxide radicals
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.3.3.6 an acyl-CoA + O2 = a trans-2-enoyl-CoA + H2O2 fatty acid beta-oxidation II (core pathway)
2-monoacylglycerol 2-glyceride*2-acylglycerol C4 H7 O4 R1 RXN-1603 2-monoacylglycerol = 1-monoacylglycerol triacylglycerol degradation
2-monoacylglycerol 2-glyceride*2-acylglycerol C4 H7 O4 R1 3.1.1.- a diacylglycerol + H2O = 2-monoacylglycerol + a fatty acid triacylglycerol degradation
bergapten 5-methoxypsoralen*O-methylbergaptol*5-methoxyfuranocoumarin 216.193 C12 H8 O4 c1(oc2(c(cc1)c(OC)c3(c(c2)occ3)))(=O) LIGAND-CPD:C01557*PUBCHEM:2355*NCI:95437*CAS:484-20-8 2.1.1.69 bergaptol + S-adenosyl-L-methionine = bergapten + S-adenosyl-L-homocysteine linear furanocoumarin biosynthesis
L-aspartyl-4-phosphate 4-phospho-L-aspartate*L-4-aspartyl phosphate*L-β-aspartyl-P*L-β-aspartyl-phosphate*L-aspartyl-4-P*L-aspartyl-β-phosphate 213.083 C4 H8 N1 O7 P1 C(=O)(OP(=O)(O)O)CC(N)C(O)=O LIGAND-CPD:C03082*CAS:22138-53-0 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde homoserine biosynthesis
L-aspartyl-4-phosphate 4-phospho-L-aspartate*L-4-aspartyl phosphate*L-β-aspartyl-P*L-β-aspartyl-phosphate*L-aspartyl-4-P*L-aspartyl-β-phosphate 213.083 C4 H8 N1 O7 P1 C(=O)(OP(=O)(O)O)CC(N)C(O)=O LIGAND-CPD:C03082*CAS:22138-53-0 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine biosynthesis VI
L-aspartyl-4-phosphate 4-phospho-L-aspartate*L-4-aspartyl phosphate*L-β-aspartyl-P*L-β-aspartyl-phosphate*L-aspartyl-4-P*L-aspartyl-β-phosphate 213.083 C4 H8 N1 O7 P1 C(=O)(OP(=O)(O)O)CC(N)C(O)=O LIGAND-CPD:C03082*CAS:22138-53-0 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP homoserine biosynthesis
L-aspartyl-4-phosphate 4-phospho-L-aspartate*L-4-aspartyl phosphate*L-β-aspartyl-P*L-β-aspartyl-phosphate*L-aspartyl-4-P*L-aspartyl-β-phosphate 213.083 C4 H8 N1 O7 P1 C(=O)(OP(=O)(O)O)CC(N)C(O)=O LIGAND-CPD:C03082*CAS:22138-53-0 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis VI
tRNAtyr TRNA(TYR) LIGAND-CPD:C00787 6.1.1.1 L-tyrosine + tRNAtyr + ATP = L-tyrosyl-tRNAtyr + diphosphate + AMP tRNA charging pathway
alpha-D-glucose 6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 2.4.1.15 UDP-D-glucose + alpha-D-glucose 6-phosphate = UDP + trehalose 6-phosphate trehalose biosynthesis I
alpha-D-glucose 6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.1.3.15 alpha-D-glucose 6-phosphate = beta-D-glucose-6-phosphate starch biosynthesis
alpha-D-glucose 6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.1.3.15 alpha-D-glucose 6-phosphate = beta-D-glucose-6-phosphate starch degradation
alpha-D-glucose 6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.1.3.15 alpha-D-glucose 6-phosphate = beta-D-glucose-6-phosphate sucrose biosynthesis
alpha-D-glucose 6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.1.3.15 alpha-D-glucose 6-phosphate = beta-D-glucose-6-phosphate sucrose degradation III
alpha-D-glucose 6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose 6-phosphate + ADP starch degradation
alpha-D-glucose 6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose 6-phosphate + ADP sucrose degradation III
alpha-D-glucose 6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose 6-phosphate starch biosynthesis
alpha-D-glucose 6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose 6-phosphate starch degradation
alpha-D-glucose 6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose 6-phosphate sucrose biosynthesis
alpha-D-glucose 6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose 6-phosphate sucrose degradation III
H-Gcv-protein-(lipoyl)lysine C8 H13 O1 |Apo-GcvH|1 S2 1.4.4.2 H-Gcv-protein-(lipoyl)lysine + glycine = H-protein-S-(aminomethyldihydrolipoyl)lysine + CO2 glycine cleavage complex
H-Gcv-protein-(lipoyl)lysine C8 H13 O1 |Apo-GcvH|1 S2 1.8.1.4 H-Gcv-protein-(dihydrolipoyl)lysine + NAD+ = H-Gcv-protein-(lipoyl)lysine + NADH + H+ glycine cleavage complex
D-galactose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O)O1) 2.7.1.6 D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation II
D-galactose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O)O1) 2.7.1.6 D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
hydrogen sulfide sulfide*H2S 34.076 H2 S1 [SH2] CAS:06/04/7783*LIGAND-CPD:C00283 2.5.1.47 O-acetyl-L-serine + hydrogen sulfide = L-cysteine + acetate cysteine biosynthesis I
hydrogen sulfide sulfide*H2S 34.076 H2 S1 [SH2] CAS:06/04/7783*LIGAND-CPD:C00283 1.8.7.1 sulfite + 3 a reduced ferredoxin = hydrogen sulfide + 3 an oxidized ferredoxin + 3 H2O sulfate reduction II (assimilatory)
hydrogen sulfide sulfide*H2S 34.076 H2 S1 [SH2] CAS:06/04/7783*LIGAND-CPD:C00283 4.4.1.9 L-cysteine + hydrogen cyanide = hydrogen sulfide + 3-cyano-L-alanine cyanide degradation
hydrogen sulfide sulfide*H2S 34.076 H2 S1 [SH2] CAS:06/04/7783*LIGAND-CPD:C00283 4.4.1.9 L-cysteine + hydrogen cyanide = hydrogen sulfide + 3-cyano-L-alanine asparagine biosynthesis II
nicotinamide mononucleotide β-nicotinamide D-ribonucleotide*nicotinamide ribonucleotide*nicotinamide nucleotide*NMN*nicotinamide D-ribonucleotide 335.23 C11 H16 N2 O8 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH](O)1)[n+]2(cc(C(N)=O)ccc2)) LIGAND-CPD:C00455*CAS:1094-61-7 3.1.3.5 nicotinamide mononucleotide + H2O = nicotinamide riboside + phosphate pyridine nucleotide cycling (plants)
nicotinamide mononucleotide β-nicotinamide D-ribonucleotide*nicotinamide ribonucleotide*nicotinamide nucleotide*NMN*nicotinamide D-ribonucleotide 335.23 C11 H16 N2 O8 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH](O)1)[n+]2(cc(C(N)=O)ccc2)) LIGAND-CPD:C00455*CAS:1094-61-7 3.2.2.14 nicotinamide mononucleotide + H2O = D-ribose-5-phosphate + nicotinamide pyridine nucleotide cycling (plants)
nicotinamide mononucleotide β-nicotinamide D-ribonucleotide*nicotinamide ribonucleotide*nicotinamide nucleotide*NMN*nicotinamide D-ribonucleotide 335.23 C11 H16 N2 O8 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH](O)1)[n+]2(cc(C(N)=O)ccc2)) LIGAND-CPD:C00455*CAS:1094-61-7 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP pyridine nucleotide cycling (plants)
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H24 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)C1(C=CC(=CC=1)N2(CN4([CH](C2)[CH2]NC3(NC(N)=[NH]C(C=34)=O)))) LIGAND-CPD:C00143 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H24 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)C1(C=CC(=CC=1)N2(CN4([CH](C2)[CH2]NC3(NC(N)=[NH]C(C=34)=O)))) LIGAND-CPD:C00143 1.5.1.5 5,10-methylene-THF + NADP+ = NADPH + 5,10-methenyltetrahydrofolate formylTHF biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H24 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)C1(C=CC(=CC=1)N2(CN4([CH](C2)[CH2]NC3(NC(N)=[NH]C(C=34)=O)))) LIGAND-CPD:C00143 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H24 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)C1(C=CC(=CC=1)N2(CN4([CH](C2)[CH2]NC3(NC(N)=[NH]C(C=34)=O)))) LIGAND-CPD:C00143 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H24 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)C1(C=CC(=CC=1)N2(CN4([CH](C2)[CH2]NC3(NC(N)=[NH]C(C=34)=O)))) LIGAND-CPD:C00143 2.1.2.10 H-protein-S-(aminomethyldihydrolipoyl)lysine + tetrahydrofolate = H-Gcv-protein-(dihydrolipoyl)lysine + 5,10-methylene-THF + ammonia glycine cleavage complex
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H24 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)C1(C=CC(=CC=1)N2(CN4([CH](C2)[CH2]NC3(NC(N)=[NH]C(C=34)=O)))) LIGAND-CPD:C00143 1.5.1.20 5,10-methylene-THF + NAD(P)H + H+ = 5-methyl-THF + NAD(P)+ formylTHF biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H24 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)C1(C=CC(=CC=1)N2(CN4([CH](C2)[CH2]NC3(NC(N)=[NH]C(C=34)=O)))) LIGAND-CPD:C00143 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O glycine biosynthesis I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H24 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)C1(C=CC(=CC=1)N2(CN4([CH](C2)[CH2]NC3(NC(N)=[NH]C(C=34)=O)))) LIGAND-CPD:C00143 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O photorespiration
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H24 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)C1(C=CC(=CC=1)N2(CN4([CH](C2)[CH2]NC3(NC(N)=[NH]C(C=34)=O)))) LIGAND-CPD:C00143 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O folate polyglutamylation I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H24 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)C1(C=CC(=CC=1)N2(CN4([CH](C2)[CH2]NC3(NC(N)=[NH]C(C=34)=O)))) LIGAND-CPD:C00143 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O formylTHF biosynthesis II
tetrahydrogeranylgeranyl-PP tetrahydroGGPP*tetrahydrogeranylgeranyl pyrophosphate*tetrahydrogeranylgeranyl diphosphate 454.479 C20 H40 O7 P2 CC(C)=CCCC(C)CCCC(C)CCCC(C)=CCOP(O)(=O)OP(=O)(O)O 1.3.1.- tetrahydrogeranylgeranyl-PP + NADPH = phytyl diphosphate + NADP+ phytyl-PP biosynthesis
tetrahydrogeranylgeranyl-PP tetrahydroGGPP*tetrahydrogeranylgeranyl pyrophosphate*tetrahydrogeranylgeranyl diphosphate 454.479 C20 H40 O7 P2 CC(C)=CCCC(C)CCCC(C)CCCC(C)=CCOP(O)(=O)OP(=O)(O)O 1.3.1.- dihydrogeranylgeranyl-PP + NADPH = tetrahydrogeranylgeranyl-PP + NADP+ phytyl-PP biosynthesis
palmitoyl CoA Palmitoyl-CoA (n-C16:0CoA)*hexadecanoyl CoA*palmityl-CoA*palmitoyl coenzyme A*palmitoyl-CoA 1005.946 C37 H66 N7 O17 P3 S1 c1(c2(c(ncn1)n(cn2)C3(OC(C(C(O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCC)))(N) LIGAND-CPD:C00154*CAS:1763-10-6 2.3.1.50 L-serine + palmitoyl CoA = CO2 + 3-dehydrosphinganine + coenzyme A sphingolipid biosynthesis (plants)
4-hydroxysphinganine PHS*phytosphingosine 317.511 C18 H39 N1 O3 CCCCCCCCCCCCCCC(O)C(O)C(N)CO 1.14.-.- sphinganine + O2 + NADPH = 4-hydroxysphinganine + H2O + NADP+ sphingolipid biosynthesis (plants)
a protein disulfide R11 |Protein|2 R21 R31 S2 1.17.4.3 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + a protein dithiol = 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H2O + a protein disulfide methylerythritol phosphate pathway
tRNAarg TRNA(ARG) LIGAND-CPD:C01636 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + diphosphate + AMP tRNA charging pathway
2-methyl-6-phytyl-1,4-benzoquinone 402.659 C27 H46 O2 CC(CCCC(C)CCCC(C)C)CCCC(C)=CCc1(c(O)c(C)cc(O)c1) LIGAND-CPD:C15882 RXN-2561 2-methyl-6-phytyl-1,4-benzoquinone = delta-tocopherol vitamin E biosynthesis
2-methyl-6-phytyl-1,4-benzoquinone 402.659 C27 H46 O2 CC(CCCC(C)CCCC(C)C)CCCC(C)=CCc1(c(O)c(C)cc(O)c1) LIGAND-CPD:C15882 2.1.1.- 2-methyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-methionine = 2,3-dimethyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-homocysteine vitamin E biosynthesis
2-methyl-6-phytyl-1,4-benzoquinone 402.659 C27 H46 O2 CC(CCCC(C)CCCC(C)C)CCCC(C)=CCc1(c(O)c(C)cc(O)c1) LIGAND-CPD:C15882 RXN-2541 homogentisate + phytyl diphosphate = 2-methyl-6-phytyl-1,4-benzoquinone + CO2 + diphosphate vitamin E biosynthesis
H-Gcv-protein-(dihydrolipoyl)lysine Gcv*B2904*GcvH C8 H15 O1 |Apo-GcvH|1 S2 PFAM:PF01597 1.8.1.4 H-Gcv-protein-(dihydrolipoyl)lysine + NAD+ = H-Gcv-protein-(lipoyl)lysine + NADH + H+ glycine cleavage complex
H-Gcv-protein-(dihydrolipoyl)lysine Gcv*B2904*GcvH C8 H15 O1 |Apo-GcvH|1 S2 PFAM:PF01597 2.1.2.10 H-protein-S-(aminomethyldihydrolipoyl)lysine + tetrahydrofolate = H-Gcv-protein-(dihydrolipoyl)lysine + 5,10-methylene-THF + ammonia glycine cleavage complex
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(CC(=O)NCCSC(=O)C=Cc1(cc(O)c(O)cc1))NC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = feruloyl-CoA + S-adenosyl-L-homocysteine phenylpropanoid biosynthesis
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(CC(=O)NCCSC(=O)C=Cc1(cc(O)c(O)cc1))NC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) 3.1.2.- caffeoylshikimate + coenzyme A = caffeoyl-CoA + shikimate phenylpropanoid biosynthesis
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(CC(=O)NCCSC(=O)C=Cc1(cc(O)c(O)cc1))NC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) 3.1.2.- caffeoylquinate + coenzyme A = caffeoyl-CoA + quinate phenylpropanoid biosynthesis
tRNAlys TRNA(LYS) LIGAND-CPD:C01646 6.1.1.6 tRNAlys + L-lysine + ATP = L-lysyl-tRNAlys + diphosphate + AMP tRNA charging pathway
glycerol 1,2,3-trihydroxypropane*glycerin*1,2,3-trihydroxypropanol 92.094 C3 H8 O3 C(O)C(O)CO LIGAND-CPD:C00116*CAS:56-81-5 2.7.1.30 glycerol + ATP = sn-glycerol-3-phosphate + ADP glycerol degradation IV
glycerol 1,2,3-trihydroxypropane*glycerin*1,2,3-trihydroxypropanol 92.094 C3 H8 O3 C(O)C(O)CO LIGAND-CPD:C00116*CAS:56-81-5 3.1.1.23 H2O + 1-monoacylglycerol = a fatty acid + glycerol triacylglycerol degradation
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.4.2.7 5-phosphoribosyl 1-pyrophosphate + adenine = AMP + diphosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.4.2.7 5-phosphoribosyl 1-pyrophosphate + adenine = AMP + diphosphate salvage pathways of purine nucleosides II (plant)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 3.1.3.5 AMP + H2O = adenosine + phosphate salvage pathways of purine nucleosides II (plant)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia salvage pathways of purine nucleosides II (plant)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia purine degradation I (aerobic)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 1.8.4.9 adenosine 5'-phosphosulfate + 2 glutathione = sulfite + AMP + glutathione disulfide sulfate reduction II (assimilatory)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 3.2.2.4 AMP + H2O = D-ribose-5-phosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.18 tRNAgln + L-glutamine + ATP = L-glutaminyl-tRNAgln + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.9 tRNAval + L-valine + ATP = L-valyl-tRNAval + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.7 tRNAala + L-alanine + ATP = L-alanyl-tRNAala + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.1 L-tyrosine + tRNAtyr + ATP = L-tyrosyl-tRNAtyr + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.2 ATP + tRNAtrp + L-tryptophan = AMP + diphosphate + L-tryptophanyl-tRNAtrp tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.15 L-proline + tRNApro + ATP = L-prolyl-tRNApro + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.10 tRNAmet + L-methionine + ATP = L-methionyl-tRNAmet + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.20 octanoate + acyl carrier protein + ATP = octanoyl-ACP + AMP + diphosphate lipoate biosynthesis and incorporation I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tetrapyrrole biosynthesis I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP pyridine nucleotide cycling (plants)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ pyridine nucleotide cycling (plants)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP glycolysis I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP gluconeogenesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 4.3.2.2 adenylo-succinate = fumarate + AMP purine nucleotides de novo biosynthesis II
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + diphosphate + AMP phenylpropanoid biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + diphosphate + AMP flavonoid biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP salvage pathways of purine nucleosides II (plant)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP purine nucleotides de novo biosynthesis II
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.6 tRNAlys + L-lysine + ATP = L-lysyl-tRNAlys + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP oxidative ethanol degradation III
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP acetate conversion to acetyl-CoA
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.14 tRNAgly + glycine + ATP = glycyl-tRNAgly + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.3 tRNAthr + L-threonine + ATP = L-threonyl-tRNAthr + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.3 coenzyme A + a fatty acid + ATP = an acyl-CoA + diphosphate + AMP fatty acid beta-oxidation II (core pathway)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.1.20 adenosine + ATP = AMP + ADP salvage pathways of purine nucleosides II (plant)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.5.4 L-glutamine + L-aspartate + ATP + H2O = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP PRPP biosynthesis I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.11 tRNAser + L-serine + ATP = L-seryl-tRNAser + diphosphate + AMP tRNA charging pathway
a 1,4-beta-D-glucan (1,4-β-D-glucosyl)(n)*(1,4-β-D-glucosyl)(n+1)*(1,4-β-D-glucosyl)(n-1) CAS:9004-34-6 2.4.1.12 UDP-D-glucose + (1,4-beta-D-glucosyl)(n) = UDP + (1,4-beta-D-glucosyl)(n+1) cellulose biosynthesis
phosphoadenosine-5'-phosphosulfate PAPS*phosphoadenosine phosphosulfate*3'-phosphoadenosine-5'-phosphosulfate*3'-phosphoadenylyl-sulfate 507.262 C10 H15 N5 O13 P2 S1 [CH]1(O[CH](C(C(O)1)OP(=O)(O)O)COP(O)(=O)OS(O)(=O)=O)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00053*CAS:482-67-7 2.7.1.25 adenosine 5'-phosphosulfate + ATP = phosphoadenosine-5'-phosphosulfate + ADP sulfate activation for sulfonation
L-tryptophanyl-tRNAtrp L-TRYPTOPHANYL-TRNA(TRP) LIGAND-CPD:C03512 6.1.1.2 ATP + tRNAtrp + L-tryptophan = AMP + diphosphate + L-tryptophanyl-tRNAtrp tRNA charging pathway
GA19 gibberellin A19*gibberellin A19*GA19 362.422 C20 H26 O6 CC1([CH]4(C(CCC1)(C=O)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA19 + O2 + 2-ketoglutarate = GA20 + 2 CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
GA19 gibberellin A19*gibberellin A19*GA19 362.422 C20 H26 O6 CC1([CH]4(C(CCC1)(C=O)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA19 + O2 + 2-ketoglutarate = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA19 gibberellin A19*gibberellin A19*GA19 362.422 C20 H26 O6 CC1([CH]4(C(CCC1)(C=O)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.12 GA44 + 2-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
feruloyl-CoA trans-feruloyl-CoA 943.705 C31 H44 N7 O19 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1(cc(OC)c(O)cc1))COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) PUBCHEM:656487*PUBCHEM:11966129*PUBCHEM:5280347*LIGAND-CPD:C00406 1.2.1.44 feruloyl-CoA + NADPH = coniferyl aldehyde + NADP+ + coenzyme A phenylpropanoid biosynthesis
feruloyl-CoA trans-feruloyl-CoA 943.705 C31 H44 N7 O19 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1(cc(OC)c(O)cc1))COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) PUBCHEM:656487*PUBCHEM:11966129*PUBCHEM:5280347*LIGAND-CPD:C00406 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = feruloyl-CoA + S-adenosyl-L-homocysteine phenylpropanoid biosynthesis
L-prolyl-tRNApro L-PROLYL-TRNA(PRO) LIGAND-CPD:C02702 6.1.1.15 L-proline + tRNApro + ATP = L-prolyl-tRNApro + diphosphate + AMP tRNA charging pathway
2-phosphoglycolate 2-P-glycolate*phosphoglycolate*Phosphoglycolic acid 156.032 C2 H5 O6 P1 C(C(=O)O)OP(=O)(O)O LIGAND-CPD:C00988 3.1.3.18 H2O + 2-phosphoglycolate = glycolate + phosphate photorespiration
2-phosphoglycolate 2-P-glycolate*phosphoglycolate*Phosphoglycolic acid 156.032 C2 H5 O6 P1 C(C(=O)O)OP(=O)(O)O LIGAND-CPD:C00988 4.1.1.- D-ribulose-1,5-bisphosphate + O2 = 2-phosphoglycolate + 3-phosphoglycerate + 2 H+ photorespiration
S-lactoyl-glutathione S-D-lactoylglutathione*D-lactoylglutathione*(R)-S-lactoylglutathione 379.384 C13 H21 N3 O8 S1 C(O)(=O)C(N)CCC(=O)NC(CSC(=O)C(C)O)C(=O)NCC(=O)O CAS:59-85-8*LIGAND-CPD:C03451*CAS:25138-66-3 3.1.2.6 S-lactoyl-glutathione + H2O = glutathione + D-lactate methylglyoxal degradation I
S-lactoyl-glutathione S-D-lactoylglutathione*D-lactoylglutathione*(R)-S-lactoylglutathione 379.384 C13 H21 N3 O8 S1 C(O)(=O)C(N)CCC(=O)NC(CSC(=O)C(C)O)C(=O)NCC(=O)O CAS:59-85-8*LIGAND-CPD:C03451*CAS:25138-66-3 4.4.1.5 methylglyoxal + glutathione = S-lactoyl-glutathione methylglyoxal degradation I
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(O)C(O)C(O)C(O1)C(=O)O)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 4.1.1.35 UDP-D-glucuronate = UDP-D-xylose + CO2 UDP-D-xylose biosynthesis
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(O)C(O)C(O)C(O1)C(=O)O)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 5.1.3.6 UDP-D-glucuronate = UDP-D-galacturonate UDP-D-galacturonate biosynthesis I (from UDP-D-glucuronate)
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(O)C(O)C(O)C(O1)C(=O)O)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 4.1.1.- UDP-D-glucuronate = UDP-D-apiose + CO2 UDP-D-apiose biosynthesis (from UDP-D-glucuronate)
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(O)C(O)C(O)C(O1)C(=O)O)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH UDP-D-xylose biosynthesis
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(O)C(O)C(O)C(O1)C(=O)O)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH galactose degradation II
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(O)C(O)C(O)C(O1)C(=O)O)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 2.7.7.44 alpha-D-glucuronate 1-phosphate + UTP = UDP-D-glucuronate + diphosphate UDP-D-glucuronate biosynthesis (from myo-inositol)
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND-CPD:C00065*CAS:56-45-1 6.1.1.11 tRNAser + L-serine + ATP = L-seryl-tRNAser + diphosphate + AMP tRNA charging pathway
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O glycine biosynthesis I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O photorespiration
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O folate polyglutamylation I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O formylTHF biosynthesis II
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.3.1.50 L-serine + palmitoyl CoA = CO2 + 3-dehydrosphinganine + coenzyme A sphingolipid biosynthesis (plants)
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND-CPD:C00065*CAS:56-45-1 4.1.1.- L-serine = ethanolamine + CO2 choline biosynthesis I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A cysteine biosynthesis I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.7.8.8 a CDP-diacylglycerol + L-serine = CMP + an L-1-phosphatidylserine phosphatidyl-ethanolamine biosynthesis
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND-CPD:C00065*CAS:56-45-1 4.2.1.20 indole + L-serine = L-tryptophan + H2O tryptophan biosynthesis
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND-CPD:C00065*CAS:56-45-1 RXN-974 L-serine + 2-ketoglutarate = L-glutamate + hydroxypyruvate photorespiration
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND-CPD:C00065*CAS:56-45-1 4.2.1.22 L-homocysteine + L-serine = H2O + cystathionine homocysteine and cysteine interconversion
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND-CPD:C00065*CAS:56-45-1 3.1.3.3 3-phospho-serine + H2O = L-serine + phosphate serine biosynthesis
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ salvage pathways of adenine, hypoxanthine, and their nucleosides
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ purine degradation I (aerobic)
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 3.2.2.1 xanthosine + H2O = xanthine + D-ribose salvage pathways of purine nucleosides II (plant)
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 3.2.2.1 xanthosine + H2O = xanthine + D-ribose purine degradation I (aerobic)
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ salvage pathways of purine nucleosides II (plant)
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ purine degradation I (aerobic)
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 3.5.4.3 H2O + guanine = ammonia + xanthine salvage pathways of purine nucleosides II (plant)
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 3.5.4.3 H2O + guanine = ammonia + xanthine purine degradation I (aerobic)
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 RXN0-902 hypoxanthine + H2O = 2 H+ + xanthine salvage pathways of adenine, hypoxanthine, and their nucleosides
acetoacetate 3-ketobutyrate*3-oxobutanate*oxobutyrate*acetoacetic acid*3-oxobutyric acid*3-oxobutanoic acid*diacetic acid*β-ketobutyric acid 102.09 C4 H6 O3 C(O)(=O)CC(=O)C LIGAND-CPD:C00164*CAS:541-50-4 4.1.3.4 3-hydroxy-3-methyl-glutaryl-CoA = acetoacetate + acetyl-CoA leucine degradation I
2-methyl-6-solanyl-1,4-benzoquinone 739.219 C52 H82 O2 CC(=CCCC(C)=CCCC(C)=CCC1(C(O)C(C)=CC(C=1)O))CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C 2.1.1.- 2-methyl-6-solanyl-1,4-benzoquinone + S-adenosyl-L-methionine = plastoquinone-9 + S-adenosyl-L-homocysteine plastoquinone biosynthesis
2-methyl-6-solanyl-1,4-benzoquinone 739.219 C52 H82 O2 CC(=CCCC(C)=CCCC(C)=CCC1(C(O)C(C)=CC(C=1)O))CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C RXN-2761 homogentisate + solanyl pyrophosphate = 2-methyl-6-solanyl-1,4-benzoquinone + CO2 + diphosphate plastoquinone biosynthesis
caffeoylshikimate 336.298 C16 H16 O8 C(=O)(O)C1(CC(C(O)C(C=1)O)OC(=O)C=CC2(C=C(O)C(O)=CC=2)) LIGAND-CPD:C10434 3.1.2.- caffeoylshikimate + coenzyme A = caffeoyl-CoA + shikimate phenylpropanoid biosynthesis
caffeoylshikimate 336.298 C16 H16 O8 C(=O)(O)C1(CC(C(O)C(C=1)O)OC(=O)C=CC2(C=C(O)C(O)=CC=2)) LIGAND-CPD:C10434 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O phenylpropanoid biosynthesis
tRNAasp TRNA(ASP) LIGAND-CPD:C01638 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + diphosphate + AMP tRNA charging pathway
reduced cytochrome c ferrocytochrome c 1.9.3.1 O2 + 4 reduced cytochrome c = 2 H2O + 4 oxidized cytochrome c aerobic respiration -- electron donor II
reduced cytochrome c ferrocytochrome c 1.3.2.3 2 oxidized cytochrome c + L-galactono-1,4-lactone = 2 reduced cytochrome c + L-ascorbate L-ascorbate biosynthesis I
reduced cytochrome c ferrocytochrome c 1.10.2.2 2 oxidized cytochrome c + UQH2 = 2 reduced cytochrome c + UQ aerobic respiration -- electron donor II
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP PRPP biosynthesis I
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (non-oxidative branch)
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate Calvin-Benson-Bassham cycle
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate Rubisco shunt
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate pentose phosphate pathway (non-oxidative branch)
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate Calvin-Benson-Bassham cycle
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate Rubisco shunt
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 3.2.2.4 AMP + H2O = D-ribose-5-phosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 3.2.2.14 nicotinamide mononucleotide + H2O = D-ribose-5-phosphate + nicotinamide pyridine nucleotide cycling (plants)
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 3.2.2.- nicotinate nucleotide + H2O = nicotinate + D-ribose-5-phosphate pyridine nucleotide cycling (plants)
sym-homospermidine 159.274 C(N)CCCNCCCCN LIGAND-CPD:C06366 2.5.1.45 putrescine + spermidine = 1,3-diaminopropane + sym-homospermidine homospermidine biosynthesis
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + 10-formyl-tetrahydrofolate folate polyglutamylation I
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + 10-formyl-tetrahydrofolate formylTHF biosynthesis II
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 DIOHBUTANONEPSYN-RXN D-ribulose-5-phosphate = 3,4-dihydroxy-2-butanone-4-P + formate flavin biosynthesis
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 3.5.4.25 3 H2O + GTP = diphosphate + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate + formate flavin biosynthesis
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 1.13.11.54 1,2-dihydroxy-3-keto-5-methylthiopentene + O2 = 2-oxo-4-methylthiobutanoate + formate methionine salvage pathway
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 3.1.2.12 S-formylglutathione + H2O = formate + glutathione formaldehyde oxidation II (glutathione-dependent)
D-mannose-6-phosphate mannose-6-phosphate*α-D-mannose-6-phosphate*α-D-mannose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00275*CAS:3672-15-9 5.3.1.8 fructose-6-phosphate = D-mannose-6-phosphate GDP-mannose biosynthesis II
D-mannose-6-phosphate mannose-6-phosphate*α-D-mannose-6-phosphate*α-D-mannose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00275*CAS:3672-15-9 5.4.2.8 D-mannose-6-phosphate = alpha-D-mannose 1-phosphate GDP-mannose biosynthesis II
D-mannose-6-phosphate mannose-6-phosphate*α-D-mannose-6-phosphate*α-D-mannose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00275*CAS:3672-15-9 RXN0-5216 2-O-(6-phospho-alpha-mannosyl)-D-glycerate + H2O = D-mannose-6-phosphate + D-glycerate 2-O-alpha-mannosyl-D-glycerate degradation
trehalose 6-phosphate α,α-trehalose 6-phosphate 422.279 C12 H23 O14 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(OC2(OC(CO)C(O)C(O)C(O)2)) LIGAND-CPD:C00689*CAS:4484-88-2 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis I
trehalose 6-phosphate α,α-trehalose 6-phosphate 422.279 C12 H23 O14 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(OC2(OC(CO)C(O)C(O)C(O)2)) LIGAND-CPD:C00689*CAS:4484-88-2 2.4.1.15 UDP-D-glucose + alpha-D-glucose 6-phosphate = UDP + trehalose 6-phosphate trehalose biosynthesis I
1-18:1-2-trans-16:1-phosphatidylglycerol 18:1-t16:1-PG*1-(9Z-octadecenoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 747.0 C40 H75 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 1-18:1-2-trans-16:1-phosphatidylglycerol = 1-18:2-2-trans-16:1-phosphatidylglycerol phospholipid desaturation
1-18:1-2-trans-16:1-phosphatidylglycerol 18:1-t16:1-PG*1-(9Z-octadecenoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 747.0 C40 H75 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 1-18:1-2-16:0-phosphatidylglycerol = 1-18:1-2-trans-16:1-phosphatidylglycerol phospholipid desaturation
5-phospho-beta-D-ribosyl-amine 5-phospho-β-D-ribosyl-amine*5-P-β-D-ribosyl-amine*PRA*5-phosphoribosylamine 229.126 C5 H12 N1 O7 P1 C(OP(O)(=O)O)[CH]1([CH](O)[CH](O)[CH](O1)N) LIGAND-CPD:C03090 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + diphosphate + L-glutamate purine nucleotides de novo biosynthesis II
5-phospho-beta-D-ribosyl-amine 5-phospho-β-D-ribosyl-amine*5-P-β-D-ribosyl-amine*PRA*5-phosphoribosylamine 229.126 C5 H12 N1 O7 P1 C(OP(O)(=O)O)[CH]1([CH](O)[CH](O)[CH](O1)N) LIGAND-CPD:C03090 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis II
(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 3135.549 C150 H250 N2 O62 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC8(OC(COC5(OC(COC3(C(C(O)C(O)C(O3)CO)OC4(OC(CO)C(O)C(O)C(O)4)))C(O)C(C(O)5)OC6(C(C(O)C(O)C(O6)CO)OC7(OC(CO)C(O)C(O)C(O)7))))C(O)C(C(O)8)OC9(C(C(O)C(O)C(O9)CO)OC10(C(C(O)C(O)C(O10)CO)OC11(OC(CO)C(O)C(O)C(O)11)))))) RXN-5470 (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 3135.549 C150 H250 N2 O62 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC8(OC(COC5(OC(COC3(C(C(O)C(O)C(O3)CO)OC4(OC(CO)C(O)C(O)C(O)4)))C(O)C(C(O)5)OC6(C(C(O)C(O)C(O6)CO)OC7(OC(CO)C(O)C(O)C(O)7))))C(O)C(C(O)8)OC9(C(C(O)C(O)C(O9)CO)OC10(C(C(O)C(O)C(O10)CO)OC11(OC(CO)C(O)C(O)C(O)11)))))) RXN-5469 (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
stachyose (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[(2R,3R,4S,5R,6R)-6-[(2S,3S,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxy-oxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol*α-D-Galp-(1->6)-α-D-Galp-(1->6)-α-D-Glcp-(1<->2)-β-D-Fruf 666.583 C24 H42 O21 C(O)C1(OC(CO)(C(O)C1O)OC2(OC(C(O)C(O)C2O)COC3(OC(C(O)C(O)C3O)COC4(C(O)C(O)C(O)C(O4)CO)))) LIGAND-CPD:C01613*CAS:10094-58-3 2.4.1.67 galactinol + raffinose = myo-inositol + stachyose stachyose biosynthesis
dephospho-CoA 3-dephospho-CoA*dephosphocoenzyme A 687.554 C21 H35 N7 O13 P2 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OCC1(OC(C(O)C1O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00882*CAS:3633-59-8 2.7.1.24 dephospho-CoA + ATP = coenzyme A + ADP coenzyme A biosynthesis
dephospho-CoA 3-dephospho-CoA*dephosphocoenzyme A 687.554 C21 H35 N7 O13 P2 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OCC1(OC(C(O)C1O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00882*CAS:3633-59-8 2.7.7.3 pantetheine 4'-phosphate + ATP = dephospho-CoA + diphosphate coenzyme A biosynthesis
UDP-sulfoquinovose UDP-6-sulfoquinovose 630.364 C15 H24 N2 O19 P2 S1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(OC(CS(=O)(O)=O)C(O)C(O)C3O))) RXN-1224 UDP-sulfoquinovose + a 1,2-diacylglycerol = sulfoquinovosyldiacylglycerol + UDP sulfolipid biosynthesis
UDP-sulfoquinovose UDP-6-sulfoquinovose 630.364 C15 H24 N2 O19 P2 S1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(OC(CS(=O)(O)=O)C(O)C(O)C3O))) 3.13.1.1 sulfite + UDP-D-glucose = UDP-sulfoquinovose + H2O sulfolipid biosynthesis
a 3-ketoacyl-CoA RCOCH2CO-CoA*3-oxoacyl-CoA*β-ketoacyl-CoA C24 H37 N7 O18 R1 P3 S1 1.1.1.35 NAD+ + a (3S)-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid beta-oxidation II (core pathway)
a 3-ketoacyl-CoA RCOCH2CO-CoA*3-oxoacyl-CoA*β-ketoacyl-CoA C24 H37 N7 O18 R1 P3 S1 2.3.1.16 a 3-ketoacyl-CoA + coenzyme A = an acyl-CoA + acetyl-CoA fatty acid beta-oxidation II (core pathway)
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis II
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides II (plant)
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine degradation I (aerobic)
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine nucleotides de novo biosynthesis II
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 3.1.3.5 inosine-5'-phosphate + H2O = inosine + phosphate salvage pathways of purine nucleosides II (plant)
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 3.1.3.5 inosine-5'-phosphate + H2O = inosine + phosphate purine degradation I (aerobic)
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 3.5.4.10 phosphoribosyl-formamido-carboxamide = inosine-5'-phosphate + H2O purine nucleotides de novo biosynthesis II
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = diphosphate + inosine-5'-phosphate salvage pathways of purine nucleosides II (plant)
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 HYPXPRIBOSYLTRAN-RXN 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = inosine-5'-phosphate + diphosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 2.7.1.73 inosine + ATP = inosine-5'-phosphate + ADP salvage pathways of adenine, hypoxanthine, and their nucleosides
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 2.7.1.73 inosine + ATP = inosine-5'-phosphate + ADP salvage pathways of purine nucleosides II (plant)
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia salvage pathways of purine nucleosides II (plant)
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia purine degradation I (aerobic)
protoporphyrin IX protoporphyrin 562.667 C34 H34 N4 O4 Cc5(c(CCC(=O)O)c4(C=C1(N=C(C(C)=C1CCC(=O)O)C=c2(nc(c(c2C)C=C)=CC3(=NC(C(=C3C)C=C)=Cc(n4)5))))) LIGAND-CPD:C02191*CAS:553-12-8 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + phosphate + ADP + 2 H+ chlorophyllide a biosynthesis I
protoporphyrin IX protoporphyrin 562.667 C34 H34 N4 O4 Cc5(c(CCC(=O)O)c4(C=C1(N=C(C(C)=C1CCC(=O)O)C=c2(nc(c(c2C)C=C)=CC3(=NC(C(=C3C)C=C)=Cc(n4)5))))) LIGAND-CPD:C02191*CAS:553-12-8 1.3.3.4 protoporphyrinogen IX + 1.5 O2 = protoporphyrin IX + 3 H2O heme biosynthesis from uroporphyrinogen I
protoporphyrin IX protoporphyrin 562.667 C34 H34 N4 O4 Cc5(c(CCC(=O)O)c4(C=C1(N=C(C(C)=C1CCC(=O)O)C=c2(nc(c(c2C)C=C)=CC3(=NC(C(=C3C)C=C)=Cc(n4)5))))) LIGAND-CPD:C02191*CAS:553-12-8 1.3.3.4 protoporphyrinogen IX + 1.5 O2 = protoporphyrin IX + 3 H2O chlorophyllide a biosynthesis I
a non-lipoylated apo domain apo-domain RXN0-947 octanoyl-ACP + a non-lipoylated apo domain = an octanoylated domain + acyl carrier protein lipoate biosynthesis and incorporation I
NAD(P)H 2.016 1.5.1.1 delta-(1)-pyrroline 2-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ proline biosynthesis IV
2,3-dihydroxy-isovalerate 2,3-dihydroxy-3-methylbutanoate*(R)-2,3-dihydroxy-3-methylbutanoate*α,β-dihydroxy-isovalerate 134.132 C5 H10 O4 CC(C)(O)C(O)C(O)=O LIGAND-CPD:C04272 1.1.1.86 2-acetolactate + NADPH + H+ = 2,3-dihydroxy-isovalerate + NADP+ valine biosynthesis
2,3-dihydroxy-isovalerate 2,3-dihydroxy-3-methylbutanoate*(R)-2,3-dihydroxy-3-methylbutanoate*α,β-dihydroxy-isovalerate 134.132 C5 H10 O4 CC(C)(O)C(O)C(O)=O LIGAND-CPD:C04272 4.2.1.9 2,3-dihydroxy-isovalerate = 2-keto-isovalerate + H2O valine biosynthesis
mevalonate-5P (R)-5-Phosphomevalonic acid*mevalonate-5-phosphate*(R)-5-Phosphomevalonate*(R)-Mevalonic acid 5-phosphate*(R)-5-Phosphomevaloonic acid*mevalonate-5-P*mevalonate-P*P-mevalonate*5-phosphomevalonate 228.138 C6 H13 O7 P1 CC(O)(CC(O)=O)CCOP(O)(O)=O LIGAND-CPD:C01107*CAS:73566-35-5 2.7.4.2 mevalonate-5P + ATP = mevalonate-5-PP + ADP mevalonate pathway
mevalonate-5P (R)-5-Phosphomevalonic acid*mevalonate-5-phosphate*(R)-5-Phosphomevalonate*(R)-Mevalonic acid 5-phosphate*(R)-5-Phosphomevaloonic acid*mevalonate-5-P*mevalonate-P*P-mevalonate*5-phosphomevalonate 228.138 C6 H13 O7 P1 CC(O)(CC(O)=O)CCOP(O)(O)=O LIGAND-CPD:C01107*CAS:73566-35-5 2.7.1.36 (R)-mevalonate + ATP = mevalonate-5P + ADP mevalonate pathway
GA53 gibberellin A53*gibberellin A53*GA53 348.438 C20 H28 O5 CC1([CH]4(C(CCC1)(C)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C06094 1.14.11.- GA53 + O2 + 2-ketoglutarate = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
GA53 gibberellin A53*gibberellin A53*GA53 348.438 C20 H28 O5 CC1([CH]4(C(CCC1)(C)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C06094 RXN1F-143 GA12 + O2 = GA53 + H2O gibberellin biosynthesis III (early C-13 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.52 L-glutamate + 3-phospho-hydroxypyruvate = 3-phospho-serine + 2-ketoglutarate serine biosynthesis
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.9 naringenin + O2 + 2-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.1 L-aspartate + 2-ketoglutarate = L-glutamate + oxaloacetate aspartate degradation I
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.1 L-aspartate + 2-ketoglutarate = L-glutamate + oxaloacetate aspartate biosynthesis
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.19 2-ketoglutarate + 4-aminobutyrate = L-glutamate + succinate semialdehyde glutamate degradation III (via 4-aminobutyrate)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.2 2-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine biosynthesis II
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.2 2-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine degradation II (to D-lactate)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 2OXOGLUTARATEDEH-RXN 2-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-leucine + 2-ketoglutarate = L-glutamate + 2-ketoisocaproate leucine degradation I
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-leucine + 2-ketoglutarate = L-glutamate + 2-ketoisocaproate leucine biosynthesis
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-glutamate + 2-keto-3-methyl-valerate = L-isoleucine + 2-ketoglutarate isoleucine biosynthesis from threonine
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-glutamate + 2-keto-isovalerate = L-valine + 2-ketoglutarate valine biosynthesis
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.2.4.2 2-ketoglutarate + dihydrolipoyltranssuccinylase N6-(lipoyl)lysine = dihydrolipoyltranssuccinylase N6-(S-succinyldihydrolipoyl)lysine + CO2 2-ketoglutarate dehydrogenase complex
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA24 + O2 + 2-ketoglutarate = GA25 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA19 + O2 + 2-ketoglutarate = GA20 + 2 CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.12 GA44 + 2-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA53 + O2 + 2-ketoglutarate = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA24 + O2 + 2-ketoglutarate = GA9 + 2 CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA15 + 2-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA12 + O2 + 2-ketoglutarate = GA15 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA19 + O2 + 2-ketoglutarate = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA36 + O2 + 2-ketoglutarate = GA4 + succinate + 2 CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA37 + 2-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA14 + O2 + 2-ketoglutarate = GA37 + CO2 + succinate gibberellin biosynthesis II (early C-3 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.13 L-ornithine + 2-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde proline biosynthesis V (from arginine)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA15 + 2-ketoglutarate + O2 = GA37 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA12 + 2-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA44 + 2-ketoglutarate + O2 = GA38 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.15 GA20 + 2-ketoglutarate + O2 = GA1 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA9 + 2-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA25 + 2-ketoglutarate + O2 = GA13 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA24 + 2-ketoglutarate + O2 = GA36 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.4 L-glutamate + glyoxylate = 2-ketoglutarate + glycine photorespiration
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 RXN-974 L-serine + 2-ketoglutarate = L-glutamate + hydroxypyruvate photorespiration
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.79 prephenate + L-glutamate = L-arogenate + 2-ketoglutarate phenylalanine biosynthesis II
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 RXN-8953 GDP-4-dehydro-6-deoxy-D-mannose + L-glutamate + H2O = GDP-D-perosamine + 2-ketoglutarate GDP-alpha-D-perosamine biosynthesis
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.9 imidazole acetol-phosphate + L-glutamate = L-histidinol-phosphate + 2-ketoglutarate histidine biosynthesis I
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.- tetrahydrodipicolinate + L-glutamate + H2O = L,L-diaminopimelate + 2-ketoglutarate lysine biosynthesis VI
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.4.7.1 2 a reduced ferredoxin + 2-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate glutamate biosynthesis V
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.4.7.1 2 a reduced ferredoxin + 2-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate ammonia assimilation cycle II
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.4.1.3 NAD(P)+ + H2O + L-glutamate = ammonia + NAD(P)H + 2-ketoglutarate glutamate biosynthesis II
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.4.1.3 NAD(P)+ + H2O + L-glutamate = ammonia + NAD(P)H + 2-ketoglutarate glutamate degradation X
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + 2-ketoglutarate alanine degradation II (to D-lactate)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + 2-ketoglutarate glutamate degradation I
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.4.1.4 ammonia + 2-ketoglutarate + NADPH = L-glutamate + H2O + NADP+ glutamate biosynthesis III
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.4.1.4 ammonia + 2-ketoglutarate + NADPH = L-glutamate + H2O + NADP+ nitrate reduction V (assimilatory)
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.4.1.14 NADH + 2-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate ammonia assimilation cycle II
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.4.1.14 NADH + 2-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate glutamate biosynthesis IV
2-ketoglutarate 2-ketoglutarate*ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*α-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O PUBCHEM:51*LIGAND-CPD:C00026*CHEBI:30915*LIGAND-CPD:C00026*CAS:328-50-7 1.1.1.42 D-isocitrate + D-isocitrate + NADP+ = 2-ketoglutarate + CO2 + NADPH TCA cycle
chorismate chorismic acid 224.17 C10 H10 O6 C=C(C(O)=O)OC1(C(O)C=CC(=C1)C(O)=O) CAS:55508-12-8*LIGAND-CPD:C00251 4.1.3.27 chorismate + L-glutamine = L-glutamate + anthranilate + pyruvate tryptophan biosynthesis
chorismate chorismic acid 224.17 C10 H10 O6 C=C(C(O)=O)OC1(C(O)C=CC(=C1)C(O)=O) CAS:55508-12-8*LIGAND-CPD:C00251 5.4.99.5 chorismate = prephenate phenylalanine biosynthesis II
chorismate chorismic acid 224.17 C10 H10 O6 C=C(C(O)=O)OC1(C(O)C=CC(=C1)C(O)=O) CAS:55508-12-8*LIGAND-CPD:C00251 4.2.3.5 5-enolpyruvyl-shikimate-3-phosphate = phosphate + chorismate chorismate biosynthesis
linoleate cis,cis-9,12-octadecadienoate*9-cis,12-cis-octadecadienoate*linoleic acid*linoleate*9,12-linoleic acid*(9Z,12Z)-octadeca-9,12-dienoate 280.45 C18 H32 O2 CCCCCC=CCC=CCCCCCCCC(=O)O LIGAND-CPD:C01595*NCI:281243*CAS:60-33-3 1.13.11.12 linoleate + O2 = 13-HPOD divinyl ether biosynthesis II (13-LOX)
linoleate cis,cis-9,12-octadecadienoate*9-cis,12-cis-octadecadienoate*linoleic acid*linoleate*9,12-linoleic acid*(9Z,12Z)-octadeca-9,12-dienoate 280.45 C18 H32 O2 CCCCCC=CCC=CCCCCCCCC(=O)O LIGAND-CPD:C01595*NCI:281243*CAS:60-33-3 1.13.11.12 linoleate + O2 = 13-HPOD 13-LOX and 13-HPL pathway
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 2.1.3.3 citrulline + phosphate = L-ornithine + carbamoyl-phosphate citrulline degradation
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 2.1.3.3 citrulline + phosphate = L-ornithine + carbamoyl-phosphate proline biosynthesis V (from arginine)
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 2.7.2.2 carbamoyl-phosphate + ADP = ammonia + CO2 + ATP citrulline degradation
2-C-methyl-D-erythritol-2,4-cyclodiphosphate ME-2,4cPP 278.092 C5 H12 O9 P2 CC1(CO)(C(O)COP(=O)(O)OP(O)(O1)=O) LIGAND-CPD:C11453 4.6.1.12 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol = 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + CMP methylerythritol phosphate pathway
2-C-methyl-D-erythritol-2,4-cyclodiphosphate ME-2,4cPP 278.092 C5 H12 O9 P2 CC1(CO)(C(O)COP(=O)(O)OP(O)(O1)=O) LIGAND-CPD:C11453 1.17.4.3 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + a protein dithiol = 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H2O + a protein disulfide methylerythritol phosphate pathway
a 1,4-alpha-D-glucan 1,4-α-D-glucan*amylose*β-amylase*(1,4-α-D-glucosyl)(n)*(1,4-α-D-glucosyl)(n+1)*(1,4-α-D-glucosyl)(n-1) 2.4.1.18 a 1,4-alpha-D-glucan = starch starch biosynthesis
a 1,4-alpha-D-glucan 1,4-α-D-glucan*amylose*β-amylase*(1,4-α-D-glucosyl)(n)*(1,4-α-D-glucosyl)(n+1)*(1,4-α-D-glucosyl)(n-1) 2.4.1.18 a 1,4-alpha-D-glucan = glycogen glycogen biosynthesis I (from ADP-D-Glucose)
a 1,4-alpha-D-glucan 1,4-α-D-glucan*amylose*β-amylase*(1,4-α-D-glucosyl)(n)*(1,4-α-D-glucosyl)(n+1)*(1,4-α-D-glucosyl)(n-1) 2.4.1.21 ADP-D-glucose + (1,4-alpha-D-glucosyl)(n) = ADP + (1,4-alpha-D-glucosyl)(n+1) glycogen biosynthesis I (from ADP-D-Glucose)
a 1,4-alpha-D-glucan 1,4-α-D-glucan*amylose*β-amylase*(1,4-α-D-glucosyl)(n)*(1,4-α-D-glucosyl)(n+1)*(1,4-α-D-glucosyl)(n-1) 2.4.1.21 ADP-D-glucose + (1,4-alpha-D-glucosyl)(n) = ADP + (1,4-alpha-D-glucosyl)(n+1) starch biosynthesis
a 1,4-alpha-D-glucan 1,4-α-D-glucan*amylose*β-amylase*(1,4-α-D-glucosyl)(n)*(1,4-α-D-glucosyl)(n+1)*(1,4-α-D-glucosyl)(n-1) 3.2.1.2 (1,4-alpha-D-glucosyl)(n+1) + H2O = (1,4-alpha-D-glucosyl)(n-1) + alpha-maltose starch degradation
131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester 612.967 C35 H32 N4 O5 MG1 Cc6(c(C(=O)CC(=O)OC)c1(n7([Mg]35(n4(c(C=C2(C(C)=C(C(C=1)=N23)CCC(O)=O))c(C)c(C=C)c4C=C8(N5=C(C=c67)C(C=C)=C(C)8)))))) 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + 2 H2O chlorophyllide a biosynthesis I
131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester 612.967 C35 H32 N4 O5 MG1 Cc6(c(C(=O)CC(=O)OC)c1(n7([Mg]35(n4(c(C=C2(C(C)=C(C(C=1)=N23)CCC(O)=O))c(C)c(C=C)c4C=C8(N5=C(C=c67)C(C=C)=C(C)8)))))) 1.14.13.81 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + 2 H2O chlorophyllide a biosynthesis I
tetrahydrodipicolinate 2,3,4,5-Tetrahydrodipicolinate*L-2,3,4,5-tetrahydrodipicolinate*Δ1-piperideine-2,6-dicarboxylate*(S)-2,3,4,5-tetrahydropyridine-2,6-dicarboxylate 171.152 C7 H9 N1 O4 C(O)(=O)C1(=NC(C(=O)O)CCC1) CAS:52-52-8*PUBCHEM:440179*LIGAND-CPD:C03972 2.6.1.- tetrahydrodipicolinate + L-glutamate + H2O = L,L-diaminopimelate + 2-ketoglutarate lysine biosynthesis VI
tetrahydrodipicolinate 2,3,4,5-Tetrahydrodipicolinate*L-2,3,4,5-tetrahydrodipicolinate*Δ1-piperideine-2,6-dicarboxylate*(S)-2,3,4,5-tetrahydropyridine-2,6-dicarboxylate 171.152 C7 H9 N1 O4 C(O)(=O)C1(=NC(C(=O)O)CCC1) CAS:52-52-8*PUBCHEM:440179*LIGAND-CPD:C03972 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis VI
L-galactono-1,4-lactone L-galactono-γ-lactone 178.141 C6 H10 O6 C1(OC(C(O)CO)C(O)C(O)1)(=O) LIGAND-CPD:C01115*CAS:1668-08-2 1.3.2.3 2 oxidized cytochrome c + L-galactono-1,4-lactone = 2 reduced cytochrome c + L-ascorbate L-ascorbate biosynthesis I
L-galactono-1,4-lactone L-galactono-γ-lactone 178.141 C6 H10 O6 C1(OC(C(O)CO)C(O)C(O)1)(=O) LIGAND-CPD:C01115*CAS:1668-08-2 1.1.1.- L-galactose + NAD+ = L-galactono-1,4-lactone + NADH L-ascorbate biosynthesis I
(mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->3)-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2649.123 C132 H220 N2 O47 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC4(C(O)C(C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5)))OC6(C(C(O)C(O)C(O6)CO)OC7(C(C(O)C(O)C(O7)CO)OC8(OC(CO)C(O)C(O)C(O)8)))))) RXN-5467 (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->3)-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2649.123 C132 H220 N2 O47 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC4(C(O)C(C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5)))OC6(C(C(O)C(O)C(O6)CO)OC7(C(C(O)C(O)C(O7)CO)OC8(OC(CO)C(O)C(O)C(O)8)))))) RXN-5466 (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(O)=O PUBCHEM:439190*LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(O)=O PUBCHEM:439190*LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (non-oxidative branch)
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(O)=O PUBCHEM:439190*LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate Calvin-Benson-Bassham cycle
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(O)=O PUBCHEM:439190*LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate Rubisco shunt
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(O)=O PUBCHEM:439190*LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(O)=O PUBCHEM:439190*LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (non-oxidative branch)
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(O)=O PUBCHEM:439190*LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate Calvin-Benson-Bassham cycle
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(O)=O PUBCHEM:439190*LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate Rubisco shunt
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(O)=O PUBCHEM:439190*LIGAND-CPD:C00231*CAS:60802-29-1 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate pentose phosphate pathway (partial)
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(O)=O PUBCHEM:439190*LIGAND-CPD:C00231*CAS:60802-29-1 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate pentose phosphate pathway (non-oxidative branch)
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(O)=O PUBCHEM:439190*LIGAND-CPD:C00231*CAS:60802-29-1 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate Calvin-Benson-Bassham cycle
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(O)=O PUBCHEM:439190*LIGAND-CPD:C00231*CAS:60802-29-1 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate Rubisco shunt
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 2.4.2.- phosphoribulosylformimino-AICAR-P + L-glutamine = L-glutamate + D-erythro-imidazole-glycerol-phosphate + aminoimidazole carboxamide ribonucleotide histidine biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.4 L-glutamine + L-aspartate + ATP + H2O = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.4.2 ATP + UTP + L-glutamine + H2O = ADP + phosphate + CTP + L-glutamate pyrimidine ribonucleotides interconversion
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 4.1.3.27 chorismate + L-glutamine = L-glutamate + anthranilate + pyruvate tryptophan biosynthesis
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP purine nucleotides de novo biosynthesis II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = L-glutamate + ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine purine nucleotides de novo biosynthesis II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ pyridine nucleotide cycling (plants)
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 6.1.1.18 tRNAgln + L-glutamine + ATP = L-glutaminyl-tRNAgln + diphosphate + AMP tRNA charging pathway
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + diphosphate + L-glutamate purine nucleotides de novo biosynthesis II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 1.4.7.1 2 a reduced ferredoxin + 2-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate glutamate biosynthesis V
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 1.4.7.1 2 a reduced ferredoxin + 2-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate ammonia assimilation cycle II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 1.4.1.14 NADH + 2-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate ammonia assimilation cycle II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 1.4.1.14 NADH + 2-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate glutamate biosynthesis IV
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate glutamine biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate ammonia assimilation cycle II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(N)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate nitrate reduction V (assimilatory)
salicylate salicylic acid*o-hydroxybenzoic acid 138.123 C(O)(=O)c1(c(O)cccc1) LIGAND-CPD:C00805*CAS:69-72-7 1.14.13.- benzoate + NADPH + O2 = salicylate + NADP+ + H2O salicylate biosynthesis
salicylate salicylic acid*o-hydroxybenzoic acid 138.123 C(O)(=O)c1(c(O)cccc1) LIGAND-CPD:C00805*CAS:69-72-7 RXN-2009 salicyloyl-CoA + H2O = salicylate + coenzyme A salicylate biosynthesis
salicylate salicylic acid*o-hydroxybenzoic acid 138.123 C(O)(=O)c1(c(O)cccc1) LIGAND-CPD:C00805*CAS:69-72-7 RXN-1981 isochorismate = salicylate + pyruvate salicylate biosynthesis
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(O)C(=O)C(O)C(O)C(O)C(O)COP(=O)(O)O CHEBI:15721*PUBCHEM:165007*LIGAND-CPD:C00281*CAS:2646-35-7 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = fructose-6-phosphate + D-erythrose-4-phosphate pentose phosphate pathway (non-oxidative branch)
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(O)C(=O)C(O)C(O)C(O)C(O)COP(=O)(O)O CHEBI:15721*PUBCHEM:165007*LIGAND-CPD:C00281*CAS:2646-35-7 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = fructose-6-phosphate + D-erythrose-4-phosphate Rubisco shunt
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(O)C(=O)C(O)C(O)C(O)C(O)COP(=O)(O)O CHEBI:15721*PUBCHEM:165007*LIGAND-CPD:C00281*CAS:2646-35-7 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(O)C(=O)C(O)C(O)C(O)C(O)COP(=O)(O)O CHEBI:15721*PUBCHEM:165007*LIGAND-CPD:C00281*CAS:2646-35-7 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (non-oxidative branch)
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(O)C(=O)C(O)C(O)C(O)C(O)COP(=O)(O)O CHEBI:15721*PUBCHEM:165007*LIGAND-CPD:C00281*CAS:2646-35-7 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate Calvin-Benson-Bassham cycle
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(O)C(=O)C(O)C(O)C(O)C(O)COP(=O)(O)O CHEBI:15721*PUBCHEM:165007*LIGAND-CPD:C00281*CAS:2646-35-7 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate Rubisco shunt
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(O)C(=O)C(O)C(O)C(O)C(O)COP(=O)(O)O CHEBI:15721*PUBCHEM:165007*LIGAND-CPD:C00281*CAS:2646-35-7 3.1.3.37 H2O + D-sedoheptulose-1,7-bisphosphate = phosphate + D-sedoheptulose-7-phosphate Calvin-Benson-Bassham cycle
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 2.7.1.20 adenosine + ATP = AMP + ADP salvage pathways of purine nucleosides II (plant)
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 3.2.2.7 H2O + adenosine = D-ribose + adenine salvage pathways of purine nucleosides II (plant)
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 2.4.2.- ribose-1-phosphate + adenine = adenosine + phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 3.5.4.4 H2O + adenosine = ammonia + inosine salvage pathways of adenine, hypoxanthine, and their nucleosides
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 3.1.3.5 AMP + H2O = adenosine + phosphate salvage pathways of purine nucleosides II (plant)
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 3.3.1.1 S-adenosyl-L-homocysteine + H2O = L-homocysteine + adenosine methionine degradation I (to homocysteine)
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 3.3.1.1 S-adenosyl-L-homocysteine + H2O = L-homocysteine + adenosine S-adenosyl-L-methionine cycle
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 4.2.1.2 fumarate + H2O = malate TCA cycle
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH gluconeogenesis
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate gluconeogenesis
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate gluconeogenesis
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.99.16 an acceptor + malate -> a reduced acceptor + oxaloacetate TCA cycle
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 2.3.3.9 acetyl-CoA + H2O + glyoxylate = malate + coenzyme A glycolate and glyoxylate degradation II
(E,E)-farnesyl diphosphate (E,E)-farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*FPP*trans, trans-farnesyl diphosphate*farnesyl-PP*farnesyl pyrophosphate*2-trans,6-trans-farnesyl diphosphate*farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(=O)(O)O LIGAND-CPD:C00448*CAS:13058-04-3 2.5.1.29 isopentenyl diphosphate + (E,E)-farnesyl diphosphate = all-trans-geranyl-geranyl diphosphate + diphosphate octaprenyl diphosphate biosynthesis
(E,E)-farnesyl diphosphate (E,E)-farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*FPP*trans, trans-farnesyl diphosphate*farnesyl-PP*farnesyl pyrophosphate*2-trans,6-trans-farnesyl diphosphate*farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(=O)(O)O LIGAND-CPD:C00448*CAS:13058-04-3 2.5.1.29 isopentenyl diphosphate + (E,E)-farnesyl diphosphate = all-trans-geranyl-geranyl diphosphate + diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
(E,E)-farnesyl diphosphate (E,E)-farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*FPP*trans, trans-farnesyl diphosphate*farnesyl-PP*farnesyl pyrophosphate*2-trans,6-trans-farnesyl diphosphate*farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(=O)(O)O LIGAND-CPD:C00448*CAS:13058-04-3 2.5.1.10 geranyl-diphosphate + isopentenyl diphosphate = diphosphate + (E,E)-farnesyl diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
(E,E)-farnesyl diphosphate (E,E)-farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*FPP*trans, trans-farnesyl diphosphate*farnesyl-PP*farnesyl pyrophosphate*2-trans,6-trans-farnesyl diphosphate*farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(=O)(O)O LIGAND-CPD:C00448*CAS:13058-04-3 2.5.1.10 geranyl-diphosphate + isopentenyl diphosphate = diphosphate + (E,E)-farnesyl diphosphate trans,trans-farnesyl diphosphate biosynthesis
L-tyrosyl-tRNAtyr L-TYROSYL-TRNA(TYR) LIGAND-CPD:C02839 6.1.1.1 L-tyrosine + tRNAtyr + ATP = L-tyrosyl-tRNAtyr + diphosphate + AMP tRNA charging pathway
tyramine tyrosamine*4-(2-Aminoethyl)phenol*p-Hydroxyphenethylamine*2-(p-Hydroxyphenyl)ethylamine 137.181 C(N)Cc1(ccc(O)cc1) CAS:51-67-2*LIGAND-CPD:C00483*PUBCHEM:5610 2.3.1.110 feruloyl-CoA + tyramine = feruloyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
tyramine tyrosamine*4-(2-Aminoethyl)phenol*p-Hydroxyphenethylamine*2-(p-Hydroxyphenyl)ethylamine 137.181 C(N)Cc1(ccc(O)cc1) CAS:51-67-2*LIGAND-CPD:C00483*PUBCHEM:5610 2.3.1.110 tyramine + (E)-cinnamoyl-CoA = cinnamoyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
tyramine tyrosamine*4-(2-Aminoethyl)phenol*p-Hydroxyphenethylamine*2-(p-Hydroxyphenyl)ethylamine 137.181 C(N)Cc1(ccc(O)cc1) CAS:51-67-2*LIGAND-CPD:C00483*PUBCHEM:5610 2.3.1.110 tyramine + sinapoyl-CoA = sinapoyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
tyramine tyrosamine*4-(2-Aminoethyl)phenol*p-Hydroxyphenethylamine*2-(p-Hydroxyphenyl)ethylamine 137.181 C(N)Cc1(ccc(O)cc1) CAS:51-67-2*LIGAND-CPD:C00483*PUBCHEM:5610 2.3.1.110 4-coumaroyl-CoA + tyramine = p-coumaroyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
tyramine tyrosamine*4-(2-Aminoethyl)phenol*p-Hydroxyphenethylamine*2-(p-Hydroxyphenyl)ethylamine 137.181 C(N)Cc1(ccc(O)cc1) CAS:51-67-2*LIGAND-CPD:C00483*PUBCHEM:5610 4.1.1.25 L-tyrosine = CO2 + tyramine hydroxycinnamic acid tyramine amides biosynthesis
cis-3-hexenal 98.144 C6 H10 O1 C(=O)CC=CCC LIGAND-CPD:C16310*CAS:6789-80-6 RXN-1347 cis-3-hexenal = cis-3-hexenol 13-LOX and 13-HPL pathway
cis-3-hexenal 98.144 C6 H10 O1 C(=O)CC=CCC LIGAND-CPD:C16310*CAS:6789-80-6 RXN-1346 cis-3-hexenal = trans-2-hexenal 13-LOX and 13-HPL pathway
cis-3-hexenal 98.144 C6 H10 O1 C(=O)CC=CCC LIGAND-CPD:C16310*CAS:6789-80-6 RXN-1345 13-HPOT = 12-oxo-cis-9-dodecenoate + cis-3-hexenal 13-LOX and 13-HPL pathway
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(OP(O)(=O)O)C(O)C(O)C=O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(OP(O)(=O)O)C(O)C(O)C=O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (non-oxidative branch)
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(OP(O)(=O)O)C(O)C(O)C=O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate Calvin-Benson-Bassham cycle
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(OP(O)(=O)O)C(O)C(O)C=O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate Rubisco shunt
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(OP(O)(=O)O)C(O)C(O)C=O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 2.5.1.54 phosphoenolpyruvate + D-erythrose-4-phosphate + H2O = 3-deoxy-D-arabino-heptulosonate-7-phosphate + phosphate chorismate biosynthesis
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(OP(O)(=O)O)C(O)C(O)C=O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 4.1.2.- dihydroxy-acetone phosphate + D-erythrose-4-phosphate = D-sedoheptulose-1,7-bisphosphate Calvin-Benson-Bassham cycle
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(OP(O)(=O)O)C(O)C(O)C=O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = fructose-6-phosphate + D-erythrose-4-phosphate pentose phosphate pathway (non-oxidative branch)
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(OP(O)(=O)O)C(O)C(O)C=O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = fructose-6-phosphate + D-erythrose-4-phosphate Rubisco shunt
5-amino-6-(5'-phosphoribosylamino)uracil 5-amino-6-(ribosylamino)-2,4-(1H,3H)-pyrimidinedione 5'-phosphate 354.213 C9 H15 N4 O9 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)Nc2(c(N)c(=O)[nH]c([nH]2)=O)) LIGAND-CPD:C01268 1.1.1.193 5-amino-6-(5'-phosphoribosylamino)uracil + NADPH + H+ = 5-amino-6-(5'-phosphoribitylamino)uracil + NADP+ flavin biosynthesis
5-amino-6-(5'-phosphoribosylamino)uracil 5-amino-6-(ribosylamino)-2,4-(1H,3H)-pyrimidinedione 5'-phosphate 354.213 C9 H15 N4 O9 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)Nc2(c(N)c(=O)[nH]c([nH]2)=O)) LIGAND-CPD:C01268 3.5.4.26 H2O + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate = 5-amino-6-(5'-phosphoribosylamino)uracil + ammonia flavin biosynthesis
(N-acetylglucosaminyl)2-diphosphodolichol chitobiosyldiphosphodolichol*N,N'-diacetylchitobiosyldiphosphodolichol*{N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 1676.271 C96 H160 N2 O17 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(C(NC(C)=O)C(O)C(O)C(O2)CO)) 2.4.1.142 (N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
(N-acetylglucosaminyl)2-diphosphodolichol chitobiosyldiphosphodolichol*N,N'-diacetylchitobiosyldiphosphodolichol*{N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 1676.271 C96 H160 N2 O17 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(C(NC(C)=O)C(O)C(O)C(O2)CO)) 2.4.1.141 N-acetylglucosaminyl-diphosphodolichol + UDP-N-acetyl-D-glucosamine = (N-acetylglucosaminyl)2-diphosphodolichol + UDP dolichyl-diphosphooligosaccharide biosynthesis
dihydroxy-acetone phosphate dihydroxy-acetone phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxy-acetone-phosphate*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 RXN0-5257 sn-glycerol-3-phosphate = dihydroxy-acetone phosphate + 2 H+ + 2 e- sn-glycerol-3-phosphate + UQ = dihydroxy-acetone phosphate + UQH2
dihydroxy-acetone phosphate dihydroxy-acetone phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxy-acetone-phosphate*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 RXN0-5257 sn-glycerol-3-phosphate = dihydroxy-acetone phosphate + 2 H+ + 2 e- sn-glycerol-3-phosphate + UQ or MQ = dihydroxy-acetone phosphate + UQH2 or MQH2
dihydroxy-acetone phosphate dihydroxy-acetone phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxy-acetone-phosphate*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 4.1.2.- dihydroxy-acetone phosphate + D-erythrose-4-phosphate = D-sedoheptulose-1,7-bisphosphate Calvin-Benson-Bassham cycle
dihydroxy-acetone phosphate dihydroxy-acetone phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxy-acetone-phosphate*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 QUINOLINATE-SYNTHA-RXN iminoaspartate + dihydroxy-acetone phosphate = quinolinate + 2 H2O + phosphate NAD biosynthesis I (from aspartate)
dihydroxy-acetone phosphate dihydroxy-acetone phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxy-acetone-phosphate*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 1.1.1.94 dihydroxy-acetone phosphate + NAD(P)H + H+ = sn-glycerol-3-phosphate + NAD(P)+ CDP-diacylglycerol biosynthesis I
dihydroxy-acetone phosphate dihydroxy-acetone phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxy-acetone-phosphate*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 1.1.1.94 dihydroxy-acetone phosphate + NAD(P)H + H+ = sn-glycerol-3-phosphate + NAD(P)+ CDP-diacylglycerol biosynthesis
dihydroxy-acetone phosphate dihydroxy-acetone phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxy-acetone-phosphate*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 1.1.99.5 sn-glycerol-3-phosphate + FAD = dihydroxy-acetone phosphate + FADH2 glycerol degradation IV
dihydroxy-acetone phosphate dihydroxy-acetone phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxy-acetone-phosphate*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 1.1.99.5 sn-glycerol-3-phosphate + UQ8 = dihydroxy-acetone phosphate + ubiquinol-8 aerobic respiration -- electron donors reaction list
dihydroxy-acetone phosphate dihydroxy-acetone phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxy-acetone-phosphate*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone phosphate Calvin-Benson-Bassham cycle
dihydroxy-acetone phosphate dihydroxy-acetone phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxy-acetone-phosphate*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone phosphate glycolysis IV (plant cytosol)
dihydroxy-acetone phosphate dihydroxy-acetone phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxy-acetone-phosphate*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone phosphate glycolysis I
dihydroxy-acetone phosphate dihydroxy-acetone phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxy-acetone-phosphate*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone phosphate + D-glyceraldehyde-3-phosphate Calvin-Benson-Bassham cycle
dihydroxy-acetone phosphate dihydroxy-acetone phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxy-acetone-phosphate*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone phosphate + D-glyceraldehyde-3-phosphate glycolysis IV (plant cytosol)
dihydroxy-acetone phosphate dihydroxy-acetone phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxy-acetone-phosphate*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone phosphate + D-glyceraldehyde-3-phosphate glycolysis I
dihydroxy-acetone phosphate dihydroxy-acetone phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxy-acetone-phosphate*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone phosphate + D-glyceraldehyde-3-phosphate gluconeogenesis
acetone dimethylketone*2-propanone*propanone 58.08 C3 H6 O1 CC(C)=O LIGAND-CPD:C00207*CAS:67-64-1 1.14.13.102 marmesin + NADPH + H+ + O2 = psoralen + NADP+ + acetone + 2 H2O linear furanocoumarin biosynthesis
GA38 gibberellin A38*gibberellin A38*GA38 380.437 C20 H28 O7 CC1([CH]4(C(CCC(O)1)(CO)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA44 + 2-ketoglutarate + O2 = GA38 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
D-ribulose-1,5-bisphosphate ribulose 1,5-bisphosphate*D-ribulose-1,5-diphosphate*D-ribulose-1,5-P2 310.091 C5 H12 O11 P2 C(OP(=O)(O)O)C(O)C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C01182*CAS:14689-84-0 4.1.1.39 D-ribulose-1,5-bisphosphate + CO2 + H2O = 2 3-phosphoglycerate + 2 H+ Calvin-Benson-Bassham cycle
D-ribulose-1,5-bisphosphate ribulose 1,5-bisphosphate*D-ribulose-1,5-diphosphate*D-ribulose-1,5-P2 310.091 C5 H12 O11 P2 C(OP(=O)(O)O)C(O)C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C01182*CAS:14689-84-0 4.1.1.39 D-ribulose-1,5-bisphosphate + CO2 + H2O = 2 3-phosphoglycerate + 2 H+ Rubisco shunt
D-ribulose-1,5-bisphosphate ribulose 1,5-bisphosphate*D-ribulose-1,5-diphosphate*D-ribulose-1,5-P2 310.091 C5 H12 O11 P2 C(OP(=O)(O)O)C(O)C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C01182*CAS:14689-84-0 4.1.1.- D-ribulose-1,5-bisphosphate + O2 = 2-phosphoglycolate + 3-phosphoglycerate + 2 H+ photorespiration
D-ribulose-1,5-bisphosphate ribulose 1,5-bisphosphate*D-ribulose-1,5-diphosphate*D-ribulose-1,5-P2 310.091 C5 H12 O11 P2 C(OP(=O)(O)O)C(O)C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C01182*CAS:14689-84-0 2.7.1.19 D-ribulose-5-phosphate + ATP = D-ribulose-1,5-bisphosphate + ADP Calvin-Benson-Bassham cycle
D-ribulose-1,5-bisphosphate ribulose 1,5-bisphosphate*D-ribulose-1,5-diphosphate*D-ribulose-1,5-P2 310.091 C5 H12 O11 P2 C(OP(=O)(O)O)C(O)C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C01182*CAS:14689-84-0 2.7.1.19 D-ribulose-5-phosphate + ATP = D-ribulose-1,5-bisphosphate + ADP Rubisco shunt
succinate semialdehyde succinyl semialdehyde*succ-S-ald*succinic semialdehyde 102.09 C4 H6 O3 C(=O)(O)CC[CH]=O LIGAND-CPD:C00232*PUBCHEM:1112*CHEBI:16265*CAS:692-29-5*LIGAND-CPD:C00232 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate glutamate degradation III (via 4-aminobutyrate)
succinate semialdehyde succinyl semialdehyde*succ-S-ald*succinic semialdehyde 102.09 C4 H6 O3 C(=O)(O)CC[CH]=O LIGAND-CPD:C00232*PUBCHEM:1112*CHEBI:16265*CAS:692-29-5*LIGAND-CPD:C00232 2.6.1.19 2-ketoglutarate + 4-aminobutyrate = L-glutamate + succinate semialdehyde glutamate degradation III (via 4-aminobutyrate)
(mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2324.839 C120 H200 N2 O37 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC4(OC(CO)C(O)C(O)C(O)4))OC5(C(C(O)C(O)C(O5)CO)OC6(OC(CO)C(O)C(O)C(O)6))))) RXN-5465 (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2324.839 C120 H200 N2 O37 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC4(OC(CO)C(O)C(O)C(O)4))OC5(C(C(O)C(O)C(O5)CO)OC6(OC(CO)C(O)C(O)C(O)6))))) RXN-5464 (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
4-aminobutyrate 4-NH2-but*4-NH3-but*GABA*4-aminobutyric acid*4-aminobutanoate*γ-aminobutyrate*4-amino-n-butyric acid*γ-amino-n-butyric acid 103.121 C4 H9 N1 O2 C(=O)(O)CCCN LIGAND-CPD:C00334*PUBCHEM:119*CHEBI:30566*LIGAND-CPD:C00334*CAS:56-12-2 2.6.1.19 2-ketoglutarate + 4-aminobutyrate = L-glutamate + succinate semialdehyde glutamate degradation III (via 4-aminobutyrate)
4-aminobutyrate 4-NH2-but*4-NH3-but*GABA*4-aminobutyric acid*4-aminobutanoate*γ-aminobutyrate*4-amino-n-butyric acid*γ-amino-n-butyric acid 103.121 C4 H9 N1 O2 C(=O)(O)CCCN LIGAND-CPD:C00334*PUBCHEM:119*CHEBI:30566*LIGAND-CPD:C00334*CAS:56-12-2 4.1.1.15 L-glutamate = CO2 + 4-aminobutyrate glutamate degradation III (via 4-aminobutyrate)
4-aminobutyrate 4-NH2-but*4-NH3-but*GABA*4-aminobutyric acid*4-aminobutanoate*γ-aminobutyrate*4-amino-n-butyric acid*γ-amino-n-butyric acid 103.121 C4 H9 N1 O2 C(=O)(O)CCCN LIGAND-CPD:C00334*PUBCHEM:119*CHEBI:30566*LIGAND-CPD:C00334*CAS:56-12-2 4.1.1.15 L-glutamate = CO2 + 4-aminobutyrate glutamate dependent acid resistance
4-hydroxyphenylpyruvate p-hydroxyphenylpyruvic acid*3-(4-hydroxyphenyl)pyruvate*hydroxyphenylpyruvate*p-hydroxyphenylpyruvate 180.16 C9 H8 O4 C(O)(=O)C(=O)CC1(C=CC(O)=CC=1) CAS:156-39-8*PUBCHEM:979*LIGAND-CPD:C01179 1.13.11.27 4-hydroxyphenylpyruvate + O2 = CO2 + homogentisate plastoquinone biosynthesis
4-hydroxyphenylpyruvate p-hydroxyphenylpyruvic acid*3-(4-hydroxyphenyl)pyruvate*hydroxyphenylpyruvate*p-hydroxyphenylpyruvate 180.16 C9 H8 O4 C(O)(=O)C(=O)CC1(C=CC(O)=CC=1) CAS:156-39-8*PUBCHEM:979*LIGAND-CPD:C01179 1.13.11.27 4-hydroxyphenylpyruvate + O2 = CO2 + homogentisate vitamin E biosynthesis
solanyl pyrophosphate 791.039 C45 H76 O7 P2 CC(=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(=O)O)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C RXN-2761 homogentisate + solanyl pyrophosphate = 2-methyl-6-solanyl-1,4-benzoquinone + CO2 + diphosphate plastoquinone biosynthesis
dihydrolipoyltranssuccinylase N6-(lipoyl)lysine enzyme N6-(lipoyl)lysine 1.2.4.2 2-ketoglutarate + dihydrolipoyltranssuccinylase N6-(lipoyl)lysine = dihydrolipoyltranssuccinylase N6-(S-succinyldihydrolipoyl)lysine + CO2 2-ketoglutarate dehydrogenase complex
dihydrolipoyltranssuccinylase N6-(lipoyl)lysine enzyme N6-(lipoyl)lysine 1.8.1.4 dihydrolipoyltranssuccinylase N6-(dihydrolipoyl)lysine + NAD+ = dihydrolipoyltranssuccinylase N6-(lipoyl)lysine + NADH + H+ 2-ketoglutarate dehydrogenase complex
a digalactosyldiacylglycerol a (α-D-galactosyl-(1->6)-β-D-galactosyl)-1,2-diacyl-sn-glycerol*a 3(α-D-galactosyl-(1->6)-β-D-galactosyl)-1,2-diacyl-sn-glycerol*DGDG*an α-D-galactosyl-β-D-galactosyldiacylglycerol C17 H26 O15 R11 R21 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 2.4.1.241 a monogalactosyldiacylgycerol + UDP-galactose = a digalactosyldiacylglycerol + UDP glycolipid biosynthesis
a digalactosyldiacylglycerol a (α-D-galactosyl-(1->6)-β-D-galactosyl)-1,2-diacyl-sn-glycerol*a 3(α-D-galactosyl-(1->6)-β-D-galactosyl)-1,2-diacyl-sn-glycerol*DGDG*an α-D-galactosyl-β-D-galactosyldiacylglycerol C17 H26 O15 R11 R21 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 2.4.1.184 2 a monogalactosyldiacylgycerol = a digalactosyldiacylglycerol + a 1,2-diacylglycerol glycolipid biosynthesis
colneleate colneleic acid 294.433 C(=CC=CCCCCC)OC=CCCCCCCC(=O)O RXN-8496 9-HPOD = colneleate + H2O divinyl ether biosynthesis I (9-LOX)
3-deoxy-capsidiol 1β-hydroxy-5-epiaristolochene 220.354 CC12(C(=CCC(C1)C(=C)C)C(O)CCC(C)2) RXN-4803 3-deoxy-capsidiol + O2 + 2 NADPH = capsidiol + H2O + 2 NADP+ capsidiol biosynthesis
3-deoxy-capsidiol 1β-hydroxy-5-epiaristolochene 220.354 CC12(C(=CCC(C1)C(=C)C)C(O)CCC(C)2) RXN-4801 5-epi-aristolochene + O2 + 2 NADPH = 3-deoxy-capsidiol + H2O + 2 NADP+ capsidiol biosynthesis
lipoate acetyltransferase N6-(dihydrolipoyl)lysine enzyme N6-(dihydrolipoyl)lysine 1.8.1.4 lipoate acetyltransferase N6-(dihydrolipoyl)lysine + NAD+ = lipoate acetyltransferase N6-(lipoyl)lysine + NADH + H+ acetyl-CoA biosynthesis (from pyruvate)
lipoate acetyltransferase N6-(dihydrolipoyl)lysine enzyme N6-(dihydrolipoyl)lysine 2.3.1.12 coenzyme A + lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine = acetyl-CoA + lipoate acetyltransferase N6-(dihydrolipoyl)lysine acetyl-CoA biosynthesis (from pyruvate)
3-phospho-serine O-phospho-L-serine*serine phosphate*phosphorylserine*seryl phosphate*3-P-serine*serine-3-p*serine-3-phosphate*phosphoserine*P-serine*3-phospho-1-serine*P-ser*3-phosphoserine 185.073 C3 H8 N1 O6 P1 C(C(N)C(O)=O)OP(O)(=O)O CAS:407-41-0*LIGAND-CPD:C01005*CAS:17885-08-4 2.6.1.52 L-glutamate + 3-phospho-hydroxypyruvate = 3-phospho-serine + 2-ketoglutarate serine biosynthesis
3-phospho-serine O-phospho-L-serine*serine phosphate*phosphorylserine*seryl phosphate*3-P-serine*serine-3-p*serine-3-phosphate*phosphoserine*P-serine*3-phospho-1-serine*P-ser*3-phosphoserine 185.073 C3 H8 N1 O6 P1 C(C(N)C(O)=O)OP(O)(=O)O CAS:407-41-0*LIGAND-CPD:C01005*CAS:17885-08-4 3.1.3.3 3-phospho-serine + H2O = L-serine + phosphate serine biosynthesis
FADH2 flavin adenine dinucleotide reduced*1,5-dihydro-FAD 787.572 C27 H35 N9 O15 P2 Cc3(cc2(N(c1(c(c(=O)[nH]c(=O)[nH]1)[NH]c2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH]4O)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C01352*CAS:1910-41-4 1.1.99.5 sn-glycerol-3-phosphate + FAD = dihydroxy-acetone phosphate + FADH2 glycerol degradation IV
FADH2 flavin adenine dinucleotide reduced*1,5-dihydro-FAD 787.572 C27 H35 N9 O15 P2 Cc3(cc2(N(c1(c(c(=O)[nH]c(=O)[nH]1)[NH]c2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH]4O)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C01352*CAS:1910-41-4 1.3.99.10 isovaleryl-CoA + FAD = 3-methylcrotonyl-CoA + FADH2 leucine degradation I
GA12 gibberellin A12*gibberellin A12*GA12 332.439 C20 H28 O4 CC1([CH]4(C(CCC1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA12 + O2 + 2-ketoglutarate = GA15 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA12 gibberellin A12*gibberellin A12*GA12 332.439 C20 H28 O4 CC1([CH]4(C(CCC1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA12 + 2-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
GA12 gibberellin A12*gibberellin A12*GA12 332.439 C20 H28 O4 CC1([CH]4(C(CCC1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) RXN1F-143 GA12 + O2 = GA53 + H2O gibberellin biosynthesis III (early C-13 hydroxylation)
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 3.5.1.20 citrulline + H2O = L-ornithine + CO2 + ammonia proline biosynthesis V (from arginine)
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 3.5.3.6 H2O + L-arginine = ammonia + citrulline proline biosynthesis V (from arginine)
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 2.1.3.3 citrulline + phosphate = L-ornithine + carbamoyl-phosphate citrulline degradation
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 2.1.3.3 citrulline + phosphate = L-ornithine + carbamoyl-phosphate proline biosynthesis V (from arginine)
1,3-diaminopropane Trimethylenediamine*1,3-Propanediamine*Propane-1,3-diamine*1,3-DAP 74.125 C(N)CCN LIGAND-CPD:C00986*CAS:109-76-2 2.5.1.46 spermidine + eIF5A-lysine = 1,3-diaminopropane + elf5A deoxyhypusine hypusine biosynthesis
1,3-diaminopropane Trimethylenediamine*1,3-Propanediamine*Propane-1,3-diamine*1,3-DAP 74.125 C(N)CCN LIGAND-CPD:C00986*CAS:109-76-2 2.5.1.45 putrescine + spermidine = 1,3-diaminopropane + sym-homospermidine homospermidine biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.7.4.6 UDP + ATP = UTP + ADP pyrimidine ribonucleotides interconversion
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 RXN-9154 trichloroethanol + UDP-D-glucose = trichloroethanol glucoside + UDP trichloroethylene degradation
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.141 N-acetylglucosaminyl-diphosphodolichol + UDP-N-acetyl-D-glucosamine = (N-acetylglucosaminyl)2-diphosphodolichol + UDP dolichyl-diphosphooligosaccharide biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.117 dolichyl-phosphate + UDP-D-glucose = dolichyl beta-D-glucosyl phosphate + UDP dolichyl-diphosphooligosaccharide biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.80 a plant ceramide (I) + UDP-D-glucose = a glucosylceramide + UDP sphingolipid biosynthesis (plants)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.241 a monogalactosyldiacylgycerol + UDP-galactose = a digalactosyldiacylglycerol + UDP glycolipid biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.46 a 1,2-diacylglycerol + UDP-galactose = a monogalactosyldiacylgycerol + UDP glycolipid biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.123 myo-inositol + UDP-galactose = galactinol + UDP stachyose biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.15 UDP-D-glucose + alpha-D-glucose 6-phosphate = UDP + trehalose 6-phosphate trehalose biosynthesis I
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.12 UDP-D-glucose + (1,4-beta-D-glucosyl)(n) = UDP + (1,4-beta-D-glucosyl)(n+1) cellulose biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.14 fructose-6-phosphate + UDP-D-glucose = sucrose-6-phosphate + UDP sucrose biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.7.4.14 ATP + UMP = ADP + UDP pyrimidine ribonucleotides interconversion
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 RXN-1224 UDP-sulfoquinovose + a 1,2-diacylglycerol = sulfoquinovosyldiacylglycerol + UDP sulfolipid biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose degradation III
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP galactose degradation II
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.43 (1,4-alpha-D-galacturonosyl)(n) + UDP-D-galacturonate = (1,4-alpha-D-galacturonosyl)(n+1) + UDP homogalacturonan biosynthesis
ubiquinone-8 ubiquinone(8)*coenzyme-Q8 727.121 C49 H74 O4 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C(=O)C(OC)=C(OC)C(=O)C=1C) PUBCHEM:1157*CAS:1339-63-5*LIGAND-CPD:C00399 1.1.99.5 sn-glycerol-3-phosphate + UQ8 = dihydroxy-acetone phosphate + ubiquinol-8 aerobic respiration -- electron donors reaction list
L-threonine T*thr*thre*L-thr*threonine*2-amino-3-hydroxybutyric acid 119.12 C4 H9 N1 O3 C(=O)(O)C(N)C(C)O LIGAND-CPD:C00188*CAS:72-19-5 4.3.1.19 L-threonine = 2-oxobutanoate + ammonia isoleucine biosynthesis from threonine
L-threonine T*thr*thre*L-thr*threonine*2-amino-3-hydroxybutyric acid 119.12 C4 H9 N1 O3 C(=O)(O)C(N)C(C)O LIGAND-CPD:C00188*CAS:72-19-5 6.1.1.3 tRNAthr + L-threonine + ATP = L-threonyl-tRNAthr + diphosphate + AMP tRNA charging pathway
L-threonine T*thr*thre*L-thr*threonine*2-amino-3-hydroxybutyric acid 119.12 C4 H9 N1 O3 C(=O)(O)C(N)C(C)O LIGAND-CPD:C00188*CAS:72-19-5 4.2.3.1 O-phospho-L-homoserine + H2O = phosphate + L-threonine threonine biosynthesis from homoserine
L-arginyl-tRNAarg L-ARGINYL-TRNA(ARG) LIGAND-CPD:C02163 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + diphosphate + AMP tRNA charging pathway
salicyloyl-CoA 887.641 C(NCCC(=O)NCCSC(=O)c1(c(O)cccc1))(=O)C(O)C(C)(C)COP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) RXN-2009 salicyloyl-CoA + H2O = salicylate + coenzyme A salicylate biosynthesis
salicyloyl-CoA 887.641 C(NCCC(=O)NCCSC(=O)c1(c(O)cccc1))(=O)C(O)C(C)(C)COP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) RXN-2008 benzoyl-CoA = salicyloyl-CoA salicylate biosynthesis
(+)-abscisate abscisic acid*ABA*abscisate*(+)-ABA*(+)-S-ABA*abscisin II*2-cis-ABA 264.321 C15 H20 O4 CC1(C(C(C)=CC(=O)C1)(O)C=CC(C)=CC(=O)O)(C) LIGAND-CPD:C06082 1.14.13.93 (+)-abscisate + NADPH + O2 = 8'-hydroxyabscisate + NADP+ + H2O phaseic acid biosynthesis
UDP-D-apiose 536.279 C14 H22 N2 O16 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)(CO3)CO))) 4.1.1.- UDP-D-glucuronate = UDP-D-apiose + CO2 UDP-D-apiose biosynthesis (from UDP-D-glucuronate)
a plant ceramide (IV) a plant ceramide (IV) C20 H38 N1 O4 R11 CCCCCCCCCC=CCCCC(O)C(O)C(CO)NC(=O)C[R1] RXN-7798 a plant ceramide (III) = a plant ceramide (IV) sphingolipid biosynthesis (plants)
a plant ceramide 1-phosphate a plant ceramide 1-phosphate C20 H41 N1 O6 R11 P1 CCCCCCCCCCCCCCCC(O)C(NC(=O)C[R1])COP(O)(=O)O 2.7.1.138 a plant ceramide (I) + ATP = a plant ceramide 1-phosphate + ADP sphingolipid biosynthesis (plants)
9-HPOD 9(S)-hydroperoxy-10(E),12(Z)-octadecadienoic acid 312.448 CCCCCC=CC=CC(OO)CCCCCCCC(=O)O RXN-8496 9-HPOD = colneleate + H2O divinyl ether biosynthesis I (9-LOX)
9-HPOD 9(S)-hydroperoxy-10(E),12(Z)-octadecadienoic acid 312.448 CCCCCC=CC=CC(OO)CCCCCCCC(=O)O 1.13.11.- linoleate + O2 = 9-HPOD divinyl ether biosynthesis I (9-LOX)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.267 1-deoxy-D-xylulose 5-phosphate + NADPH = 2-C-methyl-D-erythritol-4-phosphate + NADP+ methylerythritol phosphate pathway
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.42 D-isocitrate + D-isocitrate + NADP+ = 2-ketoglutarate + CO2 + NADPH TCA cycle
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.9 D-glyceraldehyde-3-phosphate + NADP+ + H2O = 3-phosphoglycerate + NADPH glycolysis IV (plant cytosol)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.42 NADPH + 12-oxo-cis-10,15-phytodienoate = NADP+ + 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate jasmonic acid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.86 2-acetolactate + NADPH + H+ = 2,3-dihydroxy-isovalerate + NADP+ valine biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.49 beta-D-glucose-6-phosphate + NADP+ = D-glucono-delta-lactone-6-phosphate + NADPH + H+ pentose phosphate pathway (oxidative branch)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate formylTHF biosynthesis II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.4.1.4 ammonia + 2-ketoglutarate + NADPH = L-glutamate + H2O + NADP+ glutamate biosynthesis III
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.4.1.4 ammonia + 2-ketoglutarate + NADPH = L-glutamate + H2O + NADP+ nitrate reduction V (assimilatory)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.271 NADPH + GDP-4-dehydro-6-deoxy-D-mannose = NADP+ + GDP-L-fucose GDP-L-fucose biosynthesis I (from GDP-D-mannose)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde homoserine biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine biosynthesis VI
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.25 NADPH + 3-dehydro-shikimate = NADP+ + shikimate chorismate biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate gluconeogenesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.2 NADPH + uracil = NADP+ + dihydrouracil beta-alanine biosynthesis III
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.5.1.5 5,10-methylene-THF + NADP+ = NADPH + 5,10-methenyltetrahydrofolate formylTHF biosynthesis II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.193 5-amino-6-(5'-phosphoribosylamino)uracil + NADPH + H+ = 5-amino-6-(5'-phosphoribitylamino)uracil + NADP+ flavin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.7.1.3 nitrate + NADPH = nitrite + H2O + NADP+ nitrate reduction V (assimilatory)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 3.1.3.- H2O + NADP+ = NAD+ + phosphate NAD/NADH phosphorylation and dephosphorylation
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.102 NADPH + 3-dehydrosphinganine = NADP+ + sphinganine sphingolipid biosynthesis (plants)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 RXN-7679 7-hydroxy-chlorophyll a + H2O + NADP+ = chlorophyll a + O2 + NADPH chlorophyll cycle
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 RXN-7678 chlorophyll b + 2 H2O + NADP+ = 7-hydroxy-chlorophyll a + O2 + NADPH chlorophyll cycle
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.70 L-glutamyl-tRNAGlu + NADPH + H+ = glutamate-1-semialdehyde + NADP+ + tRNAGlu tetrapyrrole biosynthesis I
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.34 2 NADPH + 3-hydroxy-3-methyl-glutaryl-CoA = 2 NADP+ + coenzyme A + (R)-mevalonate mevalonate pathway
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 RXN-9155 trichloroethanol + NADPH + O2 + H+ = trichloroacetate + NADP+ + H2O trichloroethylene degradation
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 RXN-5481 UDP-4-dehydro-6-deoxy-D-glucose + NADPH = UDP-L-rhamnose + NADP+ UDP-L-rhamnose biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 RXN-8383 demethylsuberosin + O2 + NADPH = marmesin + NADP+ + H2O linear furanocoumarin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.102 marmesin + NADPH + H+ + O2 = psoralen + NADP+ + acetone + 2 H2O linear furanocoumarin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 RXN-8387 psoralen + NADPH + H2O = bergaptol + NADP+ linear furanocoumarin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.13.12.14 chlorophyllide a + O2 + NADPH = 7-hydroxy-chlorophyllide a + H2O + NADP+ chlorophyll cycle
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.13.12.14 7-hydroxy-chlorophyllide a + O2 + NADPH = chlorophyllide b + 2 H2O + NADP+ chlorophyll cycle
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.75 divinyl protochlorophyllide a + NADPH + H+ + H+ = monovinyl protochlorophyllide a + NADP+ chlorophyllide a biosynthesis I
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 RXN1F-10 monovinyl protochlorophyllide a + NADPH + H+ = NADP+ + chlorophyllide a chlorophyllide a biosynthesis I
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + 2 H2O chlorophyllide a biosynthesis I
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.81 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + 2 H2O chlorophyllide a biosynthesis I
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.81 Mg-protoporphyrin monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis I
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.6.1.1 NAD+ + NADPH = NADH + NADP+ NAD/NADH phosphorylation and dephosphorylation
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.44 4-coumaroyl-CoA + NADPH = coumaraldehyde + NADP+ + coenzyme A phenylpropanoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.44 feruloyl-CoA + NADPH = coniferyl aldehyde + NADP+ + coenzyme A phenylpropanoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.195 coumaraldehyde + NADPH = coumaryl-alcohol + NADP+ phenylpropanoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.195 sinapaldehyde + NADPH = sinapyl-alcohol + NADP+ phenylpropanoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O phenylpropanoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O phenylpropanoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O phenylpropanoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.195 coniferyl aldehyde + NADPH = coniferyl alcohol + NADP+ phenylpropanoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 2.3.1.170 4-coumaroyl-CoA + 3 malonyl-CoA + NADPH = isoliquiritigenin + 4 coenzyme A + 3 CO2 + NADP+ + H2O flavonoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.- all-trans-geranyl-geranyl diphosphate + NADPH = dihydrogeranylgeranyl-PP + NADP+ phytyl-PP biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.- dihydrogeranylgeranyl-PP + NADPH = tetrahydrogeranylgeranyl-PP + NADP+ phytyl-PP biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.- tetrahydrogeranylgeranyl-PP + NADPH = phytyl diphosphate + NADP+ phytyl-PP biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.- geranylgeranyl-chlorophyll a + NADPH = dihydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.- dihydrogeranylgeranyl-chlorophyll a + NADPH = tetrahydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.- tetrahydrogeranylgeranyl-chlorophyll a + NADPH = chlorophyll a + NADP+ chlorophyll a biosynthesis II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 2.7.1.23 NAD+ + ATP = NADP+ + ADP NAD/NADH phosphorylation and dephosphorylation
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.14.-.- sphinganine + O2 + NADPH = 4-hydroxysphinganine + H2O + NADP+ sphingolipid biosynthesis (plants)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.86 2-aceto-2-hydroxy-butyrate + NADPH = 2,3-dihydroxy-3-methylvalerate + NADP+ isoleucine biosynthesis from threonine
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) PUBCHEM:5886*LIGAND-CPD:C00006*CHEBI:18009*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.93 (+)-abscisate + NADPH + O2 = 8'-hydroxyabscisate + NADP+ + H2O phaseic acid biosynthesis
O-phospho-L-homoserine o-phosphohomoserine 199.1 C4 H10 N1 O6 P1 C(O)(=O)C(N)CCOP(O)(=O)O LIGAND-CPD:C01102 4.2.3.1 O-phospho-L-homoserine + H2O = phosphate + L-threonine threonine biosynthesis from homoserine
O-phospho-L-homoserine o-phosphohomoserine 199.1 C4 H10 N1 O6 P1 C(O)(=O)C(N)CCOP(O)(=O)O LIGAND-CPD:C01102 2.5.1.- L-cysteine + O-phospho-L-homoserine = cystathionine + phosphate methionine biosynthesis II
O-phospho-L-homoserine o-phosphohomoserine 199.1 C4 H10 N1 O6 P1 C(O)(=O)C(N)CCOP(O)(=O)O LIGAND-CPD:C01102 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP threonine biosynthesis from homoserine
O-phospho-L-homoserine o-phosphohomoserine 199.1 C4 H10 N1 O6 P1 C(O)(=O)C(N)CCOP(O)(=O)O LIGAND-CPD:C01102 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP methionine biosynthesis II
GDP-4-dehydro-6-deoxy-D-mannose GDP-4-keto-6-deoxymannose*GDP-4-keto-6-deoxy-D-mannose*GDP-4-dehydro-6-deoxy-D-talose*GDP-4-oxo-6-deoxy-D-mannose*GDP-4-oxo-6-deoxymannose*GDP-4-keto-6-deoxy-α-D-mannose 587.33 C16 H23 N5 O15 P2 CC1(OC(C(O)C(O)C1=O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C01222 RXN-8953 GDP-4-dehydro-6-deoxy-D-mannose + L-glutamate + H2O = GDP-D-perosamine + 2-ketoglutarate GDP-alpha-D-perosamine biosynthesis
GDP-4-dehydro-6-deoxy-D-mannose GDP-4-keto-6-deoxymannose*GDP-4-keto-6-deoxy-D-mannose*GDP-4-dehydro-6-deoxy-D-talose*GDP-4-oxo-6-deoxy-D-mannose*GDP-4-oxo-6-deoxymannose*GDP-4-keto-6-deoxy-α-D-mannose 587.33 C16 H23 N5 O15 P2 CC1(OC(C(O)C(O)C1=O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C01222 1.1.1.271 NADPH + GDP-4-dehydro-6-deoxy-D-mannose = NADP+ + GDP-L-fucose GDP-L-fucose biosynthesis I (from GDP-D-mannose)
GDP-4-dehydro-6-deoxy-D-mannose GDP-4-keto-6-deoxymannose*GDP-4-keto-6-deoxy-D-mannose*GDP-4-dehydro-6-deoxy-D-talose*GDP-4-oxo-6-deoxy-D-mannose*GDP-4-oxo-6-deoxymannose*GDP-4-keto-6-deoxy-α-D-mannose 587.33 C16 H23 N5 O15 P2 CC1(OC(C(O)C(O)C1=O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C01222 4.2.1.47 GDP-D-mannose = H2O + GDP-4-dehydro-6-deoxy-D-mannose GDP-alpha-D-perosamine biosynthesis
GDP-4-dehydro-6-deoxy-D-mannose GDP-4-keto-6-deoxymannose*GDP-4-keto-6-deoxy-D-mannose*GDP-4-dehydro-6-deoxy-D-talose*GDP-4-oxo-6-deoxy-D-mannose*GDP-4-oxo-6-deoxymannose*GDP-4-keto-6-deoxy-α-D-mannose 587.33 C16 H23 N5 O15 P2 CC1(OC(C(O)C(O)C1=O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C01222 4.2.1.47 GDP-D-mannose = H2O + GDP-4-dehydro-6-deoxy-D-mannose GDP-L-fucose biosynthesis I (from GDP-D-mannose)
elf5A deoxyhypusine deoxyhypusine*protein N6-(4-aminobutyl)-L-lysine CC(N[R1])C(=O)CNC(C(=O)CNC(C)C([R2])=O)CCCCNCCCCN 1.14.99.29 elf5A deoxyhypusine + O2 + a reduced acceptor = hypusine + H2O + an acceptor hypusine biosynthesis
elf5A deoxyhypusine deoxyhypusine*protein N6-(4-aminobutyl)-L-lysine CC(N[R1])C(=O)CNC(C(=O)CNC(C)C([R2])=O)CCCCNCCCCN 2.5.1.46 spermidine + eIF5A-lysine = 1,3-diaminopropane + elf5A deoxyhypusine hypusine biosynthesis
2-O-(6-phospho-alpha-mannosyl)-D-glycerate 348.2 C9 H17 O12 P1 C(=O)(O)C(CO)OC1(OC(C(O)C(O)C(O)1)COP(O)(O)=O) RXN0-5216 2-O-(6-phospho-alpha-mannosyl)-D-glycerate + H2O = D-mannose-6-phosphate + D-glycerate 2-O-alpha-mannosyl-D-glycerate degradation
tetrahydropteroyltri-L-glutamate 687.665 C29 H37 N9 O11 C(C1(CNc2(c([NH]1)c(=O)[nH]c(N)n2)))Nc3(ccc(cc3)C(=O)NC(C(=O)O)CCC(=O)NC(C(=O)O)CCC(=O)NC(C(=O)O)CCC=O) LIGAND-CPD:C04144 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis II
tetrahydropteroyltri-L-glutamate 687.665 C29 H37 N9 O11 C(C1(CNc2(c([NH]1)c(=O)[nH]c(N)n2)))Nc3(ccc(cc3)C(=O)NC(C(=O)O)CCC(=O)NC(C(=O)O)CCC(=O)NC(C(=O)O)CCC=O) LIGAND-CPD:C04144 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine S-adenosyl-L-methionine cycle
hydrogen cyanide cyanide*hydrocyanic acid 27.026 C1 H1 N1 [CH]#N CAS:57-12-5*LIGAND-CPD:C01326 4.4.1.9 L-cysteine + hydrogen cyanide = hydrogen sulfide + 3-cyano-L-alanine cyanide degradation
hydrogen cyanide cyanide*hydrocyanic acid 27.026 C1 H1 N1 [CH]#N CAS:57-12-5*LIGAND-CPD:C01326 4.4.1.9 L-cysteine + hydrogen cyanide = hydrogen sulfide + 3-cyano-L-alanine asparagine biosynthesis II
indole-3-glycerol-phosphate C1-(3-Indolyl)-glycerol 3-phosphate*indole-3-glycerol-P*1-(indol-3-yl)glycerol-3-P*1-(indol-3-yl)glycerol-3-phosphate*indoleglycerol phosphate 287.208 C11 H14 N1 O6 P1 C(OP(=O)(O)O)C(O)C(O)c1(c2(c([nH]c1)cccc2)) LIGAND-CPD:C03506 RXN0-2381 indole-3-glycerol-phosphate = indole + D-glyceraldehyde-3-phosphate tryptophan biosynthesis
indole-3-glycerol-phosphate C1-(3-Indolyl)-glycerol 3-phosphate*indole-3-glycerol-P*1-(indol-3-yl)glycerol-3-P*1-(indol-3-yl)glycerol-3-phosphate*indoleglycerol phosphate 287.208 C11 H14 N1 O6 P1 C(OP(=O)(O)O)C(O)C(O)c1(c2(c([nH]c1)cccc2)) LIGAND-CPD:C03506 4.1.1.48 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate = indole-3-glycerol-phosphate + CO2 + H2O tryptophan biosynthesis
9-HPOT 9(S)-hydroperoxy-10(E),12(Z),15(Z)-octadecatrienoic acid 310.433 CCC=CCC=CC=CC(OO)CCCCCCCC(=O)O RXN-8498 9-HPOT = colnelenate + H2O divinyl ether biosynthesis I (9-LOX)
9-HPOT 9(S)-hydroperoxy-10(E),12(Z),15(Z)-octadecatrienoic acid 310.433 CCC=CCC=CC=CC(OO)CCCCCCCC(=O)O 1.13.11.- linolenate + O2 = 9-HPOT divinyl ether biosynthesis I (9-LOX)
5-phospho-ribosyl-glycineamide N1-(5-Phospho-D-ribosyl)glycinamide*5'-phosphoribosylglycinamide*5'-phosphoribosylglycineamide*5'-p-ribosylglycinamide*5'-p-ribosylglycineamide*GAR 286.178 C7 H15 N2 O8 P1 C(CN)(=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(O)(=O)O) LIGAND-CPD:C03838 2.1.2.2 10-formyl-tetrahydrofolate + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide purine nucleotides de novo biosynthesis II
5-phospho-ribosyl-glycineamide N1-(5-Phospho-D-ribosyl)glycinamide*5'-phosphoribosylglycinamide*5'-phosphoribosylglycineamide*5'-p-ribosylglycinamide*5'-p-ribosylglycineamide*GAR 286.178 C7 H15 N2 O8 P1 C(CN)(=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(O)(=O)O) LIGAND-CPD:C03838 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis II
2-ketoisocaproate 2-keto-4-methyl-pentanoate*2-oxoisocaproate*4-methyl-2-oxopentanoate*2-oxo-4-methylpentanoate*α-ketoisocaproate*α-oxoisocaproate 130.143 C6 H10 O3 CC(C)CC(=O)C(=O)O LIGAND-CPD:C00233*CAS:816-66-0 2KETO-4METHYL-PENTANOATE-DEHYDROG-RXN 2-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
2-ketoisocaproate 2-keto-4-methyl-pentanoate*2-oxoisocaproate*4-methyl-2-oxopentanoate*2-oxo-4-methylpentanoate*α-ketoisocaproate*α-oxoisocaproate 130.143 C6 H10 O3 CC(C)CC(=O)C(=O)O LIGAND-CPD:C00233*CAS:816-66-0 RXN-7800 2-isopropyl-3-oxosuccinate = 2-ketoisocaproate + CO2 leucine biosynthesis
2-ketoisocaproate 2-keto-4-methyl-pentanoate*2-oxoisocaproate*4-methyl-2-oxopentanoate*2-oxo-4-methylpentanoate*α-ketoisocaproate*α-oxoisocaproate 130.143 C6 H10 O3 CC(C)CC(=O)C(=O)O LIGAND-CPD:C00233*CAS:816-66-0 2.6.1.42 L-leucine + 2-ketoglutarate = L-glutamate + 2-ketoisocaproate leucine degradation I
2-ketoisocaproate 2-keto-4-methyl-pentanoate*2-oxoisocaproate*4-methyl-2-oxopentanoate*2-oxo-4-methylpentanoate*α-ketoisocaproate*α-oxoisocaproate 130.143 C6 H10 O3 CC(C)CC(=O)C(=O)O LIGAND-CPD:C00233*CAS:816-66-0 2.6.1.42 L-leucine + 2-ketoglutarate = L-glutamate + 2-ketoisocaproate leucine biosynthesis
1-18:1-2-16:0-phosphatidylglycerol 18:1-16:0-PG 749.016 C40 H77 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 1-18:1-2-16:0-phosphatidylglycerol = 1-18:2-2-16:0-phosphatidylglycerol phospholipid desaturation
1-18:1-2-16:0-phosphatidylglycerol 18:1-16:0-PG 749.016 C40 H77 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 1-18:1-2-16:0-phosphatidylglycerol = 1-18:1-2-trans-16:1-phosphatidylglycerol phospholipid desaturation
lipoamide acyltransferase N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine enzyme N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine 2.3.1.168 lipoamide acyltransferase N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine + coenzyme A = lipoamide acyltransferase N6-(dihydrolipoyl)lysine + isobutyryl-CoA branched-chain alpha-keto acid dehydrogenase complex
lipoamide acyltransferase N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine enzyme N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine 1.2.4.4 lipoamide acyltransferase N6-(lipoyl)lysine + 2-keto-isovalerate = lipoamide acyltransferase N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine + CO2 branched-chain alpha-keto acid dehydrogenase complex
O-acetyl-L-homoserine acetylhomoserine*O-acetylhomoserine 161.157 C6 H11 N1 O4 C(C)(=O)OCCC(N)C(=O)O LIGAND-CPD:C01077 RXN-721 O-acetyl-L-homoserine + L-cysteine = cystathionine + acetate homocysteine and cysteine interconversion
L-glutaminyl-tRNAgln L-GLUTAMINYL-TRNA(GLN) LIGAND-CPD:C02282 6.1.1.18 tRNAgln + L-glutamine + ATP = L-glutaminyl-tRNAgln + diphosphate + AMP tRNA charging pathway
L-histidyl-tRNAhis L-HISTIDYL-TRNA(HIS) LIGAND-CPD:C02988 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + diphosphate + AMP tRNA charging pathway
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.1.40 ADP + phosphoenolpyruvate = ATP + pyruvate glycolysis IV (plant cytosol)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.1.40 ADP + phosphoenolpyruvate = ATP + pyruvate glycolysis I
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.1.40 ADP + phosphoenolpyruvate = ATP + pyruvate Rubisco shunt
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 methylerythritol phosphate pathway
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.2.1.52 pyruvate + L-aspartate-semialdehyde = 2 H2O + L-2,3-dihydrodipicolinate lysine biosynthesis VI
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.2.1.6 pyruvate + 2-oxobutanoate = 2-aceto-2-hydroxy-butyrate + CO2 isoleucine biosynthesis from threonine
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.2.1.6 2 pyruvate = 2-acetolactate + CO2 valine biosynthesis
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP glycolysis I
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP gluconeogenesis
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 RXN0-5261 D-lactate = pyruvate + 2 H+ + 2 e- D-lactate + UQ or MQ = pyruvate + UQH2 or MQH2
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.2.4.1 pyruvate + lipoate acetyltransferase N6-(lipoyl)lysine = lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine + CO2 acetyl-CoA biosynthesis (from pyruvate)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.1.2.4 D-lactate + UQ or MQ = pyruvate + UQH2 or MQH2 methylglyoxal degradation I
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.1.2.4 D-lactate + UQ or MQ = pyruvate + UQH2 or MQH2 aerobic respiration -- electron donors reaction list
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 L-LACTDEHYDROGFMN-RXN an acceptor + L-lactate = a reduced acceptor + pyruvate aerobic respiration -- electron donors reaction list
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.1.1.28 NADH + pyruvate = NAD+ + D-lactate alanine degradation II (to D-lactate)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate gluconeogenesis
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate gluconeogenesis
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.1.3.27 chorismate + L-glutamine = L-glutamate + anthranilate + pyruvate tryptophan biosynthesis
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.6.1.2 2-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine biosynthesis II
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.6.1.2 2-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine degradation II (to D-lactate)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine homocysteine and cysteine interconversion
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine biosynthesis II
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.1.1.27 NADH + pyruvate = NAD+ + L-lactate pyruvate fermentation to lactate
tRNAcys TRNA(CYS) LIGAND-CPD:C01639 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + diphosphate + AMP tRNA charging pathway
formaldehyde formalin*methanal*formol 30.026 C1 H2 O1 [CH2]=O LIGAND-CPD:C00067*CAS:50-00-0 4.4.1.22 formaldehyde + glutathione = S-hydroxymethylglutathione formaldehyde oxidation II (glutathione-dependent)
GDP-L-galactose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C02280 RXNQT-4141 GDP-L-galactose + H2O = L-galactose-1-phosphate + GMP L-ascorbate biosynthesis I
2-isopropylmalate 3-hydroxy-4-methyl-3-carboxypentanoate*3-carboxy-3-hydroxy-4-methylpentanoate*3-carboxy-3-hydroxy-isocaproate*α-isopropylmalate*(2S)-2-isopropylmalate 176.169 C7 H12 O5 C(=O)(O)CC(O)(C(=O)O)C(C)C LIGAND-CPD:C02504 4.2.1.33 H2O + 2-isopropylmalate = isopropylmaleate + H2O leucine biosynthesis
2-isopropylmalate 3-hydroxy-4-methyl-3-carboxypentanoate*3-carboxy-3-hydroxy-4-methylpentanoate*3-carboxy-3-hydroxy-isocaproate*α-isopropylmalate*(2S)-2-isopropylmalate 176.169 C7 H12 O5 C(=O)(O)CC(O)(C(=O)O)C(C)C LIGAND-CPD:C02504 2.3.3.13 2-keto-isovalerate + acetyl-CoA + H2O = 2-isopropylmalate + coenzyme A leucine biosynthesis
L-tryptophan trp*W*tryptacin*trofan*tryptophan*2-amino-3-indolylpropanic acid*a1*a2 204.228 C11 H12 N2 O2 c1(c(CC(N)C(=O)O)c2(c([nH]1)cccc2)) CAS:6912-86-3*LIGAND-CPD:C00078*CAS:73-22-3 6.1.1.2 ATP + tRNAtrp + L-tryptophan = AMP + diphosphate + L-tryptophanyl-tRNAtrp tRNA charging pathway
L-tryptophan trp*W*tryptacin*trofan*tryptophan*2-amino-3-indolylpropanic acid*a1*a2 204.228 C11 H12 N2 O2 c1(c(CC(N)C(=O)O)c2(c([nH]1)cccc2)) CAS:6912-86-3*LIGAND-CPD:C00078*CAS:73-22-3 4.2.1.20 indole + L-serine = L-tryptophan + H2O tryptophan biosynthesis
4-coumarate p-coumarate*trans-4-hydroxycinnamate*p-coumaric acid*4-Hydroxycinnamic acid*4-Hydroxycinnamate*coumarate 164.16 C9 H8 O3 C(=O)(O)C=CC1(C=CC(O)=CC=1) LIGAND-CPD:C00811*CAS:7400-08-0 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + diphosphate + AMP phenylpropanoid biosynthesis
4-coumarate p-coumarate*trans-4-hydroxycinnamate*p-coumaric acid*4-Hydroxycinnamic acid*4-Hydroxycinnamate*coumarate 164.16 C9 H8 O3 C(=O)(O)C=CC1(C=CC(O)=CC=1) LIGAND-CPD:C00811*CAS:7400-08-0 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + diphosphate + AMP flavonoid biosynthesis
4-coumarate p-coumarate*trans-4-hydroxycinnamate*p-coumaric acid*4-Hydroxycinnamic acid*4-Hydroxycinnamate*coumarate 164.16 C9 H8 O3 C(=O)(O)C=CC1(C=CC(O)=CC=1) LIGAND-CPD:C00811*CAS:7400-08-0 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
dolichyl beta-D-mannosyl phosphate dolichol monophosphate mannose*β-D-mannopyranose, 1-ester with dolichol dihydrogen phosphate*D-mannose, ester with dolichol dihydrogen phosphate*mannosyl phosphoryl dolichol*mannolipid*dolichyl mannosyl phosphate*dolichyl mannopyranosyl phosphate*dolichol, β-D-mannopyranose deriv.*dolichyl phosphate D-mannose*dolichyl D-mannosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OC1(C(O)C(O)C(O)C(O1)CO) PUBCHEM:41482*CAS:55598-56-6 RXN-5469 (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl beta-D-mannosyl phosphate dolichol monophosphate mannose*β-D-mannopyranose, 1-ester with dolichol dihydrogen phosphate*D-mannose, ester with dolichol dihydrogen phosphate*mannosyl phosphoryl dolichol*mannolipid*dolichyl mannosyl phosphate*dolichyl mannopyranosyl phosphate*dolichol, β-D-mannopyranose deriv.*dolichyl phosphate D-mannose*dolichyl D-mannosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OC1(C(O)C(O)C(O)C(O1)CO) PUBCHEM:41482*CAS:55598-56-6 RXN-5468 (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl beta-D-mannosyl phosphate dolichol monophosphate mannose*β-D-mannopyranose, 1-ester with dolichol dihydrogen phosphate*D-mannose, ester with dolichol dihydrogen phosphate*mannosyl phosphoryl dolichol*mannolipid*dolichyl mannosyl phosphate*dolichyl mannopyranosyl phosphate*dolichol, β-D-mannopyranose deriv.*dolichyl phosphate D-mannose*dolichyl D-mannosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OC1(C(O)C(O)C(O)C(O1)CO) PUBCHEM:41482*CAS:55598-56-6 RXN-5467 (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl beta-D-mannosyl phosphate dolichol monophosphate mannose*β-D-mannopyranose, 1-ester with dolichol dihydrogen phosphate*D-mannose, ester with dolichol dihydrogen phosphate*mannosyl phosphoryl dolichol*mannolipid*dolichyl mannosyl phosphate*dolichyl mannopyranosyl phosphate*dolichol, β-D-mannopyranose deriv.*dolichyl phosphate D-mannose*dolichyl D-mannosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OC1(C(O)C(O)C(O)C(O1)CO) PUBCHEM:41482*CAS:55598-56-6 RXN-5466 (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl beta-D-mannosyl phosphate dolichol monophosphate mannose*β-D-mannopyranose, 1-ester with dolichol dihydrogen phosphate*D-mannose, ester with dolichol dihydrogen phosphate*mannosyl phosphoryl dolichol*mannolipid*dolichyl mannosyl phosphate*dolichyl mannopyranosyl phosphate*dolichol, β-D-mannopyranose deriv.*dolichyl phosphate D-mannose*dolichyl D-mannosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OC1(C(O)C(O)C(O)C(O1)CO) PUBCHEM:41482*CAS:55598-56-6 2.4.1.83 dolichyl-phosphate + GDP-D-mannose = dolichyl beta-D-mannosyl phosphate + GDP dolichyl-diphosphooligosaccharide biosynthesis
a 1-acyl-2-lyso-glycerophosphocholine a lyso-phosphatidylcholine*a lysolecithin*a 2-lysolecithin*a 1-acyl-2-lyso-phosphatidylcholine*an α'-acylglycerophosphocholine*an L-2-lysolecithin*a 1-acylglycerophosphocholine C9 H19 N1 O7 R1 P1 3.1.1.4 a phosphatidylcholine + H2O = a 1-acyl-2-lyso-glycerophosphocholine + a carboxylate phospholipases
a 1-acyl-2-lyso-glycerophosphocholine a lyso-phosphatidylcholine*a lysolecithin*a 2-lysolecithin*a 1-acyl-2-lyso-phosphatidylcholine*an α'-acylglycerophosphocholine*an L-2-lysolecithin*a 1-acylglycerophosphocholine C9 H19 N1 O7 R1 P1 3.1.1.4 a phosphatidylcholine + H2O = a 1-acyl-2-lyso-glycerophosphocholine + linolenate jasmonic acid biosynthesis
N-(5'-phosphoribosyl)-anthranilate N-(5-phospho-D-ribosyl)-anthranilate*N-(5-phospho-β-D-ribosyl)-anthranilate*5-phosphoribosyl-anthranilate*5-P-ribosyl-anthranilate*5'-phosphoribosyl-anthranilate*5'-P-ribosyl-anthranilate*N-(5-phosphoribosyl)-anthranilate 349.233 C12 H16 N1 O9 P1 [CH]1([CH](O)[CH](O)[CH](O1)COP(O)(O)=O)Nc2(c(C(O)=O)cccc2) LIGAND-CPD:C04302 2.4.2.18 anthranilate + 5-phosphoribosyl 1-pyrophosphate = N-(5'-phosphoribosyl)-anthranilate + diphosphate tryptophan biosynthesis
N-(5'-phosphoribosyl)-anthranilate N-(5-phospho-D-ribosyl)-anthranilate*N-(5-phospho-β-D-ribosyl)-anthranilate*5-phosphoribosyl-anthranilate*5-P-ribosyl-anthranilate*5'-phosphoribosyl-anthranilate*5'-P-ribosyl-anthranilate*N-(5-phosphoribosyl)-anthranilate 349.233 C12 H16 N1 O9 P1 [CH]1([CH](O)[CH](O)[CH](O1)COP(O)(O)=O)Nc2(c(C(O)=O)cccc2) LIGAND-CPD:C04302 5.3.1.24 N-(5'-phosphoribosyl)-anthranilate = 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate tryptophan biosynthesis
an L-1-phosphatidylserine an O-sn-phosphatidyl-L-serine*a phosphatidyl-serine*a 3-O-sn-phosphatidyl-L-serine*a phosphatidyl-L-serine*a 1-phosphatidyl-serine C8 H12 N1 O10 R2 P1 LIGAND-CPD:C02737 4.1.1.65 an L-1-phosphatidylserine = an L-1-phosphatidyl-ethanolamine + CO2 phosphatidyl-ethanolamine biosynthesis
an L-1-phosphatidylserine an O-sn-phosphatidyl-L-serine*a phosphatidyl-serine*a 3-O-sn-phosphatidyl-L-serine*a phosphatidyl-L-serine*a 1-phosphatidyl-serine C8 H12 N1 O10 R2 P1 LIGAND-CPD:C02737 2.7.8.8 a CDP-diacylglycerol + L-serine = CMP + an L-1-phosphatidylserine phosphatidyl-ethanolamine biosynthesis
e- e*electron 0.001 RXN-924 2 NAD(P)+ + 2 H+ + 4 e- = 2 NAD(P)H photosynthesis, light reaction
e- e*electron 0.001 RXN0-5257 sn-glycerol-3-phosphate = dihydroxy-acetone phosphate + 2 H+ + 2 e- sn-glycerol-3-phosphate + UQ = dihydroxy-acetone phosphate + UQH2
e- e*electron 0.001 RXN0-5257 sn-glycerol-3-phosphate = dihydroxy-acetone phosphate + 2 H+ + 2 e- sn-glycerol-3-phosphate + UQ or MQ = dihydroxy-acetone phosphate + UQH2 or MQH2
e- e*electron 0.001 RXN0-5259 UQ or MQ + 2 H+ + 2 e- = UQH2 or MQH2 D-lactate + UQ or MQ = pyruvate + UQH2 or MQH2
e- e*electron 0.001 RXN0-5259 UQ or MQ + 2 H+ + 2 e- = UQH2 or MQH2 sn-glycerol-3-phosphate + UQ or MQ = dihydroxy-acetone phosphate + UQH2 or MQH2
e- e*electron 0.001 RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 UQ + succinate = UQH2 + fumarate
e- e*electron 0.001 RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 NADH + UQ + H+ = NAD+ + UQH2
e- e*electron 0.001 RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 H+ + UQ + NADH = UQH2 + NAD+
e- e*electron 0.001 RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 UQ + succinate = UQH2 + fumarate
e- e*electron 0.001 RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 sn-glycerol-3-phosphate + UQ = dihydroxy-acetone phosphate + UQH2
e- e*electron 0.001 RXN0-5245 succinate = fumarate + 2 H+ + 2 e- UQ + succinate = UQH2 + fumarate
e- e*electron 0.001 RXN0-5245 succinate = fumarate + 2 H+ + 2 e- UQ + succinate = UQH2 + fumarate
e- e*electron 0.001 RXN0-5248 NADH = NAD+ + H+ + 2 e- NADH + UQ + H+ = NAD+ + UQH2
e- e*electron 0.001 RXN0-5248 NADH = NAD+ + H+ + 2 e- H+ + UQ + NADH = UQH2 + NAD+
e- e*electron 0.001 RXN0-5261 D-lactate = pyruvate + 2 H+ + 2 e- D-lactate + UQ or MQ = pyruvate + UQH2 or MQH2
e- e*electron 0.001 PSII-RXN 2 H2O = 4 H+ + 4 e- + O2 photosynthesis, light reaction
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H24 N7 O6 C2([CH](NC1(C(=O)[NH]=C(N)NC=1N2))C[NH]C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O glycine biosynthesis I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H24 N7 O6 C2([CH](NC1(C(=O)[NH]=C(N)NC=1N2))C[NH]C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O photorespiration
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H24 N7 O6 C2([CH](NC1(C(=O)[NH]=C(N)NC=1N2))C[NH]C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O folate polyglutamylation I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H24 N7 O6 C2([CH](NC1(C(=O)[NH]=C(N)NC=1N2))C[NH]C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O formylTHF biosynthesis II
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H24 N7 O6 C2([CH](NC1(C(=O)[NH]=C(N)NC=1N2))C[NH]C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.10 H-protein-S-(aminomethyldihydrolipoyl)lysine + tetrahydrofolate = H-Gcv-protein-(dihydrolipoyl)lysine + 5,10-methylene-THF + ammonia glycine cleavage complex
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H24 N7 O6 C2([CH](NC1(C(=O)[NH]=C(N)NC=1N2))C[NH]C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate formylTHF biosynthesis II
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H24 N7 O6 C2([CH](NC1(C(=O)[NH]=C(N)NC=1N2))C[NH]C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + 10-formyl-tetrahydrofolate folate polyglutamylation I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H24 N7 O6 C2([CH](NC1(C(=O)[NH]=C(N)NC=1N2))C[NH]C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + 10-formyl-tetrahydrofolate formylTHF biosynthesis II
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H24 N7 O6 C2([CH](NC1(C(=O)[NH]=C(N)NC=1N2))C[NH]C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H24 N7 O6 C2([CH](NC1(C(=O)[NH]=C(N)NC=1N2))C[NH]C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H24 N7 O6 C2([CH](NC1(C(=O)[NH]=C(N)NC=1N2))C[NH]C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.1.13 L-homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate formylTHF biosynthesis II
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H24 N7 O6 C2([CH](NC1(C(=O)[NH]=C(N)NC=1N2))C[NH]C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.2 10-formyl-tetrahydrofolate + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide purine nucleotides de novo biosynthesis II
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H24 N7 O6 C2([CH](NC1(C(=O)[NH]=C(N)NC=1N2))C[NH]C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.3 10-formyl-tetrahydrofolate + aminoimidazole carboxamide ribonucleotide = tetrahydrofolate + phosphoribosyl-formamido-carboxamide purine nucleotides de novo biosynthesis II
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc3(cc2(n(c1(c(C(=O)[NH]C(=O)N=1)nc2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH](O)4)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C00016*CAS:146-14-5 1.3.99.10 isovaleryl-CoA + FAD = 3-methylcrotonyl-CoA + FADH2 leucine degradation I
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc3(cc2(n(c1(c(C(=O)[NH]C(=O)N=1)nc2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH](O)4)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C00016*CAS:146-14-5 1.1.99.5 sn-glycerol-3-phosphate + FAD = dihydroxy-acetone phosphate + FADH2 glycerol degradation IV
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc3(cc2(n(c1(c(C(=O)[NH]C(=O)N=1)nc2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH](O)4)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C00016*CAS:146-14-5 2.7.7.2 FMN + ATP = FAD + diphosphate flavin biosynthesis
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.27 4-hydroxyphenylpyruvate + O2 = CO2 + homogentisate plastoquinone biosynthesis
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.27 4-hydroxyphenylpyruvate + O2 = CO2 + homogentisate vitamin E biosynthesis
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.9 naringenin + O2 + 2-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.93 (+)-abscisate + NADPH + O2 = 8'-hydroxyabscisate + NADP+ + H2O phaseic acid biosynthesis
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.12 linoleate + O2 = 13-HPOD divinyl ether biosynthesis II (13-LOX)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.12 linoleate + O2 = 13-HPOD 13-LOX and 13-HPL pathway
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.12 O2 + linolenate = 13-HPOT 13-LOX and 13-HPL pathway
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.12 O2 + linolenate = 13-HPOT jasmonic acid biosynthesis
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O heme biosynthesis from uroporphyrinogen I
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O chlorophyllide a biosynthesis I
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.9.3.1 O2 + 4 reduced cytochrome c = 2 H2O + 4 oxidized cytochrome c aerobic respiration -- electron donor II
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.-.- sphinganine + O2 + NADPH = 4-hydroxysphinganine + H2O + NADP+ sphingolipid biosynthesis (plants)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.3.3.6 an acyl-CoA + O2 = a trans-2-enoyl-CoA + H2O2 fatty acid beta-oxidation II (core pathway)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 4.1.1.- D-ribulose-1,5-bisphosphate + O2 = 2-phosphoglycolate + 3-phosphoglycerate + 2 H+ photorespiration
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.54 1,2-dihydroxy-3-keto-5-methylthiopentene + O2 = 2-oxo-4-methylthiobutanoate + formate methionine salvage pathway
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA24 + O2 + 2-ketoglutarate = GA25 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA19 + O2 + 2-ketoglutarate = GA20 + 2 CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.12 GA44 + 2-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA53 + O2 + 2-ketoglutarate = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA24 + O2 + 2-ketoglutarate = GA9 + 2 CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA15 + 2-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA12 + O2 + 2-ketoglutarate = GA15 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA19 + O2 + 2-ketoglutarate = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA36 + O2 + 2-ketoglutarate = GA4 + succinate + 2 CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA37 + 2-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA14 + O2 + 2-ketoglutarate = GA37 + CO2 + succinate gibberellin biosynthesis II (early C-3 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA15 + 2-ketoglutarate + O2 = GA37 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA12 + 2-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA44 + 2-ketoglutarate + O2 = GA38 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.15 GA20 + 2-ketoglutarate + O2 = GA1 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN1F-143 GA12 + O2 = GA53 + H2O gibberellin biosynthesis III (early C-13 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA9 + 2-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA25 + 2-ketoglutarate + O2 = GA13 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA24 + 2-ketoglutarate + O2 = GA36 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O phenylpropanoid biosynthesis
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O phenylpropanoid biosynthesis
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O phenylpropanoid biosynthesis
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.1.3.15 glycolate + O2 = glyoxylate + H2O2 photorespiration
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.81 Mg-protoporphyrin monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis I
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.81 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + 2 H2O chlorophyllide a biosynthesis I
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + 2 H2O chlorophyllide a biosynthesis I
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.3.3.4 protoporphyrinogen IX + 1.5 O2 = protoporphyrin IX + 3 H2O heme biosynthesis from uroporphyrinogen I
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.3.3.4 protoporphyrinogen IX + 1.5 O2 = protoporphyrin IX + 3 H2O chlorophyllide a biosynthesis I
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-744 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate + 3 O2 = (+)-7-isojasmonate + 3 acetate jasmonic acid biosynthesis
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.99.1 O2 + myo-inositol = H2O + glucuronate UDP-D-glucuronate biosynthesis (from myo-inositol)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.12.14 7-hydroxy-chlorophyllide a + O2 + NADPH = chlorophyllide b + 2 H2O + NADP+ chlorophyll cycle
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.12.14 chlorophyllide a + O2 + NADPH = 7-hydroxy-chlorophyllide a + H2O + NADP+ chlorophyll cycle
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.102 marmesin + NADPH + H+ + O2 = psoralen + NADP+ + acetone + 2 H2O linear furanocoumarin biosynthesis
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-8383 demethylsuberosin + O2 + NADPH = marmesin + NADP+ + H2O linear furanocoumarin biosynthesis
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.4.3.- O2 + L-aspartate = H2O2 + iminoaspartate NAD biosynthesis I (from aspartate)
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-9155 trichloroethanol + NADPH + O2 + H+ = trichloroacetate + NADP+ + H2O trichloroethylene degradation
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-7678 chlorophyll b + 2 H2O + NADP+ = 7-hydroxy-chlorophyll a + O2 + NADPH chlorophyll cycle
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-7679 7-hydroxy-chlorophyll a + H2O + NADP+ = chlorophyll a + O2 + NADPH chlorophyll cycle
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.15.1.1 2 O2- + 2 H+ = H2O2 + O2 removal of superoxide radicals
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 PSII-RXN 2 H2O = 4 H+ + 4 e- + O2 photosynthesis, light reaction
oxygen oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.11.1.6 2 H2O2 = 2 H2O + O2 removal of superoxide radicals
6-phospho-D-gluconate 6-p-gluconate*6-phospho-gluconate*6-phosphogluconic acid 276.136 C6 H13 O10 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C(O)C(=O)O PUBCHEM:5459869*LIGAND-CPD:C00345 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H pentose phosphate pathway (oxidative branch)
6-phospho-D-gluconate 6-p-gluconate*6-phospho-gluconate*6-phosphogluconic acid 276.136 C6 H13 O10 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C(O)C(=O)O PUBCHEM:5459869*LIGAND-CPD:C00345 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate pentose phosphate pathway (oxidative branch)
tRNApro TRNA(PRO) LIGAND-CPD:C01649 6.1.1.15 L-proline + tRNApro + ATP = L-prolyl-tRNApro + diphosphate + AMP tRNA charging pathway
L-galactose 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O1)CO)(O) 1.1.1.- L-galactose + NAD+ = L-galactono-1,4-lactone + NADH L-ascorbate biosynthesis I
L-galactose 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O1)CO)(O) RXNQT-4142 L-galactose-1-phosphate + H2O = L-galactose + phosphate L-ascorbate biosynthesis I
HCO3- HCO3-*HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C(=O)(O)[O-] CAS:71-52-3*LIGAND-CPD:C00288*CAS:144-55-8 6.4.1.2 ATP + acetyl-CoA + HCO3- + H+ = ADP + phosphate + malonyl-CoA fatty acid biosynthesis - initial steps II (plant)
HCO3- HCO3-*HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C(=O)(O)[O-] CAS:71-52-3*LIGAND-CPD:C00288*CAS:144-55-8 6.4.1.4 ATP + 3-methylcrotonyl-CoA + HCO3- = ADP + phosphate + 3-methylglutaconyl-CoA leucine degradation I
N-dimethylethanolamine phosphate P-DME 169.117 C4 H12 N1 O4 P1 C(CN(C)C)OP(=O)(O)O LIGAND-CPD:C13482 2.1.1.103 N-dimethylethanolamine phosphate + S-adenosyl-L-methionine = phosphoryl-choline + S-adenosyl-L-homocysteine choline biosynthesis I
N-dimethylethanolamine phosphate P-DME 169.117 C4 H12 N1 O4 P1 C(CN(C)C)OP(=O)(O)O LIGAND-CPD:C13482 2.1.1.103 N-methylethanolamine phosphate + S-adenosyl-L-methionine = N-dimethylethanolamine phosphate + S-adenosyl-L-homocysteine choline biosynthesis I
S2- 32.06 S1 [S--] RXN0-949 an octanoylated domain + 2 S-adenosyl-L-methionine + 2 S2- = lipoylated domain + 2 5'-deoxyadenosine + 2 L-methionine lipoate biosynthesis and incorporation I
1-16:0-2-18:2-phosphatidylcholine 16:0-18:2-PC*1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 759.078 C42 H81 N1 O8 P1 C(OP(=O)(O)OCC[N+](C)(C)C)C(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC=CCC=CCCCCC PUBCHEM:5313191 RXN-8361 1-16:0-2-18:2-phosphatidylcholine = 1-16:0-2-18:3-phosphatidylcholine phospholipid desaturation
1-16:0-2-18:2-phosphatidylcholine 16:0-18:2-PC*1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 759.078 C42 H81 N1 O8 P1 C(OP(=O)(O)OCC[N+](C)(C)C)C(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC=CCC=CCCCCC PUBCHEM:5313191 1.14.99.- 1-16:0-2-18:1-phosphatidylcholine = 1-16:0-2-18:2-phosphatidylcholine phospholipid desaturation
octanoate octanoate (n-C8:0)*C-8 acid*n-caprylic acid*caprylic acid*capryloate*1-heptanecarboxylic acid*neo-fat 8*octanoic acid*n-octanoic acid*n-octic acid*octoic acid*n-octylic acid 144.213 C8 H16 O2 C(O)(=O)CCCCCCC LIGAND-CPD:C06423*NCI:5024*CAS:124-07-2 6.2.1.20 octanoate + acyl carrier protein + ATP = octanoyl-ACP + AMP + diphosphate lipoate biosynthesis and incorporation I
GA17 gibberellin A17*gibberellin A17*GA17 378.421 C20 H26 O7 CC1([CH]4(C(CCC1)(C(=O)O)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA19 + O2 + 2-ketoglutarate = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
isobutyryl-CoA 2-methylpropanoyl-CoA*isobutyryl-coenzyme A*2-methylpropionyl-CoA*S-(2-methylpropanoyl)-CoA 837.625 C25 H42 N7 O17 P3 S1 c1(c2(c(ncn1)n(cn2)C3(OC(C(C(O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)C)))(N) LIGAND-CPD:C00630*CAS:15621-60-0 2.3.1.168 lipoamide acyltransferase N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine + coenzyme A = lipoamide acyltransferase N6-(dihydrolipoyl)lysine + isobutyryl-CoA branched-chain alpha-keto acid dehydrogenase complex
a short glucan 2.4.1.25 a short glucan + a short glucan = a long-linear glucan + alpha-D-glucose starch degradation
a short glucan 3.2.1.1 a long-linear glucan = n short glucans starch degradation
D-lactate (R)-2-hydroxypropanate*(R)-lactate*lactate 90.079 C3 H6 O3 C(=O)(O)C(O)C LIGAND-CPD:C00256*CAS:10326-41-7 1.1.1.28 NADH + pyruvate = NAD+ + D-lactate alanine degradation II (to D-lactate)
D-lactate (R)-2-hydroxypropanate*(R)-lactate*lactate 90.079 C3 H6 O3 C(=O)(O)C(O)C LIGAND-CPD:C00256*CAS:10326-41-7 1.1.2.4 D-lactate + UQ or MQ = pyruvate + UQH2 or MQH2 methylglyoxal degradation I
D-lactate (R)-2-hydroxypropanate*(R)-lactate*lactate 90.079 C3 H6 O3 C(=O)(O)C(O)C LIGAND-CPD:C00256*CAS:10326-41-7 1.1.2.4 D-lactate + UQ or MQ = pyruvate + UQH2 or MQH2 aerobic respiration -- electron donors reaction list
D-lactate (R)-2-hydroxypropanate*(R)-lactate*lactate 90.079 C3 H6 O3 C(=O)(O)C(O)C LIGAND-CPD:C00256*CAS:10326-41-7 RXN0-5261 D-lactate = pyruvate + 2 H+ + 2 e- D-lactate + UQ or MQ = pyruvate + UQH2 or MQH2
D-lactate (R)-2-hydroxypropanate*(R)-lactate*lactate 90.079 C3 H6 O3 C(=O)(O)C(O)C LIGAND-CPD:C00256*CAS:10326-41-7 3.1.2.6 S-lactoyl-glutathione + H2O = glutathione + D-lactate methylglyoxal degradation I
naringenin pelargidanon*salipurpol*naringetol*4;,5',7-trihydroxyflavanone*4',5,7-Trihydroxyflavanone*flavanone naringenin 272.257 C15 H12 O5 C1(C=C(C=CC(O)=1)[CH]2(CC(=O)C3(=C(O)C=C(O)C=C(O2)3))) LIGAND-CPD:C00509*CAS:480-41-1 1.14.11.9 naringenin + O2 + 2-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
naringenin pelargidanon*salipurpol*naringetol*4;,5',7-trihydroxyflavanone*4',5,7-Trihydroxyflavanone*flavanone naringenin 272.257 C15 H12 O5 C1(C=C(C=CC(O)=1)[CH]2(CC(=O)C3(=C(O)C=C(O)C=C(O2)3))) LIGAND-CPD:C00509*CAS:480-41-1 5.5.1.6 naringenin chalcone = naringenin flavonoid biosynthesis
shikimate-3-phosphate shikimate-5-phosphate*shikimate-5-P*3-phosphoshikimate*5-phosphoshikimate*shikimate-3-P 254.133 C7 H11 O8 P1 C(O)(=O)C1(=[CH][CH]([CH](O)[CH]([CH2]1)O)OP(O)(O)=O) LIGAND-CPD:C03175 2.5.1.19 shikimate-3-phosphate + phosphoenolpyruvate = 5-enolpyruvyl-shikimate-3-phosphate + phosphate chorismate biosynthesis
shikimate-3-phosphate shikimate-5-phosphate*shikimate-5-P*3-phosphoshikimate*5-phosphoshikimate*shikimate-3-P 254.133 C7 H11 O8 P1 C(O)(=O)C1(=[CH][CH]([CH](O)[CH]([CH2]1)O)OP(O)(O)=O) LIGAND-CPD:C03175 2.7.1.71 shikimate + ATP = shikimate-3-phosphate + ADP chorismate biosynthesis
homoserine homo-ser*L-homoserine 119.12 C4 H9 N1 O3 C(O)(=O)[CH](N)CCO CAS:672-15-1*LIGAND-CPD:C00263 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP threonine biosynthesis from homoserine
homoserine homo-ser*L-homoserine 119.12 C4 H9 N1 O3 C(O)(=O)[CH](N)CCO CAS:672-15-1*LIGAND-CPD:C00263 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP methionine biosynthesis II
homoserine homo-ser*L-homoserine 119.12 C4 H9 N1 O3 C(O)(=O)[CH](N)CCO CAS:672-15-1*LIGAND-CPD:C00263 1.1.1.3 L-aspartate-semialdehyde + NAD(P)H + H+ = homoserine + NAD(P)+ homoserine biosynthesis
tRNAthr TRNA(THR) LIGAND-CPD:C01651 6.1.1.3 tRNAthr + L-threonine + ATP = L-threonyl-tRNAthr + diphosphate + AMP tRNA charging pathway
D-isocitrate isocitric acid*isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 1.1.1.42 D-isocitrate + D-isocitrate + NADP+ = 2-ketoglutarate + CO2 + NADPH TCA cycle
D-isocitrate isocitric acid*isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 4.2.1.3 cis-aconitate + H2O = D-isocitrate + D-isocitrate TCA cycle
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(CC(N)C(O)=O)SCC(N)C(=O)O LIGAND-CPD:C00542*CAS:56-88-2 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine homocysteine and cysteine interconversion
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(CC(N)C(O)=O)SCC(N)C(=O)O LIGAND-CPD:C00542*CAS:56-88-2 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine biosynthesis II
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(CC(N)C(O)=O)SCC(N)C(=O)O LIGAND-CPD:C00542*CAS:56-88-2 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine homocysteine and cysteine interconversion
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(CC(N)C(O)=O)SCC(N)C(=O)O LIGAND-CPD:C00542*CAS:56-88-2 4.2.1.22 L-homocysteine + L-serine = H2O + cystathionine homocysteine and cysteine interconversion
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(CC(N)C(O)=O)SCC(N)C(=O)O LIGAND-CPD:C00542*CAS:56-88-2 RXN-721 O-acetyl-L-homoserine + L-cysteine = cystathionine + acetate homocysteine and cysteine interconversion
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(CC(N)C(O)=O)SCC(N)C(=O)O LIGAND-CPD:C00542*CAS:56-88-2 2.5.1.- L-cysteine + O-phospho-L-homoserine = cystathionine + phosphate methionine biosynthesis II
L-tyrosine Y*tyr*tyrosine 181.191 C9 H11 N1 O3 C(O)(=O)C(N)CC1(=CC=C(O)C=C1) LIGAND-CPD:C00082*CAS:60-18-4 6.1.1.1 L-tyrosine + tRNAtyr + ATP = L-tyrosyl-tRNAtyr + diphosphate + AMP tRNA charging pathway
ADP-D-glucose adenosine diphosphate glucose*ADP-glucose 589.345 C16 H25 N5 O15 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(cnc4(c3c(N)ncn4))) LIGAND-CPD:C00498*CAS:2140-58-1 2.4.1.21 ADP-D-glucose + (1,4-alpha-D-glucosyl)(n) = ADP + (1,4-alpha-D-glucosyl)(n+1) glycogen biosynthesis I (from ADP-D-Glucose)
ADP-D-glucose adenosine diphosphate glucose*ADP-glucose 589.345 C16 H25 N5 O15 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(cnc4(c3c(N)ncn4))) LIGAND-CPD:C00498*CAS:2140-58-1 2.4.1.21 ADP-D-glucose + (1,4-alpha-D-glucosyl)(n) = ADP + (1,4-alpha-D-glucosyl)(n+1) starch biosynthesis
ADP-D-glucose adenosine diphosphate glucose*ADP-glucose 589.345 C16 H25 N5 O15 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(cnc4(c3c(N)ncn4))) LIGAND-CPD:C00498*CAS:2140-58-1 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + diphosphate glycogen biosynthesis I (from ADP-D-Glucose)
ADP-D-glucose adenosine diphosphate glucose*ADP-glucose 589.345 C16 H25 N5 O15 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(cnc4(c3c(N)ncn4))) LIGAND-CPD:C00498*CAS:2140-58-1 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + diphosphate starch biosynthesis
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis IV (plant cytosol)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis I
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH gluconeogenesis
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.9 D-glyceraldehyde-3-phosphate + NADP+ + H2O = 3-phosphoglycerate + NADPH glycolysis IV (plant cytosol)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone phosphate Calvin-Benson-Bassham cycle
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone phosphate glycolysis IV (plant cytosol)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone phosphate glycolysis I
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 methylerythritol phosphate pathway
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = fructose-6-phosphate + D-erythrose-4-phosphate pentose phosphate pathway (non-oxidative branch)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = fructose-6-phosphate + D-erythrose-4-phosphate Rubisco shunt
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.59 NAD(P)H + 1,3-diphosphateglycerate = NAD(P)+ + D-glyceraldehyde-3-phosphate + phosphate Calvin-Benson-Bassham cycle
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 RXN0-2381 indole-3-glycerol-phosphate = indole + D-glyceraldehyde-3-phosphate tryptophan biosynthesis
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (non-oxidative branch)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate Calvin-Benson-Bassham cycle
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate Rubisco shunt
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (non-oxidative branch)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate Calvin-Benson-Bassham cycle
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate Rubisco shunt
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone phosphate + D-glyceraldehyde-3-phosphate Calvin-Benson-Bassham cycle
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone phosphate + D-glyceraldehyde-3-phosphate glycolysis IV (plant cytosol)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone phosphate + D-glyceraldehyde-3-phosphate glycolysis I
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone phosphate + D-glyceraldehyde-3-phosphate gluconeogenesis
D-4'-phosphopantothenate 4'-phosphopantothenate*4'-P-Pantothenate*(R)-4'-phosphopantothenate 299.217 C9 H18 N1 O8 P1 C(OP(O)(=O)O)C(C)(C)C(O)C(=O)NCCC(O)=O LIGAND-CPD:C03492 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + diphosphate + CMP coenzyme A biosynthesis
D-4'-phosphopantothenate 4'-phosphopantothenate*4'-P-Pantothenate*(R)-4'-phosphopantothenate 299.217 C9 H18 N1 O8 P1 C(OP(O)(=O)O)C(C)(C)C(O)C(=O)NCCC(O)=O LIGAND-CPD:C03492 2.7.1.33 pantothenate + ATP = D-4'-phosphopantothenate + ADP coenzyme A biosynthesis
deamido-NAD deamido-NAD*Deamino-NAD+*NaADN*deamido-NAD+*deamidonicotinamide adenine dinucleoetide*nicotinate adenine dinucleotide*NAAD 665.423 C21 H27 N6 O15 P2 C(O)(=O)c1(c[n+](ccc1)[CH]2(O[CH]([CH](O)[CH](O)2)COP(=O)(O)OP(O)(=O)OC[CH]3(O[CH]([CH](O)[CH]3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00857*CAS:6450-77-7 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
deamido-NAD deamido-NAD*Deamino-NAD+*NaADN*deamido-NAD+*deamidonicotinamide adenine dinucleoetide*nicotinate adenine dinucleotide*NAAD 665.423 C21 H27 N6 O15 P2 C(O)(=O)c1(c[n+](ccc1)[CH]2(O[CH]([CH](O)[CH](O)2)COP(=O)(O)OP(O)(=O)OC[CH]3(O[CH]([CH](O)[CH]3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00857*CAS:6450-77-7 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
deamido-NAD deamido-NAD*Deamino-NAD+*NaADN*deamido-NAD+*deamidonicotinamide adenine dinucleoetide*nicotinate adenine dinucleotide*NAAD 665.423 C21 H27 N6 O15 P2 C(O)(=O)c1(c[n+](ccc1)[CH]2(O[CH]([CH](O)[CH](O)2)COP(=O)(O)OP(O)(=O)OC[CH]3(O[CH]([CH](O)[CH]3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00857*CAS:6450-77-7 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ pyridine nucleotide cycling (plants)
deamido-NAD deamido-NAD*Deamino-NAD+*NaADN*deamido-NAD+*deamidonicotinamide adenine dinucleoetide*nicotinate adenine dinucleotide*NAAD 665.423 C21 H27 N6 O15 P2 C(O)(=O)c1(c[n+](ccc1)[CH]2(O[CH]([CH](O)[CH](O)2)COP(=O)(O)OP(O)(=O)OC[CH]3(O[CH]([CH](O)[CH]3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00857*CAS:6450-77-7 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
deamido-NAD deamido-NAD*Deamino-NAD+*NaADN*deamido-NAD+*deamidonicotinamide adenine dinucleoetide*nicotinate adenine dinucleotide*NAAD 665.423 C21 H27 N6 O15 P2 C(O)(=O)c1(c[n+](ccc1)[CH]2(O[CH]([CH](O)[CH](O)2)COP(=O)(O)OP(O)(=O)OC[CH]3(O[CH]([CH](O)[CH]3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00857*CAS:6450-77-7 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD NAD biosynthesis I (from aspartate)
deamido-NAD deamido-NAD*Deamino-NAD+*NaADN*deamido-NAD+*deamidonicotinamide adenine dinucleoetide*nicotinate adenine dinucleotide*NAAD 665.423 C21 H27 N6 O15 P2 C(O)(=O)c1(c[n+](ccc1)[CH]2(O[CH]([CH](O)[CH](O)2)COP(=O)(O)OP(O)(=O)OC[CH]3(O[CH]([CH](O)[CH]3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00857*CAS:6450-77-7 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
deamido-NAD deamido-NAD*Deamino-NAD+*NaADN*deamido-NAD+*deamidonicotinamide adenine dinucleoetide*nicotinate adenine dinucleotide*NAAD 665.423 C21 H27 N6 O15 P2 C(O)(=O)c1(c[n+](ccc1)[CH]2(O[CH]([CH](O)[CH](O)2)COP(=O)(O)OP(O)(=O)OC[CH]3(O[CH]([CH](O)[CH]3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00857*CAS:6450-77-7 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD pyridine nucleotide cycling (plants)
homogentisate 2,5-dihydroxyphenylacetate 168.149 C8 H8 O4 C(O)(=O)Cc1(c(O)ccc(O)c1) LIGAND-CPD:C00544 RXN-2541 homogentisate + phytyl diphosphate = 2-methyl-6-phytyl-1,4-benzoquinone + CO2 + diphosphate vitamin E biosynthesis
homogentisate 2,5-dihydroxyphenylacetate 168.149 C8 H8 O4 C(O)(=O)Cc1(c(O)ccc(O)c1) LIGAND-CPD:C00544 RXN-2761 homogentisate + solanyl pyrophosphate = 2-methyl-6-solanyl-1,4-benzoquinone + CO2 + diphosphate plastoquinone biosynthesis
homogentisate 2,5-dihydroxyphenylacetate 168.149 C8 H8 O4 C(O)(=O)Cc1(c(O)ccc(O)c1) LIGAND-CPD:C00544 1.13.11.27 4-hydroxyphenylpyruvate + O2 = CO2 + homogentisate plastoquinone biosynthesis
homogentisate 2,5-dihydroxyphenylacetate 168.149 C8 H8 O4 C(O)(=O)Cc1(c(O)ccc(O)c1) LIGAND-CPD:C00544 1.13.11.27 4-hydroxyphenylpyruvate + O2 = CO2 + homogentisate vitamin E biosynthesis
porphobilinogen 226.232 C10 H14 N2 O4 c1(c(CCC(O)=O)c(CC(O)=O)c(n1)CN) LIGAND-CPD:C00931*CAS:487-90-1 2.5.1.61 H2O + 4 porphobilinogen = 4 ammonia + hydroxymethylbilane tetrapyrrole biosynthesis I
porphobilinogen 226.232 C10 H14 N2 O4 c1(c(CCC(O)=O)c(CC(O)=O)c(n1)CN) LIGAND-CPD:C00931*CAS:487-90-1 4.2.1.24 2 5-amino-levulinate = 2 H2O + porphobilinogen tetrapyrrole biosynthesis I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A mevalonate pathway
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.3.8 citrate + coenzyme A + ATP = oxaloacetate + acetyl-CoA + phosphate + ADP acetyl-CoA biosynthesis (from citrate)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 6.4.1.2 ATP + acetyl-CoA + HCO3- + H+ = ADP + phosphate + malonyl-CoA fatty acid biosynthesis - initial steps II (plant)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A cysteine biosynthesis I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.3.9 acetyl-CoA + H2O + glyoxylate = malate + coenzyme A glycolate and glyoxylate degradation II
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.3.13 2-keto-isovalerate + acetyl-CoA + H2O = 2-isopropylmalate + coenzyme A leucine biosynthesis
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.16 a 3-ketoacyl-CoA + coenzyme A = an acyl-CoA + acetyl-CoA fatty acid beta-oxidation II (core pathway)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.- acetyl-CoA + a malonyl-ACP = an acetoacetyl-ACP + coenzyme A + CO2 fatty acid biosynthesis - initial steps II (plant)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.3.10 acetoacetyl-CoA + H2O + acetyl-CoA = coenzyme A + 3-hydroxy-3-methyl-glutaryl-CoA mevalonate pathway
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.12 coenzyme A + lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine = acetyl-CoA + lipoate acetyltransferase N6-(dihydrolipoyl)lysine acetyl-CoA biosynthesis (from pyruvate)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 4.1.3.4 3-hydroxy-3-methyl-glutaryl-CoA = acetoacetate + acetyl-CoA leucine degradation I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP oxidative ethanol degradation III
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP acetate conversion to acetyl-CoA
L-aspartate-semialdehyde L-aspartic 4-semialdehyde*L-aspartate-4-semialdehyde*L-aspartate β-semialdehyde 117.104 C4 H7 N1 O3 [CH](=O)CC(N)C(O)=O LIGAND-CPD:C00441*CAS:15106-57-7 4.2.1.52 pyruvate + L-aspartate-semialdehyde = 2 H2O + L-2,3-dihydrodipicolinate lysine biosynthesis VI
L-aspartate-semialdehyde L-aspartic 4-semialdehyde*L-aspartate-4-semialdehyde*L-aspartate β-semialdehyde 117.104 C4 H7 N1 O3 [CH](=O)CC(N)C(O)=O LIGAND-CPD:C00441*CAS:15106-57-7 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde homoserine biosynthesis
L-aspartate-semialdehyde L-aspartic 4-semialdehyde*L-aspartate-4-semialdehyde*L-aspartate β-semialdehyde 117.104 C4 H7 N1 O3 [CH](=O)CC(N)C(O)=O LIGAND-CPD:C00441*CAS:15106-57-7 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine biosynthesis VI
L-aspartate-semialdehyde L-aspartic 4-semialdehyde*L-aspartate-4-semialdehyde*L-aspartate β-semialdehyde 117.104 C4 H7 N1 O3 [CH](=O)CC(N)C(O)=O LIGAND-CPD:C00441*CAS:15106-57-7 1.1.1.3 L-aspartate-semialdehyde + NAD(P)H + H+ = homoserine + NAD(P)+ homoserine biosynthesis
3-phosphoglycerate 3-phospho-(R)-glycerate*3-phospho-glyceric acid*G3P*3-PG*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate*3-PGA 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP Calvin-Benson-Bassham cycle
3-phosphoglycerate 3-phospho-(R)-glycerate*3-phospho-glyceric acid*G3P*3-PG*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate*3-PGA 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis IV (plant cytosol)
3-phosphoglycerate 3-phospho-(R)-glycerate*3-phospho-glyceric acid*G3P*3-PG*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate*3-PGA 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis I
3-phosphoglycerate 3-phospho-(R)-glycerate*3-phospho-glyceric acid*G3P*3-PG*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate*3-PGA 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP gluconeogenesis
3-phosphoglycerate 3-phospho-(R)-glycerate*3-phospho-glyceric acid*G3P*3-PG*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate*3-PGA 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 1.1.1.95 3-phosphoglycerate + NAD+ = 3-phospho-hydroxypyruvate + NADH serine biosynthesis
3-phosphoglycerate 3-phospho-(R)-glycerate*3-phospho-glyceric acid*G3P*3-PG*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate*3-PGA 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glycolysis IV (plant cytosol)
3-phosphoglycerate 3-phospho-(R)-glycerate*3-phospho-glyceric acid*G3P*3-PG*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate*3-PGA 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glycolysis I
3-phosphoglycerate 3-phospho-(R)-glycerate*3-phospho-glyceric acid*G3P*3-PG*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate*3-PGA 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate Rubisco shunt
3-phosphoglycerate 3-phospho-(R)-glycerate*3-phospho-glyceric acid*G3P*3-PG*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate*3-PGA 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate gluconeogenesis
3-phosphoglycerate 3-phospho-(R)-glycerate*3-phospho-glyceric acid*G3P*3-PG*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate*3-PGA 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 2.7.1.31 D-glycerate + ATP = 3-phosphoglycerate + ADP photorespiration
3-phosphoglycerate 3-phospho-(R)-glycerate*3-phospho-glyceric acid*G3P*3-PG*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate*3-PGA 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 4.1.1.- D-ribulose-1,5-bisphosphate + O2 = 2-phosphoglycolate + 3-phosphoglycerate + 2 H+ photorespiration
3-phosphoglycerate 3-phospho-(R)-glycerate*3-phospho-glyceric acid*G3P*3-PG*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate*3-PGA 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 4.1.1.39 D-ribulose-1,5-bisphosphate + CO2 + H2O = 2 3-phosphoglycerate + 2 H+ Calvin-Benson-Bassham cycle
3-phosphoglycerate 3-phospho-(R)-glycerate*3-phospho-glyceric acid*G3P*3-PG*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate*3-PGA 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 4.1.1.39 D-ribulose-1,5-bisphosphate + CO2 + H2O = 2 3-phosphoglycerate + 2 H+ Rubisco shunt
3-phosphoglycerate 3-phospho-(R)-glycerate*3-phospho-glyceric acid*G3P*3-PG*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate*3-PGA 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 1.2.1.9 D-glyceraldehyde-3-phosphate + NADP+ + H2O = 3-phosphoglycerate + NADPH glycolysis IV (plant cytosol)
3-phospho-hydroxypyruvate phosphohydroxypyruvate*3-phosphonooxypyruvate*3-P-hydroxypyruvate*3-p-OH-pyr*3-phosphohydroxypyruvate*3-p-OH-pyruvate*3-p-hydroxy-pyr*3-phosphohydroxy-pyr*phosphohydroxypyruate 184.042 C3 H5 O7 P1 C(C(=O)C(O)=O)OP(=O)(O)O LIGAND-CPD:C03232*CAS:3913-50-6 1.1.1.95 3-phosphoglycerate + NAD+ = 3-phospho-hydroxypyruvate + NADH serine biosynthesis
3-phospho-hydroxypyruvate phosphohydroxypyruvate*3-phosphonooxypyruvate*3-P-hydroxypyruvate*3-p-OH-pyr*3-phosphohydroxypyruvate*3-p-OH-pyruvate*3-p-hydroxy-pyr*3-phosphohydroxy-pyr*phosphohydroxypyruate 184.042 C3 H5 O7 P1 C(C(=O)C(O)=O)OP(=O)(O)O LIGAND-CPD:C03232*CAS:3913-50-6 2.6.1.52 L-glutamate + 3-phospho-hydroxypyruvate = 3-phospho-serine + 2-ketoglutarate serine biosynthesis
DNA containing 5-methylcytosine 2.1.1.37 a deoxyribonucleic acid + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + DNA containing 5-methylcytosine methionine degradation I (to homocysteine)
UDP-D-galacturonate UDP-galacturonate 580.289 C15 H22 N2 O18 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)C(O)=O))) 2.4.1.43 (1,4-alpha-D-galacturonosyl)(n) + UDP-D-galacturonate = (1,4-alpha-D-galacturonosyl)(n+1) + UDP homogalacturonan biosynthesis
UDP-D-galacturonate UDP-galacturonate 580.289 C15 H22 N2 O18 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)C(O)=O))) 5.1.3.6 UDP-D-glucuronate = UDP-D-galacturonate UDP-D-galacturonate biosynthesis I (from UDP-D-glucuronate)
alpha-D-glucose α-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O1)CO)(O) LIGAND-CPD:C00267 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose 6-phosphate + ADP starch degradation
alpha-D-glucose α-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O1)CO)(O) LIGAND-CPD:C00267 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose 6-phosphate + ADP sucrose degradation III
alpha-D-glucose α-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O1)CO)(O) LIGAND-CPD:C00267 2.4.1.25 a short glucan + a short glucan = a long-linear glucan + alpha-D-glucose starch degradation
alpha-D-glucose α-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O1)CO)(O) LIGAND-CPD:C00267 3.2.1.20 alpha-maltose + H2O = 2 alpha-D-glucose starch degradation
alpha-D-glucose α-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O1)CO)(O) LIGAND-CPD:C00267 3.2.1.26 sucrose + H2O = alpha-D-glucose + fructose sucrose degradation III
tetrahydrogeranylgeranyl-chlorophyll a tetrahydroGG-chlorophyll a*tetrahydroGG-chl a*tetrahydrogeranylgeranyl-chl a 891.487 C55 H70 N4 O5 MG1 CC(CCCC(C)CCCC(C)CCC=C(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 1.3.1.- tetrahydrogeranylgeranyl-chlorophyll a + NADPH = chlorophyll a + NADP+ chlorophyll a biosynthesis II
tetrahydrogeranylgeranyl-chlorophyll a tetrahydroGG-chlorophyll a*tetrahydroGG-chl a*tetrahydrogeranylgeranyl-chl a 891.487 C55 H70 N4 O5 MG1 CC(CCCC(C)CCCC(C)CCC=C(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 1.3.1.- dihydrogeranylgeranyl-chlorophyll a + NADPH = tetrahydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
a 2-lysophosphatidate a 1-acyl-sn-glycerol-3-phosphate*an acyl-sn-glycerol-3P*an acyl-sn-glycerol-3-phosphate*a 1-acyl-sn-glycerol-3P C4 H8 O7 R1 P1 2.3.1.51 a fatty acyl CoA + a 2-lysophosphatidate = an L-phosphatidate + coenzyme A triacylglycerol biosynthesis
a 2-lysophosphatidate a 1-acyl-sn-glycerol-3-phosphate*an acyl-sn-glycerol-3P*an acyl-sn-glycerol-3-phosphate*a 1-acyl-sn-glycerol-3P C4 H8 O7 R1 P1 2.3.1.51 a fatty acyl CoA + a 2-lysophosphatidate = an L-phosphatidate + coenzyme A CDP-diacylglycerol biosynthesis
a 2-lysophosphatidate a 1-acyl-sn-glycerol-3-phosphate*an acyl-sn-glycerol-3P*an acyl-sn-glycerol-3-phosphate*a 1-acyl-sn-glycerol-3P C4 H8 O7 R1 P1 2.3.1.51 a 2-lysophosphatidate + an acyl-ACP = an L-phosphatidate + acyl carrier protein CDP-diacylglycerol biosynthesis I
a 2-lysophosphatidate a 1-acyl-sn-glycerol-3-phosphate*an acyl-sn-glycerol-3P*an acyl-sn-glycerol-3-phosphate*a 1-acyl-sn-glycerol-3P C4 H8 O7 R1 P1 2.3.1.15 sn-glycerol-3-phosphate + an acyl-ACP = a 2-lysophosphatidate + acyl carrier protein CDP-diacylglycerol biosynthesis I
a 2-lysophosphatidate a 1-acyl-sn-glycerol-3-phosphate*an acyl-sn-glycerol-3P*an acyl-sn-glycerol-3-phosphate*a 1-acyl-sn-glycerol-3P C4 H8 O7 R1 P1 2.3.1.15 a fatty acyl CoA + sn-glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A triacylglycerol biosynthesis
a 2-lysophosphatidate a 1-acyl-sn-glycerol-3-phosphate*an acyl-sn-glycerol-3P*an acyl-sn-glycerol-3-phosphate*a 1-acyl-sn-glycerol-3P C4 H8 O7 R1 P1 2.3.1.15 a fatty acyl CoA + sn-glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A CDP-diacylglycerol biosynthesis
L-seryl-tRNAser L-SERYL-TRNA(SER) LIGAND-CPD:C02553 6.1.1.11 tRNAser + L-serine + ATP = L-seryl-tRNAser + diphosphate + AMP tRNA charging pathway
(-)-jasmonic acid methyl ester jasmonic acid methyl ester*methyl jasmonate 224.299 C13 H20 O3 CCC=CC[CH]1([CH](CC(=O)OC)CCC(=O)1) 2.1.1.141 (-)-jasmonate + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + (-)-jasmonic acid methyl ester jasmonic acid biosynthesis
2-keto-3-methyl-valerate (3S)-3-Methyl-2-oxopentanoate*α-keto-methylvalerate*2-oxo-3-methylvalerate*(S)-2-oxo-3-methylpentanoate*(S)-3-methyl-2-oxopentanoate*2-oxo-3-methylpentanoate*3-methyl-2-oxopentanoate*α-keto-β-methyl-valerate 130.143 C6 H10 O3 CCC(C)C(=O)C(=O)O LIGAND-CPD:C00671*CAS:1460-34-0 4.2.1.9 2,3-dihydroxy-3-methylvalerate = 2-keto-3-methyl-valerate + H2O isoleucine biosynthesis from threonine
2-keto-3-methyl-valerate (3S)-3-Methyl-2-oxopentanoate*α-keto-methylvalerate*2-oxo-3-methylvalerate*(S)-2-oxo-3-methylpentanoate*(S)-3-methyl-2-oxopentanoate*2-oxo-3-methylpentanoate*3-methyl-2-oxopentanoate*α-keto-β-methyl-valerate 130.143 C6 H10 O3 CCC(C)C(=O)C(=O)O LIGAND-CPD:C00671*CAS:1460-34-0 2.6.1.42 L-glutamate + 2-keto-3-methyl-valerate = L-isoleucine + 2-ketoglutarate isoleucine biosynthesis from threonine
1,4-alpha-D-galacturonosyl 1,4-α-poly-D-galacturonate*homogalacturonan 546.392 C18 H26 O19 C1(OC(C(=O)O)C(O)C(O)C(O)1)OC2(C(O)C(O)C(OC2C(O)=O)OC3(C(C(O)=O)OC(O)C(O)C(O)3)) 2.1.1.- 1,4-alpha-D-galacturonosyl + S-adenosyl-L-methionine = methylesterified 1,4-alpha-D-galacturonosyl + S-adenosyl-L-homocysteine homogalacturonan biosynthesis
1,4-alpha-D-galacturonosyl 1,4-α-poly-D-galacturonate*homogalacturonan 546.392 C18 H26 O19 C1(OC(C(=O)O)C(O)C(O)C(O)1)OC2(C(O)C(O)C(OC2C(O)=O)OC3(C(C(O)=O)OC(O)C(O)C(O)3)) 3.1.1.11 methylesterified 1,4-alpha-D-galacturonosyl + H2O = 1,4-alpha-D-galacturonosyl + methanol homogalacturonan degradation
1,4-alpha-D-galacturonosyl 1,4-α-poly-D-galacturonate*homogalacturonan 546.392 C18 H26 O19 C1(OC(C(=O)O)C(O)C(O)C(O)1)OC2(C(O)C(O)C(OC2C(O)=O)OC3(C(C(O)=O)OC(O)C(O)C(O)3)) 3.2.1.15 1,4-alpha-D-galacturonosyl + H2O = 1,4-alpha-D-galacturonosyl homogalacturonan degradation
1,4-alpha-D-galacturonosyl 1,4-α-poly-D-galacturonate*homogalacturonan 546.392 C18 H26 O19 C1(OC(C(=O)O)C(O)C(O)C(O)1)OC2(C(O)C(O)C(OC2C(O)=O)OC3(C(C(O)=O)OC(O)C(O)C(O)3)) 2.4.1.43 (1,4-alpha-D-galacturonosyl)(n) + UDP-D-galacturonate = (1,4-alpha-D-galacturonosyl)(n+1) + UDP homogalacturonan biosynthesis
UDP-N-acetyl-D-galactosamine UDP-N-acetylgalactosamine*uridine diphosphate N-acetylgalactosamine 607.358 C17 H27 N3 O17 P2 CC(=O)NC1(C(OC(CO)C(O)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3))) LIGAND-CPD:C00203*CAS:7277-98-7 5.1.3.7 UDP-N-acetyl-D-glucosamine = UDP-N-acetyl-D-galactosamine UDP-N-acetyl-D-galactosamine biosynthesis I
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 RXN0-5245 succinate = fumarate + 2 H+ + 2 e- UQ + succinate = UQH2 + fumarate
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 RXN0-5245 succinate = fumarate + 2 H+ + 2 e- UQ + succinate = UQH2 + fumarate
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 1.3.5.1 UQ + succinate = UQH2 + fumarate TCA cycle
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 1.3.5.1 UQ + succinate = UQH2 + fumarate aerobic respiration -- electron donor III
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.3.2.2 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole = fumarate + aminoimidazole carboxamide ribonucleotide purine nucleotides de novo biosynthesis II
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.3.2.2 adenylo-succinate = fumarate + AMP purine nucleotides de novo biosynthesis II
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 1.3.5.1 UQ + succinate = UQH2 + fumarate aerobic respiration -- electron donor II
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 1.3.5.1 UQ + succinate = UQH2 + fumarate aerobic respiration -- electron donors reaction list
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.2.1.2 fumarate + H2O = malate TCA cycle
an L-1-phosphatidyl-ethanolamine glycerophosphoethanolamine*a phosphatidylethenolamine*O-(1-β-acyl-2-acyl-sn-glycero-3-phospho)-ethanolamine*PtdEtn*a 1-phosphatidylethanolamine*an L-1-phosphotidylethanolamine C7 H12 N1 O8 R11 R21 P1 C(C(OC([R2])=O)COC(=O)[R1])OP(=O)(O)OCCN LIGAND-CPD:C00350 4.1.1.65 an L-1-phosphatidylserine = an L-1-phosphatidyl-ethanolamine + CO2 phosphatidyl-ethanolamine biosynthesis
L-methionyl-tRNAmet L-METHIONYL-TRNA*L-METHIONYL-TRNA(MET) LIGAND-CPD:C02430 6.1.1.10 tRNAmet + L-methionine + ATP = L-methionyl-tRNAmet + diphosphate + AMP tRNA charging pathway
D-glucono-delta-lactone-6-phosphate 6-phosphogluconolactone*D-6-phosphoglucono-δ-lactone*D-6-P-glucono-δ-lactone*D-glucono-1,5-lactone-6-phosphate*6-phospho-D-glucono-1,5-lactone*D-6-phospho-glucono-δ-lactone 258.121 C6 H11 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(=O) LIGAND-CPD:C01236*CAS:2641-81-8 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate pentose phosphate pathway (oxidative branch)
D-glucono-delta-lactone-6-phosphate 6-phosphogluconolactone*D-6-phosphoglucono-δ-lactone*D-6-P-glucono-δ-lactone*D-glucono-1,5-lactone-6-phosphate*6-phospho-D-glucono-1,5-lactone*D-6-phospho-glucono-δ-lactone 258.121 C6 H11 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(=O) LIGAND-CPD:C01236*CAS:2641-81-8 1.1.1.49 beta-D-glucose-6-phosphate + NADP+ = D-glucono-delta-lactone-6-phosphate + NADPH + H+ pentose phosphate pathway (oxidative branch)
(E)-cinnamoyl-CoA 897.68 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1(ccccc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) RXN-2002 (E)-cinnamoyl-CoA + H2O = hydroxycinnamoyl-CoA salicylate biosynthesis
(E)-cinnamoyl-CoA 897.68 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1(ccccc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) 2.3.1.110 tyramine + (E)-cinnamoyl-CoA = cinnamoyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
(E)-cinnamoyl-CoA 897.68 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1(ccccc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) 6.2.1.- trans-cinnamate + coenzyme A = (E)-cinnamoyl-CoA + H2O salicylate biosynthesis
nicotinamide 6-aminonicotinamide*vitamin PP*niacinamide 122.126 C6 H6 N2 O1 c1(ccc(cn1)C(N)=O) LIGAND-CPD:C00153*CAS:98-92-0 3.5.1.19 nicotinamide + H2O = ammonia + nicotinate pyridine nucleotide cycling (plants)
nicotinamide 6-aminonicotinamide*vitamin PP*niacinamide 122.126 C6 H6 N2 O1 c1(ccc(cn1)C(N)=O) LIGAND-CPD:C00153*CAS:98-92-0 3.2.2.14 nicotinamide mononucleotide + H2O = D-ribose-5-phosphate + nicotinamide pyridine nucleotide cycling (plants)
nicotinamide 6-aminonicotinamide*vitamin PP*niacinamide 122.126 C6 H6 N2 O1 c1(ccc(cn1)C(N)=O) LIGAND-CPD:C00153*CAS:98-92-0 3.2.2.1 nicotinamide riboside + H2O = nicotinamide + D-ribose pyridine nucleotide cycling (plants)
(+)-7-isojasmonate (+)-7-isojasmonic acid*isojasmonic acid*(3R,7S)-(+)-7-isojasmonate 210.272 C12 H18 O3 CCC=CCC1(C(CC(=O)O)CCC1=O) RXN-745 (+)-7-isojasmonate = (-)-jasmonate jasmonic acid biosynthesis
(+)-7-isojasmonate (+)-7-isojasmonic acid*isojasmonic acid*(3R,7S)-(+)-7-isojasmonate 210.272 C12 H18 O3 CCC=CCC1(C(CC(=O)O)CCC1=O) RXN-744 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate + 3 O2 = (+)-7-isojasmonate + 3 acetate jasmonic acid biosynthesis
12,13(S)-epoxylinolenate 12,13(S)-epoxylinolenic acid*epoxylinolenic acid*12,13-epoxy-octadecatrienoic acid*(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate 292.417 C18 H28 O3 CCC=CCC1(C(O1)=CC=CCCCCCCCC(O)=O) 5.3.99.6 12,13(S)-epoxylinolenate = 12-oxo-cis-10,15-phytodienoate jasmonic acid biosynthesis
12,13(S)-epoxylinolenate 12,13(S)-epoxylinolenic acid*epoxylinolenic acid*12,13-epoxy-octadecatrienoic acid*(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate 292.417 C18 H28 O3 CCC=CCC1(C(O1)=CC=CCCCCCCCC(O)=O) 4.2.1.92 13-HPOT = H2O + 12,13(S)-epoxylinolenate jasmonic acid biosynthesis
D-glycerate (R)-glycerate*glycerate 106.078 C3 H6 O4 C(O)C(O)C(O)=O CAS:473-81-4*LIGAND-CPD:C00258*CAS:6000-40-4 1.1.1.29 hydroxypyruvate + NADH = D-glycerate + NAD+ photorespiration
D-glycerate (R)-glycerate*glycerate 106.078 C3 H6 O4 C(O)C(O)C(O)=O CAS:473-81-4*LIGAND-CPD:C00258*CAS:6000-40-4 2.7.1.- ATP + D-glycerate = 2-phosphoglycerate + ADP 2-O-alpha-mannosyl-D-glycerate degradation
D-glycerate (R)-glycerate*glycerate 106.078 C3 H6 O4 C(O)C(O)C(O)=O CAS:473-81-4*LIGAND-CPD:C00258*CAS:6000-40-4 2.7.1.31 D-glycerate + ATP = 3-phosphoglycerate + ADP photorespiration
D-glycerate (R)-glycerate*glycerate 106.078 C3 H6 O4 C(O)C(O)C(O)=O CAS:473-81-4*LIGAND-CPD:C00258*CAS:6000-40-4 RXN0-5216 2-O-(6-phospho-alpha-mannosyl)-D-glycerate + H2O = D-mannose-6-phosphate + D-glycerate 2-O-alpha-mannosyl-D-glycerate degradation
5-methyltetrahydropteroyltri-L-glutamate 701.692 C30 H39 N9 O11 C(C1(N(C)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(=O)NC(C(O)=O)CCC(=O)NC(C(O)=O)CCC=O) LIGAND-CPD:C04489 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis II
5-methyltetrahydropteroyltri-L-glutamate 701.692 C30 H39 N9 O11 C(C1(N(C)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(=O)NC(C(O)=O)CCC(=O)NC(C(O)=O)CCC=O) LIGAND-CPD:C04489 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine S-adenosyl-L-methionine cycle
tRNAile TRNA(ILE) LIGAND-CPD:C01644 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + diphosphate + AMP tRNA charging pathway
CMP-3-deoxy-D-manno-octulosonate CMP-2-dehydro-3-deoxy-D-octonate*CMP-KDO 543.377 C17 H26 N3 O15 P1 C(O)(=O)C(=O)CC(O)C(O)C(O)C(O)COP(=O)(O)OCC1(OC(C(O)C(O)1)n2(c(=O)nc(N)cc2)) LIGAND-CPD:C04121 2.7.7.38 3-deoxy-D-manno-octulosonate + CTP = CMP-3-deoxy-D-manno-octulosonate + diphosphate CMP-KDO biosynthesis II (from D-arabinose 5-phosphate)
an N10-formyl-tetrahydrofolate C20 H23 N7 O6 R11 C1(C(NC2(=C(N1)NC(N)=[NH]C(=O)2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(=O)O)CCC(=O)[R1])) 6.3.2.17 10-formyl-tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = 10-formyl-tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate folate polyglutamylation I
an N10-formyl-tetrahydrofolate C20 H23 N7 O6 R11 C1(C(NC2(=C(N1)NC(N)=[NH]C(=O)2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(=O)O)CCC(=O)[R1])) 6.3.2.17 10-formyl-tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = 10-formyl-tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate formylTHF biosynthesis II
trichloroacetate trichloroacetic acid 163.388 C(O)(=O)C(Cl)(Cl)Cl RXN-9150 trichloroacetate = oxalate trichloroethylene degradation
trichloroacetate trichloroacetic acid 163.388 C(O)(=O)C(Cl)(Cl)Cl RXN-9155 trichloroethanol + NADPH + O2 + H+ = trichloroacetate + NADP+ + H2O trichloroethylene degradation
trichloroacetate trichloroacetic acid 163.388 C(O)(=O)C(Cl)(Cl)Cl RXN-9149 trichloroethylene = trichloroacetate trichloroethylene degradation
dethiobiotin Desthiobiotin*DTB 214.264 C10 H18 N2 O3 C(=O)(O)CCCCCC1(C(C)NC(N1)=O) LIGAND-CPD:C01909*CAS:533-48-2 2.8.1.6 dethiobiotin + sulfur donor = 9-mercaptodethiobiotin biotin biosynthesis II
dethiobiotin Desthiobiotin*DTB 214.264 C10 H18 N2 O3 C(=O)(O)CCCCCC1(C(C)NC(N1)=O) LIGAND-CPD:C01909*CAS:533-48-2 6.3.3.3 CO2 + 7,8-diaminopelargonate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis II
a CDP-diacylglycerol CDP-diglyceride*CDP-1,2-diglyceride*CDP-1,2-diacylglycerol C14 H19 N3 O15 R11 R21 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)OCC(OC([R1])=O)COC([R2])=O)) LIGAND-CPD:C00269 2.7.8.8 a CDP-diacylglycerol + L-serine = CMP + an L-1-phosphatidylserine phosphatidyl-ethanolamine biosynthesis
a CDP-diacylglycerol CDP-diglyceride*CDP-1,2-diglyceride*CDP-1,2-diacylglycerol C14 H19 N3 O15 R11 R21 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)OCC(OC([R1])=O)COC([R2])=O)) LIGAND-CPD:C00269 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + diphosphate CDP-diacylglycerol biosynthesis I
a CDP-diacylglycerol CDP-diglyceride*CDP-1,2-diglyceride*CDP-1,2-diacylglycerol C14 H19 N3 O15 R11 R21 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)OCC(OC([R1])=O)COC([R2])=O)) LIGAND-CPD:C00269 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + diphosphate CDP-diacylglycerol biosynthesis
quinolinate 2,3-pyridinedicarboxylic acid*2,3-pyridinedicarboxylate*quinolinic acid*pyridine-2,3-dicarboxylic acid*pyridine-2,3-dicarboxylate 167.121 C7 H5 N1 O4 C(O)(=O)c1(c(C(=O)O)cccn1) LIGAND-CPD:C03722*CAS:89-00-9 QUINOLINATE-SYNTHA-RXN iminoaspartate + dihydroxy-acetone phosphate = quinolinate + 2 H2O + phosphate NAD biosynthesis I (from aspartate)
quinolinate 2,3-pyridinedicarboxylic acid*2,3-pyridinedicarboxylate*quinolinic acid*pyridine-2,3-dicarboxylic acid*pyridine-2,3-dicarboxylate 167.121 C7 H5 N1 O4 C(O)(=O)c1(c(C(=O)O)cccn1) LIGAND-CPD:C03722*CAS:89-00-9 RXN-5721 2-amino-3-carboxymuconate semialdehyde = quinolinate + H2O NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
quinolinate 2,3-pyridinedicarboxylic acid*2,3-pyridinedicarboxylate*quinolinic acid*pyridine-2,3-dicarboxylic acid*pyridine-2,3-dicarboxylate 167.121 C7 H5 N1 O4 C(O)(=O)c1(c(C(=O)O)cccn1) LIGAND-CPD:C03722*CAS:89-00-9 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + diphosphate + nicotinate nucleotide NAD biosynthesis I (from aspartate)
quinolinate 2,3-pyridinedicarboxylic acid*2,3-pyridinedicarboxylate*quinolinic acid*pyridine-2,3-dicarboxylic acid*pyridine-2,3-dicarboxylate 167.121 C7 H5 N1 O4 C(O)(=O)c1(c(C(=O)O)cccn1) LIGAND-CPD:C03722*CAS:89-00-9 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + diphosphate + nicotinate nucleotide NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
acyl carrier protein AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP*[acyl-carrier protein] ACP1 |Wikipedia|:Acyl_carrier_protein 2.3.1.39 malonyl-CoA + acyl carrier protein = coenzyme A + a malonyl-ACP fatty acid biosynthesis - initial steps II (plant)
acyl carrier protein AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP*[acyl-carrier protein] ACP1 |Wikipedia|:Acyl_carrier_protein 6.2.1.20 octanoate + acyl carrier protein + ATP = octanoyl-ACP + AMP + diphosphate lipoate biosynthesis and incorporation I
acyl carrier protein AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP*[acyl-carrier protein] ACP1 |Wikipedia|:Acyl_carrier_protein RXN0-947 octanoyl-ACP + a non-lipoylated apo domain = an octanoylated domain + acyl carrier protein lipoate biosynthesis and incorporation I
acyl carrier protein AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP*[acyl-carrier protein] ACP1 |Wikipedia|:Acyl_carrier_protein 2.3.1.15 sn-glycerol-3-phosphate + an acyl-ACP = a 2-lysophosphatidate + acyl carrier protein CDP-diacylglycerol biosynthesis I
acyl carrier protein AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP*[acyl-carrier protein] ACP1 |Wikipedia|:Acyl_carrier_protein 2.3.1.51 a 2-lysophosphatidate + an acyl-ACP = an L-phosphatidate + acyl carrier protein CDP-diacylglycerol biosynthesis I
phosphoribosyl-formamido-carboxamide 5-Formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide*5'-p-Ribosyl-5-formamido-4-imidazolecarboxamide*5'-phosphoribosyl-5-formamido-4-imidazole carboxamide*5'-p-Ribosyl-5-formamido-4-imidazole carboxamide*5-Phosphoribosyl-5-formamido-4-imid-carboxamide*5-formamido-1-(5-phosphoribosyl)-imidazole-4-carboxamide*FAICAR 366.224 C10 H15 N4 O9 P1 c1(n(cnc(C(N)=O)1)[CH]2(O[CH]([CH](O)[CH]2O)COP(=O)(O)O))(NC=O) LIGAND-CPD:C04734 2.1.2.3 10-formyl-tetrahydrofolate + aminoimidazole carboxamide ribonucleotide = tetrahydrofolate + phosphoribosyl-formamido-carboxamide purine nucleotides de novo biosynthesis II
phosphoribosyl-formamido-carboxamide 5-Formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide*5'-p-Ribosyl-5-formamido-4-imidazolecarboxamide*5'-phosphoribosyl-5-formamido-4-imidazole carboxamide*5'-p-Ribosyl-5-formamido-4-imidazole carboxamide*5-Phosphoribosyl-5-formamido-4-imid-carboxamide*5-formamido-1-(5-phosphoribosyl)-imidazole-4-carboxamide*FAICAR 366.224 C10 H15 N4 O9 P1 c1(n(cnc(C(N)=O)1)[CH]2(O[CH]([CH](O)[CH]2O)COP(=O)(O)O))(NC=O) LIGAND-CPD:C04734 3.5.4.10 phosphoribosyl-formamido-carboxamide = inosine-5'-phosphate + H2O purine nucleotides de novo biosynthesis II
a plant ceramide (I) C20 H40 N1 O3 R11 CCCCCCCCCCCCCCCC(O)C(CO)NC(=O)C[R1] 2.4.1.- a plant ceramide (I) + an O-glucosylsterol = a glucosylceramide + a sterol sphingolipid biosynthesis (plants)
a plant ceramide (I) C20 H40 N1 O3 R11 CCCCCCCCCCCCCCCC(O)C(CO)NC(=O)C[R1] 2.7.1.138 a plant ceramide (I) + ATP = a plant ceramide 1-phosphate + ADP sphingolipid biosynthesis (plants)
a plant ceramide (I) C20 H40 N1 O3 R11 CCCCCCCCCCCCCCCC(O)C(CO)NC(=O)C[R1] RXN-7797 a plant ceramide (I) + NAD(P)H = a plant ceramide (III) + NAD(P)+ + H2O sphingolipid biosynthesis (plants)
a plant ceramide (I) C20 H40 N1 O3 R11 CCCCCCCCCCCCCCCC(O)C(CO)NC(=O)C[R1] RXN-7796 a plant ceramide (I) = a plant ceramide (II) sphingolipid biosynthesis (plants)
a plant ceramide (I) C20 H40 N1 O3 R11 CCCCCCCCCCCCCCCC(O)C(CO)NC(=O)C[R1] RXN-7795 an L-1-phosphatidyl-inositol + a plant ceramide (I) = an inositolphosphorylceramide + a 1,2-diacylglycerol sphingolipid biosynthesis (plants)
a plant ceramide (I) C20 H40 N1 O3 R11 CCCCCCCCCCCCCCCC(O)C(CO)NC(=O)C[R1] 2.4.1.80 a plant ceramide (I) + UDP-D-glucose = a glucosylceramide + UDP sphingolipid biosynthesis (plants)
a plant ceramide (I) C20 H40 N1 O3 R11 CCCCCCCCCCCCCCCC(O)C(CO)NC(=O)C[R1] 2.3.1.- sphinganine + a fatty acyl CoA = a plant ceramide (I) + coenzyme A sphingolipid biosynthesis (plants)
a malonyl-ACP AcpP*malonyl-[acyl-carrier protein]*malonyl-S-ACP*malonyl-acyl-carrier-protein C3 H3 O3 ACP1 MODBASE:P02901*LIGAND-CPD:C01209*UNIPROT:P02901 2.3.1.- acetyl-CoA + a malonyl-ACP = an acetoacetyl-ACP + coenzyme A + CO2 fatty acid biosynthesis - initial steps II (plant)
a malonyl-ACP AcpP*malonyl-[acyl-carrier protein]*malonyl-S-ACP*malonyl-acyl-carrier-protein C3 H3 O3 ACP1 MODBASE:P02901*LIGAND-CPD:C01209*UNIPROT:P02901 2.3.1.39 malonyl-CoA + acyl carrier protein = coenzyme A + a malonyl-ACP fatty acid biosynthesis - initial steps II (plant)
an oxidized ferredoxin oxidized ferredoxin LIGAND-CPD:C00139 1.4.7.1 2 a reduced ferredoxin + 2-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate glutamate biosynthesis V
an oxidized ferredoxin oxidized ferredoxin LIGAND-CPD:C00139 1.4.7.1 2 a reduced ferredoxin + 2-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate ammonia assimilation cycle II
an oxidized ferredoxin oxidized ferredoxin LIGAND-CPD:C00139 1.8.7.1 sulfite + 3 a reduced ferredoxin = hydrogen sulfide + 3 an oxidized ferredoxin + 3 H2O sulfate reduction II (assimilatory)
beta-tocopherol 416.686 C28 H48 O2 CC(C)CCCC(C)CCCC(C)CCCC1(C)(OC2(C(CC1)=C(C)C(O)=CC=2C)) 2.1.1.95 delta-tocopherol + S-adenosyl-L-methionine = beta-tocopherol + S-adenosyl-L-homocysteine vitamin E biosynthesis
sulfoquinovosyldiacylglycerol SQDG C11 H16 O12 R11 R21 S1 C1(OC(CS(=O)(=O)O)C(O)C(O)C(O)1)OCC(OC([R2])=O)COC([R1])=O PUBCHEM:448048 RXN-1224 UDP-sulfoquinovose + a 1,2-diacylglycerol = sulfoquinovosyldiacylglycerol + UDP sulfolipid biosynthesis
1-16:0-2-18:1-phosphatidylcholine 16:0-18:1-PC*1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine 761.093 C42 H83 N1 O8 P1 C(OP(=O)(O)OCC[N+](C)(C)C)C(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCCCC LIGAND-CPD:C13875*PUBCHEM:5282288 1.14.99.- 1-16:0-2-18:1-phosphatidylcholine = 1-16:0-2-18:2-phosphatidylcholine phospholipid desaturation
(glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-glucosyl-(1->3)-α-D-glucosyl-(1->3)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 3459.833 C162 H270 N2 O72 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC6(OC(COC4(C(C(O)C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5)))C(O)C(C(O)6)OC7(C(C(O)C(O)C(O7)CO)OC8(OC(CO)C(O)C(O)C(O)8))))OC9(C(C(O)C(O)C(O9)CO)OC10(C(C(O)C(O)C(O10)CO)OC11(C(O)C(C(O)C(O11)CO)OC12(C(O)C(C(O)C(O12)CO)OC13(OC(CO)C(O)C(O)C(O)13)))))))) RXN-5472 (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = oligosaccharide-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-glucosyl-(1->3)-α-D-glucosyl-(1->3)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 3459.833 C162 H270 N2 O72 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC6(OC(COC4(C(C(O)C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5)))C(O)C(C(O)6)OC7(C(C(O)C(O)C(O7)CO)OC8(OC(CO)C(O)C(O)C(O)8))))OC9(C(C(O)C(O)C(O9)CO)OC10(C(C(O)C(O)C(O10)CO)OC11(C(O)C(C(O)C(O11)CO)OC12(C(O)C(C(O)C(O12)CO)OC13(OC(CO)C(O)C(O)C(O)13)))))))) RXN-5471 glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
3-hydroxy-3-methyl-glutaryl-CoA (S)-3-hydroxy-3-methylglutaryl-CoA*HMG-CoA*hydroxymethylglutaryl-CoA*3-hydroxy-3-methylglutaryl-coenzyme A*3-Hydroxy-3-methylglutaryl-CoA 911.661 C27 H44 N7 O20 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)(O)CC(O)=O) CAS:1553-55-5 4.1.3.4 3-hydroxy-3-methyl-glutaryl-CoA = acetoacetate + acetyl-CoA leucine degradation I
3-hydroxy-3-methyl-glutaryl-CoA (S)-3-hydroxy-3-methylglutaryl-CoA*HMG-CoA*hydroxymethylglutaryl-CoA*3-hydroxy-3-methylglutaryl-coenzyme A*3-Hydroxy-3-methylglutaryl-CoA 911.661 C27 H44 N7 O20 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)(O)CC(O)=O) CAS:1553-55-5 4.2.1.18 H2O + 3-methylglutaconyl-CoA = 3-hydroxy-3-methyl-glutaryl-CoA leucine degradation I
3-hydroxy-3-methyl-glutaryl-CoA (S)-3-hydroxy-3-methylglutaryl-CoA*HMG-CoA*hydroxymethylglutaryl-CoA*3-hydroxy-3-methylglutaryl-coenzyme A*3-Hydroxy-3-methylglutaryl-CoA 911.661 C27 H44 N7 O20 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)(O)CC(O)=O) CAS:1553-55-5 2.3.3.10 acetoacetyl-CoA + H2O + acetyl-CoA = coenzyme A + 3-hydroxy-3-methyl-glutaryl-CoA mevalonate pathway
3-hydroxy-3-methyl-glutaryl-CoA (S)-3-hydroxy-3-methylglutaryl-CoA*HMG-CoA*hydroxymethylglutaryl-CoA*3-hydroxy-3-methylglutaryl-coenzyme A*3-Hydroxy-3-methylglutaryl-CoA 911.661 C27 H44 N7 O20 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)(O)CC(O)=O) CAS:1553-55-5 1.1.1.34 2 NADPH + 3-hydroxy-3-methyl-glutaryl-CoA = 2 NADP+ + coenzyme A + (R)-mevalonate mevalonate pathway
a methylated methyl acceptor 2.1.1.- S-adenosyl-L-methionine + a methyl acceptor = S-adenosyl-L-homocysteine + a methylated methyl acceptor S-adenosyl-L-methionine cycle
coniferyl alcohol coniferyl alcohol*4-hydroxy-3-methoxycinnamyl alcohol*3-(4-hydroxy-3-methoxyphenyl)-2-propen-1-ol*4-(3-hydroxy-1-propenyl)-2-methoxyphenol*γ-hydroxyisoeugenol*coniferol*E-coniferyl alcohol 180.203 C10 H12 O3 C(O)C=Cc1(cc(OC)c(O)cc1) LIGAND-CPD:C00590*CAS:458-35-5 1.1.1.195 coniferyl aldehyde + NADPH = coniferyl alcohol + NADP+ phenylpropanoid biosynthesis
S-hydroxymethylglutathione glycine, N-(N-L-γ-S-(hydroxymethyl)-L-cysteinyl)-*HMGSH*HM-GSH*GS-CH2-OH*hydroxymethylglutathione 337.347 C11 H19 N3 O7 S1 C(C(O)=O)NC(=O)C(CSCO)NC(=O)CCC(N)C(O)=O LIGAND-CPD:C14180 1.1.1.284 S-hydroxymethylglutathione + NAD(P)+ = S-formylglutathione + NAD(P)H + H+ formaldehyde oxidation II (glutathione-dependent)
S-hydroxymethylglutathione glycine, N-(N-L-γ-S-(hydroxymethyl)-L-cysteinyl)-*HMGSH*HM-GSH*GS-CH2-OH*hydroxymethylglutathione 337.347 C11 H19 N3 O7 S1 C(C(O)=O)NC(=O)C(CSCO)NC(=O)CCC(N)C(O)=O LIGAND-CPD:C14180 4.4.1.22 formaldehyde + glutathione = S-hydroxymethylglutathione formaldehyde oxidation II (glutathione-dependent)
oxocinnamoyl-CoA 913.679 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)c1(ccccc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) RXN-2006 oxocinnamoyl-CoA + coenzyme A = benzoyl-CoA + acetyl-CoA salicylate biosynthesis
oxocinnamoyl-CoA 913.679 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)c1(ccccc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) RXN-2003 hydroxycinnamoyl-CoA + NADP+ = oxocinnamoyl-CoA + NADPH salicylate biosynthesis
2,3-dimethyl-6-phytyl-1,4-benzoquinone 416.686 C28 H48 O2 CC(CCCC(C)C)CCCC(C)CCCC(C)=CCc1(c(O)c(C)c(C)c(c1)O) LIGAND-CPD:C15883 RXN-2543 2,3-dimethyl-6-phytyl-1,4-benzoquinone = gamma-tocopherol vitamin E biosynthesis
2,3-dimethyl-6-phytyl-1,4-benzoquinone 416.686 C28 H48 O2 CC(CCCC(C)C)CCCC(C)CCCC(C)=CCc1(c(O)c(C)c(C)c(c1)O) LIGAND-CPD:C15883 2.1.1.- 2-methyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-methionine = 2,3-dimethyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-homocysteine vitamin E biosynthesis
all-trans-heptaprenyl diphosphate 654.802 C35 H60 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O LIGAND-CPD:C04216 RXN-8992 all-trans-heptaprenyl diphosphate + isopentenyl diphosphate = diphosphate + all-trans-octaprenyl diphosphate octaprenyl diphosphate biosynthesis
all-trans-heptaprenyl diphosphate 654.802 C35 H60 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O LIGAND-CPD:C04216 2.5.1.30 all-trans-hexaprenyl diphosphate + isopentenyl diphosphate = all-trans-heptaprenyl diphosphate + diphosphate octaprenyl diphosphate biosynthesis
(mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2486.981 C126 H210 N2 O42 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC4(OC(CO)C(O)C(O)C(O)4))OC5(C(C(O)C(O)C(O5)CO)OC6(C(C(O)C(O)C(O6)CO)OC7(OC(CO)C(O)C(O)C(O)7)))))) RXN-5466 (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2486.981 C126 H210 N2 O42 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC4(OC(CO)C(O)C(O)C(O)4))OC5(C(C(O)C(O)C(O5)CO)OC6(C(C(O)C(O)C(O6)CO)OC7(OC(CO)C(O)C(O)C(O)7)))))) RXN-5465 (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
citrate citr*cit*citric acid*2-hydroxy-1,2,3-propanetricarboxylic acid 192.125 C6 H8 O7 C(=O)(O)CC(C(O)=O)(O)CC(O)=O LIGAND-CPD:C00158*CAS:77-92-9 4.2.1.3 citrate = cis-aconitate + H2O TCA cycle
citrate citr*cit*citric acid*2-hydroxy-1,2,3-propanetricarboxylic acid 192.125 C6 H8 O7 C(=O)(O)CC(C(O)=O)(O)CC(O)=O LIGAND-CPD:C00158*CAS:77-92-9 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle
citrate citr*cit*citric acid*2-hydroxy-1,2,3-propanetricarboxylic acid 192.125 C6 H8 O7 C(=O)(O)CC(C(O)=O)(O)CC(O)=O LIGAND-CPD:C00158*CAS:77-92-9 2.3.3.8 citrate + coenzyme A + ATP = oxaloacetate + acetyl-CoA + phosphate + ADP acetyl-CoA biosynthesis (from citrate)
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)(O1)CO) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose biosynthesis
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)(O1)CO) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose degradation III
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)(O1)CO) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP galactose degradation II
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)(O1)CO) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 2.7.1.4 fructose + ATP = fructose-6-phosphate + ADP sucrose degradation III
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)(O1)CO) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 3.2.1.26 sucrose + H2O = alpha-D-glucose + fructose sucrose degradation III
agmatine 130.192 C5 H14 N4 C(NC(N)=N)CCCN LIGAND-CPD:C00179*CAS:306-60-5 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine putrescine biosynthesis II
agmatine 130.192 C5 H14 N4 C(NC(N)=N)CCCN LIGAND-CPD:C00179*CAS:306-60-5 4.1.1.19 L-arginine = CO2 + agmatine putrescine biosynthesis II
nornicotine 148.207 c1(ncc(cc1)[CH]2([NH]CCC2)) RXN-8248 nicotine = nornicotine nicotine biosynthesis
glycolate hydroxyacetic acid*glycolic acid 76.052 C2 H4 O3 C(=O)(O)CO LIGAND-CPD:C00160*CAS:79-14-1 1.1.99.14 an acceptor + glycolate = a reduced acceptor + glyoxylate glycolate and glyoxylate degradation II
glycolate hydroxyacetic acid*glycolic acid 76.052 C2 H4 O3 C(=O)(O)CO LIGAND-CPD:C00160*CAS:79-14-1 1.1.3.15 glycolate + O2 = glyoxylate + H2O2 photorespiration
glycolate hydroxyacetic acid*glycolic acid 76.052 C2 H4 O3 C(=O)(O)CO LIGAND-CPD:C00160*CAS:79-14-1 3.1.3.18 H2O + 2-phosphoglycolate = glycolate + phosphate photorespiration
2-keto-isovalerate 2-oxo-3-methylbutanoate*3-methyl-2-oxobutanoate*α-keto-isovaleric acid*α-ketoisopentanoic acid*α-keto-isovalerate*α-oxoisovalerate*α-ketovaline*2-oxoisovalerate*2-ketovaline*α-keto-valine*2-oxoisopentanoate*2-keto-3-methylbutyric acid 116.116 C5 H8 O3 CC(C)C(=O)C(=O)O LIGAND-CPD:C00141*CAS:759-05-7 2.3.3.13 2-keto-isovalerate + acetyl-CoA + H2O = 2-isopropylmalate + coenzyme A leucine biosynthesis
2-keto-isovalerate 2-oxo-3-methylbutanoate*3-methyl-2-oxobutanoate*α-keto-isovaleric acid*α-ketoisopentanoic acid*α-keto-isovalerate*α-oxoisovalerate*α-ketovaline*2-oxoisovalerate*2-ketovaline*α-keto-valine*2-oxoisopentanoate*2-keto-3-methylbutyric acid 116.116 C5 H8 O3 CC(C)C(=O)C(=O)O LIGAND-CPD:C00141*CAS:759-05-7 1.2.4.4 lipoamide acyltransferase N6-(lipoyl)lysine + 2-keto-isovalerate = lipoamide acyltransferase N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine + CO2 branched-chain alpha-keto acid dehydrogenase complex
2-keto-isovalerate 2-oxo-3-methylbutanoate*3-methyl-2-oxobutanoate*α-keto-isovaleric acid*α-ketoisopentanoic acid*α-keto-isovalerate*α-oxoisovalerate*α-ketovaline*2-oxoisovalerate*2-ketovaline*α-keto-valine*2-oxoisopentanoate*2-keto-3-methylbutyric acid 116.116 C5 H8 O3 CC(C)C(=O)C(=O)O LIGAND-CPD:C00141*CAS:759-05-7 4.2.1.9 2,3-dihydroxy-isovalerate = 2-keto-isovalerate + H2O valine biosynthesis
2-keto-isovalerate 2-oxo-3-methylbutanoate*3-methyl-2-oxobutanoate*α-keto-isovaleric acid*α-ketoisopentanoic acid*α-keto-isovalerate*α-oxoisovalerate*α-ketovaline*2-oxoisovalerate*2-ketovaline*α-keto-valine*2-oxoisopentanoate*2-keto-3-methylbutyric acid 116.116 C5 H8 O3 CC(C)C(=O)C(=O)O LIGAND-CPD:C00141*CAS:759-05-7 2.6.1.42 L-glutamate + 2-keto-isovalerate = L-valine + 2-ketoglutarate valine biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 RXN0-949 an octanoylated domain + 2 S-adenosyl-L-methionine + 2 S2- = lipoylated domain + 2 5'-deoxyadenosine + 2 L-methionine lipoate biosynthesis and incorporation I
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.6.1.62 S-adenosyl-L-methionine + 7-keto-8-aminopelargonate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminopelargonate biotin biosynthesis II
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.103 N-dimethylethanolamine phosphate + S-adenosyl-L-methionine = phosphoryl-choline + S-adenosyl-L-homocysteine choline biosynthesis I
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.103 N-methylethanolamine phosphate + S-adenosyl-L-methionine = N-dimethylethanolamine phosphate + S-adenosyl-L-homocysteine choline biosynthesis I
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.103 phosphoryl-ethanolamine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + N-methylethanolamine phosphate choline biosynthesis I
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.- S-adenosyl-L-methionine + a methyl acceptor = S-adenosyl-L-homocysteine + a methylated methyl acceptor S-adenosyl-L-methionine cycle
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.10 L-homocysteine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + L-methionine methionine biosynthesis II
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.68 5-hydroxy-coniferaldehyde + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + sinapaldehyde phenylpropanoid biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = feruloyl-CoA + S-adenosyl-L-homocysteine phenylpropanoid biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.11 Mg-protoporphyrin + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + Mg-protoporphyrin monomethyl ester chlorophyllide a biosynthesis I
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.141 (-)-jasmonate + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + (-)-jasmonic acid methyl ester jasmonic acid biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine spermine biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine spermidine biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.37 a deoxyribonucleic acid + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + DNA containing 5-methylcytosine methionine degradation I (to homocysteine)
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.69 bergaptol + S-adenosyl-L-methionine = bergapten + S-adenosyl-L-homocysteine linear furanocoumarin biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.95 delta-tocopherol + S-adenosyl-L-methionine = beta-tocopherol + S-adenosyl-L-homocysteine vitamin E biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.95 gamma-tocopherol + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + alpha-tocopherol vitamin E biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.- 2-methyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-methionine = 2,3-dimethyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-homocysteine vitamin E biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.- 2-methyl-6-solanyl-1,4-benzoquinone + S-adenosyl-L-methionine = plastoquinone-9 + S-adenosyl-L-homocysteine plastoquinone biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.- 1,4-alpha-D-galacturonosyl + S-adenosyl-L-methionine = methylesterified 1,4-alpha-D-galacturonosyl + S-adenosyl-L-homocysteine homogalacturonan biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine S-adenosylmethionine biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine methionine degradation I (to homocysteine)
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine S-adenosyl-L-methionine cycle
phosphoribosyl-ATP 1-(5-Phosphoribosyl)-ATP*N1-(5-phospho-D-ribosyl)-ATP*5-phosphoribosyl-ATP*1-(5-phospho-D-ribosyl)-ATP 719.279 C15 H25 N5 O20 P4 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n3(c2(ncn(c(=N)c2nc3)C4(OC(C(O)C(O)4)COP(O)(=O)O)))) LIGAND-CPD:C02739 2.4.2.17 ATP + 5-phosphoribosyl 1-pyrophosphate = phosphoribosyl-ATP + diphosphate histidine biosynthesis I
phosphoribosyl-ATP 1-(5-Phosphoribosyl)-ATP*N1-(5-phospho-D-ribosyl)-ATP*5-phosphoribosyl-ATP*1-(5-phospho-D-ribosyl)-ATP 719.279 C15 H25 N5 O20 P4 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n3(c2(ncn(c(=N)c2nc3)C4(OC(C(O)C(O)4)COP(O)(=O)O)))) LIGAND-CPD:C02739 3.6.1.31 phosphoribosyl-ATP + H2O = phosphoribosyl-AMP + diphosphate histidine biosynthesis I
sinapoyl-CoA 973.732 C([CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc4(cc(OC)c(O)c(c4)OC) 2.3.1.110 tyramine + sinapoyl-CoA = sinapoyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H pentose phosphate pathway (oxidative branch)
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.5.1.20 5,10-methylene-THF + NAD(P)H + H+ = 5-methyl-THF + NAD(P)+ formylTHF biosynthesis II
NAD(P)+ NAD(P)*NAD(P)+ 0.0 RXN-924 2 NAD(P)+ + 2 H+ + 4 e- = 2 NAD(P)H photosynthesis, light reaction
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ proline biosynthesis V (from arginine)
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.4.1.3 NAD(P)+ + H2O + L-glutamate = ammonia + NAD(P)H + 2-ketoglutarate glutamate biosynthesis II
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.4.1.3 NAD(P)+ + H2O + L-glutamate = ammonia + NAD(P)H + 2-ketoglutarate glutamate degradation X
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.282 3-dehydro-shikimate + NAD(P)H + H+ = shikimate + NAD(P)+ chorismate biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.94 dihydroxy-acetone phosphate + NAD(P)H + H+ = sn-glycerol-3-phosphate + NAD(P)+ CDP-diacylglycerol biosynthesis I
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.94 dihydroxy-acetone phosphate + NAD(P)H + H+ = sn-glycerol-3-phosphate + NAD(P)+ CDP-diacylglycerol biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis VI
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.3 L-aspartate-semialdehyde + NAD(P)H + H+ = homoserine + NAD(P)+ homoserine biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.2.1.59 NAD(P)H + 1,3-diphosphateglycerate = NAD(P)+ + D-glyceraldehyde-3-phosphate + phosphate Calvin-Benson-Bassham cycle
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.7.1.4 3 NAD(P)H + nitrite = 3 NAD(P)+ + ammonium hydroxide + H2O nitrate reduction V (assimilatory)
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.284 S-hydroxymethylglutathione + NAD(P)+ = S-formylglutathione + NAD(P)H + H+ formaldehyde oxidation II (glutathione-dependent)
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = dimethylallyl-diphosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = isopentenyl diphosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
NAD(P)+ NAD(P)*NAD(P)+ 0.0 RXN-7797 a plant ceramide (I) + NAD(P)H = a plant ceramide (III) + NAD(P)+ + H2O sphingolipid biosynthesis (plants)
oligosaccharide-diphosphodolichol (glucosyl)3-(mannosyl)9-(N-acetylglucosaminyl)2-PP-Dol*{α-D-glucosyl-(1->2)-α-D-glucosyl-(1->3)-α-D-glucosyl-(1->3)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol*dolichyl diphosphooligosaccharide*(glucosyl)3-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol 3621.975 C168 H280 N2 O77 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC6(OC(COC4(C(C(O)C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5)))C(O)C(C(O)6)OC7(C(C(O)C(O)C(O7)CO)OC8(OC(CO)C(O)C(O)C(O)8))))OC9(C(C(O)C(O)C(O9)CO)OC10(C(C(O)C(O)C(O10)CO)OC11(C(O)C(C(O)C(O11)CO)OC12(C(O)C(C(O)C(O12)CO)OC13(C(C(O)C(O)C(O13)CO)OC14(OC(CO)C(O)C(O)C(O)14))))))))) LIGAND-CPD:C04213 RXN-5472 (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = oligosaccharide-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2811.265 C138 H230 N2 O52 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC6(OC(COC3(C(O)C(C(O)C(O3)CO)OC4(C(C(O)C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5))))C(O)C(C(O)6)OC7(C(C(O)C(O)C(O7)CO)OC8(C(C(O)C(O)C(O8)CO)OC9(OC(CO)C(O)C(O)C(O)9)))))) RXN-5468 (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2811.265 C138 H230 N2 O52 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC6(OC(COC3(C(O)C(C(O)C(O3)CO)OC4(C(C(O)C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5))))C(O)C(C(O)6)OC7(C(C(O)C(O)C(O7)CO)OC8(C(C(O)C(O)C(O8)CO)OC9(OC(CO)C(O)C(O)C(O)9)))))) RXN-5467 (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](C)=O LIGAND-CPD:C00084*UM-BBD-CPD:c0160*LIGAND-CPD:c00084*CAS:75-07-0 1.2.1.3 acetaldehyde + NAD+ + H2O = NADH + acetate oxidative ethanol degradation III
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](C)=O LIGAND-CPD:C00084*UM-BBD-CPD:c0160*LIGAND-CPD:c00084*CAS:75-07-0 1.11.1.6 ethanol + H2O2 = 2 H2O + acetaldehyde oxidative ethanol degradation III
2-isopropyl-3-oxosuccinate (2S)-2-isopropyl-3-oxosuccinate 174.153 C7 H10 O5 C(=O)(O)C(C(C)C)C(=O)C(O)=O RXN-7800 2-isopropyl-3-oxosuccinate = 2-ketoisocaproate + CO2 leucine biosynthesis
2-isopropyl-3-oxosuccinate (2S)-2-isopropyl-3-oxosuccinate 174.153 C7 H10 O5 C(=O)(O)C(C(C)C)C(=O)C(O)=O 1.1.1.85 3-isopropylmalate + NAD+ = 2-isopropyl-3-oxosuccinate + NADH + H+ leucine biosynthesis
D-ribulose-1-phosphate D-ribulose-1-P 230.111 C5 H11 O8 P1 C(O)C(O)C(O)C(=O)COP(O)(O)=O 2.4.2.1 nicotinate + D-ribulose-1-phosphate = nicotinate riboside + phosphate pyridine nucleotide cycling (plants)
fructose-1,6-bisphosphate fructose-1,6-biphosphate*fructose-1,6-diphosphate*β-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate*FBP 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) |Wikipedia|:Fructose_1,6-bisphosphate*PUBCHEM:718*LIGAND-CPD:C00354*CAS:488-69-7 3.1.3.11 fructose-1,6-bisphosphate + H2O = fructose-6-phosphate + phosphate Calvin-Benson-Bassham cycle
fructose-1,6-bisphosphate fructose-1,6-biphosphate*fructose-1,6-diphosphate*β-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate*FBP 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) |Wikipedia|:Fructose_1,6-bisphosphate*PUBCHEM:718*LIGAND-CPD:C00354*CAS:488-69-7 3.1.3.11 fructose-1,6-bisphosphate + H2O = fructose-6-phosphate + phosphate glycolysis I
fructose-1,6-bisphosphate fructose-1,6-biphosphate*fructose-1,6-diphosphate*β-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate*FBP 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) |Wikipedia|:Fructose_1,6-bisphosphate*PUBCHEM:718*LIGAND-CPD:C00354*CAS:488-69-7 3.1.3.11 fructose-1,6-bisphosphate + H2O = fructose-6-phosphate + phosphate gluconeogenesis
fructose-1,6-bisphosphate fructose-1,6-biphosphate*fructose-1,6-diphosphate*β-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate*FBP 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) |Wikipedia|:Fructose_1,6-bisphosphate*PUBCHEM:718*LIGAND-CPD:C00354*CAS:488-69-7 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone phosphate + D-glyceraldehyde-3-phosphate Calvin-Benson-Bassham cycle
fructose-1,6-bisphosphate fructose-1,6-biphosphate*fructose-1,6-diphosphate*β-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate*FBP 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) |Wikipedia|:Fructose_1,6-bisphosphate*PUBCHEM:718*LIGAND-CPD:C00354*CAS:488-69-7 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone phosphate + D-glyceraldehyde-3-phosphate glycolysis IV (plant cytosol)
fructose-1,6-bisphosphate fructose-1,6-biphosphate*fructose-1,6-diphosphate*β-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate*FBP 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) |Wikipedia|:Fructose_1,6-bisphosphate*PUBCHEM:718*LIGAND-CPD:C00354*CAS:488-69-7 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone phosphate + D-glyceraldehyde-3-phosphate glycolysis I
fructose-1,6-bisphosphate fructose-1,6-biphosphate*fructose-1,6-diphosphate*β-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate*FBP 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) |Wikipedia|:Fructose_1,6-bisphosphate*PUBCHEM:718*LIGAND-CPD:C00354*CAS:488-69-7 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone phosphate + D-glyceraldehyde-3-phosphate gluconeogenesis
fructose-1,6-bisphosphate fructose-1,6-biphosphate*fructose-1,6-diphosphate*β-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate*FBP 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) |Wikipedia|:Fructose_1,6-bisphosphate*PUBCHEM:718*LIGAND-CPD:C00354*CAS:488-69-7 2.7.1.11 ATP + fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis IV (plant cytosol)
fructose-1,6-bisphosphate fructose-1,6-biphosphate*fructose-1,6-diphosphate*β-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate*FBP 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) |Wikipedia|:Fructose_1,6-bisphosphate*PUBCHEM:718*LIGAND-CPD:C00354*CAS:488-69-7 2.7.1.11 ATP + fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis I
fructose-1,6-bisphosphate fructose-1,6-biphosphate*fructose-1,6-diphosphate*β-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate*FBP 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) |Wikipedia|:Fructose_1,6-bisphosphate*PUBCHEM:718*LIGAND-CPD:C00354*CAS:488-69-7 2.7.1.90 fructose-6-phosphate + diphosphate = phosphate + fructose-1,6-bisphosphate glycolysis IV (plant cytosol)
1-18:2-2-trans-16:1-phosphatidylglycerol 18:2-t16:1-PG*1-(9Z,12Z-octadecadienoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 744.984 C40 H73 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 1-18:2-2-trans-16:1-phosphatidylglycerol = 1-18:3-2-trans-16:1-phosphatidylglycerol phospholipid desaturation
1-18:2-2-trans-16:1-phosphatidylglycerol 18:2-t16:1-PG*1-(9Z,12Z-octadecadienoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 744.984 C40 H73 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 1-18:1-2-trans-16:1-phosphatidylglycerol = 1-18:2-2-trans-16:1-phosphatidylglycerol phospholipid desaturation
1-18:2-2-trans-16:1-phosphatidylglycerol 18:2-t16:1-PG*1-(9Z,12Z-octadecadienoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 744.984 C40 H73 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 1-18:2-2-16:0-phosphatidylglycerol = 1-18:2-2-trans-16:1-phosphatidylglycerol phospholipid desaturation
an acyl-CoA fatty acyl thioester-CoA*an acyl-CoA*RCH2CH2CO-CoA*acyl-Coenzyme A C22 H35 N7 O17 R1 P3 S1 2.3.1.20 an acyl-CoA + a 1,2-diacylglycerol = a triacylglycerol + coenzyme A triacylglycerol biosynthesis
an acyl-CoA fatty acyl thioester-CoA*an acyl-CoA*RCH2CH2CO-CoA*acyl-Coenzyme A C22 H35 N7 O17 R1 P3 S1 1.3.3.6 an acyl-CoA + O2 = a trans-2-enoyl-CoA + H2O2 fatty acid beta-oxidation II (core pathway)
an acyl-CoA fatty acyl thioester-CoA*an acyl-CoA*RCH2CH2CO-CoA*acyl-Coenzyme A C22 H35 N7 O17 R1 P3 S1 2.3.1.16 a 3-ketoacyl-CoA + coenzyme A = an acyl-CoA + acetyl-CoA fatty acid beta-oxidation II (core pathway)
an acyl-CoA fatty acyl thioester-CoA*an acyl-CoA*RCH2CH2CO-CoA*acyl-Coenzyme A C22 H35 N7 O17 R1 P3 S1 6.2.1.3 coenzyme A + a fatty acid + ATP = an acyl-CoA + diphosphate + AMP fatty acid beta-oxidation II (core pathway)
lipoate acetyltransferase N6-(lipoyl)lysine enzyme N6-(lipoyl)lysine 1.2.4.1 pyruvate + lipoate acetyltransferase N6-(lipoyl)lysine = lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine + CO2 acetyl-CoA biosynthesis (from pyruvate)
lipoate acetyltransferase N6-(lipoyl)lysine enzyme N6-(lipoyl)lysine 1.8.1.4 lipoate acetyltransferase N6-(dihydrolipoyl)lysine + NAD+ = lipoate acetyltransferase N6-(lipoyl)lysine + NADH + H+ acetyl-CoA biosynthesis (from pyruvate)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.3.3.8 citrate + coenzyme A + ATP = oxaloacetate + acetyl-CoA + phosphate + ADP acetyl-CoA biosynthesis (from citrate)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.2.1.5 succinyl-CoA + ADP + phosphate = succinate + coenzyme A + ATP TCA cycle
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP glutathione biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.36 (R)-mevalonate + ATP = mevalonate-5P + ADP mevalonate pathway
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.2 mevalonate-5P + ATP = mevalonate-5-PP + ADP mevalonate pathway
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 4.1.1.33 mevalonate-5-PP + ATP = phosphate + CO2 + isopentenyl diphosphate + ADP mevalonate pathway
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.3.3 CO2 + 7,8-diaminopelargonate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.148 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ATP = 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ADP methylerythritol phosphate pathway
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.24 dephospho-CoA + ATP = coenzyme A + ADP coenzyme A biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.43 glucuronate + ATP = alpha-D-glucuronate 1-phosphate + ADP UDP-D-glucuronate biosynthesis (from myo-inositol)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.25 adenosine 5'-phosphosulfate + ATP = phosphoadenosine-5'-phosphosulfate + ADP sulfate activation for sulfonation
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.14 ATP + CMP = ADP + CDP salvage pathways of pyrimidine ribonucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + phosphate + ADP + 2 H+ chlorophyllide a biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.91 sphinganine + ATP = sphinganine 1-phosphate + ADP sphingolipid biosynthesis (plants)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.138 a plant ceramide (I) + ATP = a plant ceramide 1-phosphate + ADP sphingolipid biosynthesis (plants)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.86 NADH + ATP = NADPH + ADP NAD/NADH phosphorylation and dephosphorylation
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.30 glycerol + ATP = sn-glycerol-3-phosphate + ADP glycerol degradation IV
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.- nicotinate riboside + ATP = nicotinate nucleotide + ADP pyridine nucleotide cycling (plants)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.100 ATP + S-methyl-5-thio-D-ribose = ADP + 5-methylthioribose-1-phosphate methionine salvage pathway
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.26 riboflavin + ATP = FMN + ADP flavin biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose 6-phosphate + ADP starch degradation
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose 6-phosphate + ADP sucrose degradation III
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.6 D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.6 D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.73 guanosine + ATP = GMP + ADP salvage pathways of purine nucleosides II (plant)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.73 inosine + ATP = inosine-5'-phosphate + ADP salvage pathways of adenine, hypoxanthine, and their nucleosides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.73 inosine + ATP = inosine-5'-phosphate + ADP salvage pathways of purine nucleosides II (plant)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.4.1.4 ATP + 3-methylcrotonyl-CoA + HCO3- = ADP + phosphate + 3-methylglutaconyl-CoA leucine degradation I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.31 D-glycerate + ATP = 3-phosphoglycerate + ADP photorespiration
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.2 carbamoyl-phosphate + ADP = ammonia + CO2 + ATP citrulline degradation
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.3.2 5-formyl-tetrahydrofolate + ATP = 5,10-methenyltetrahydrofolate + ADP + phosphate formylTHF biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.17 tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate folate polyglutamylation I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.17 tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate formylTHF biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.17 methylene-H4PteGlu(n) + L-glutamate + ATP = methylene-H4PteGlu(n+1) + ADP + phosphate folate polyglutamylation I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.17 10-formyl-tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = 10-formyl-tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate folate polyglutamylation I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.17 10-formyl-tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = 10-formyl-tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate formylTHF biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP threonine biosynthesis from homoserine
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP methionine biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP choline biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.11 ATP + fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis IV (plant cytosol)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.11 ATP + fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.4 fructose + ATP = fructose-6-phosphate + ADP sucrose degradation III
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.19 D-ribulose-5-phosphate + ATP = D-ribulose-1,5-bisphosphate + ADP Calvin-Benson-Bassham cycle
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.19 D-ribulose-5-phosphate + ATP = D-ribulose-1,5-bisphosphate + ADP Rubisco shunt
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.- ATP + D-glycerate = 2-phosphoglycerate + ADP 2-O-alpha-mannosyl-D-glycerate degradation
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = L-glutamate + ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine purine nucleotides de novo biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.71 shikimate + ATP = shikimate-3-phosphate + ADP chorismate biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + 10-formyl-tetrahydrofolate folate polyglutamylation I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + 10-formyl-tetrahydrofolate formylTHF biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.4.1.21 ADP-D-glucose + (1,4-alpha-D-glucosyl)(n) = ADP + (1,4-alpha-D-glucosyl)(n+1) glycogen biosynthesis I (from ADP-D-Glucose)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.4.1.21 ADP-D-glucose + (1,4-alpha-D-glucosyl)(n) = ADP + (1,4-alpha-D-glucosyl)(n+1) starch biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP homoserine biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis VI
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.23 NAD+ + ATP = NADP+ + ADP NAD/NADH phosphorylation and dephosphorylation
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP gluconeogenesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.6 UDP + ATP = UTP + ADP pyrimidine ribonucleotides interconversion
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.6 CDP + ATP = CTP + ADP salvage pathways of pyrimidine ribonucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.6 CDP + ATP = CTP + ADP pyrimidine ribonucleotides interconversion
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.33 pantothenate + ATP = D-4'-phosphopantothenate + ADP coenzyme A biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP Calvin-Benson-Bassham cycle
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis IV (plant cytosol)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP gluconeogenesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.2 ATP + UTP + L-glutamine + H2O = ADP + phosphate + CTP + L-glutamate pyrimidine ribonucleotides interconversion
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.20 adenosine + ATP = AMP + ADP salvage pathways of purine nucleosides II (plant)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.4.1.2 ATP + acetyl-CoA + HCO3- + H+ = ADP + phosphate + malonyl-CoA fatty acid biosynthesis - initial steps II (plant)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP glutathione biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.14 ATP + UMP = ADP + UDP pyrimidine ribonucleotides interconversion
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate glutamine biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate ammonia assimilation cycle II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate nitrate reduction V (assimilatory)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.40 ADP + phosphoenolpyruvate = ATP + pyruvate glycolysis IV (plant cytosol)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.40 ADP + phosphoenolpyruvate = ATP + pyruvate glycolysis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.40 ADP + phosphoenolpyruvate = ATP + pyruvate Rubisco shunt
a keto acid 2.6.1.5 2-oxo-4-methylthiobutanoate + a standard alpha amino acid = L-methionine + a keto acid methionine salvage pathway
2-hydroxy-3-keto-5-methylthio-1-phosphopentene 1-phosphoryloxyl-2-hydroxy-3-keto-5-methylthiopentene 242.183 C6 H11 O6 P1 S1 C(OP(O)(O)=O)=C(O)C(=O)CCSC LIGAND-CPD:C15651 R83-RXN 2-hydroxy-3-keto-5-methylthio-1-phosphopentene + H2O = 1,2-dihydroxy-3-keto-5-methylthiopentene + phosphate methionine salvage pathway
2-hydroxy-3-keto-5-methylthio-1-phosphopentene 1-phosphoryloxyl-2-hydroxy-3-keto-5-methylthiopentene 242.183 C6 H11 O6 P1 S1 C(OP(O)(O)=O)=C(O)C(=O)CCSC LIGAND-CPD:C15651 R82-RXN 2,3-diketo-5-methylthio-1-phosphopentane = 2-hydroxy-3-keto-5-methylthio-1-phosphopentene methionine salvage pathway
feruloyltyramine N-feruloyltyramine 313.352 C(Cc1(ccc(O)cc1))NC(=O)C=Cc2(cc(OC)c(O)cc2) LIGAND-CPD:C02717 2.3.1.110 feruloyl-CoA + tyramine = feruloyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
S-methyl-L-methionine S-methylmethionine 164.242 C6 H14 N1 O2 S1 C(=O)(O)C(N)CC[S+](C)C CAS:4289-98-9*LIGAND-CPD:C03172*CAS:4727-40-6 2.1.1.10 S-methyl-L-methionine + L-homocysteine = 2 L-methionine methionine biosynthesis II
trichloroethanol glucoside 311.546 C(O)C1(O[CH](C(O)C(O)C1O)O[CH2]C(Cl)(Cl)Cl) RXN-9154 trichloroethanol + UDP-D-glucose = trichloroethanol glucoside + UDP trichloroethylene degradation
a standard alpha amino acid amino acid*L-amino acid*protein-building amino acid*proteinogenic amino acid C2 H4 N1 O2 R1 2.6.1.5 2-oxo-4-methylthiobutanoate + a standard alpha amino acid = L-methionine + a keto acid methionine salvage pathway
L-alanyl-tRNAala L-ALANYL-TRNA(ALA) LIGAND-CPD:C00886 6.1.1.7 tRNAala + L-alanine + ATP = L-alanyl-tRNAala + diphosphate + AMP tRNA charging pathway
isochorismate Isochorismic acid 226.185 C(O)(=O)C1(C(O)C(C=CC=1)OC(=C)C(=O)O) LIGAND-CPD:C00885*CAS:22642-82-6 RXN-1981 isochorismate = salicylate + pyruvate salicylate biosynthesis
isochorismate Isochorismic acid 226.185 C(O)(=O)C1(C(O)C(C=CC=1)OC(=C)C(=O)O) LIGAND-CPD:C00885*CAS:22642-82-6 5.4.4.2 chorismate = isochorismate salicylate biosynthesis
7-keto-8-aminopelargonate 8-amino-7-oxononanoate*KAPA*7-KAP 187.238 C9 H17 N1 O3 CC(N)C(=O)CCCCCC(=O)O LIGAND-CPD:C01092 2.6.1.62 S-adenosyl-L-methionine + 7-keto-8-aminopelargonate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminopelargonate biotin biosynthesis II
7-keto-8-aminopelargonate 8-amino-7-oxononanoate*KAPA*7-KAP 187.238 C9 H17 N1 O3 CC(N)C(=O)CCCCCC(=O)O LIGAND-CPD:C01092 2.3.1.47 pimeloyl-CoA + L-alanine = CO2 + coenzyme A + 7-keto-8-aminopelargonate biotin biosynthesis II
L-glutamate gamma-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(O)C(N)CCC=O LIGAND-CPD:C01165 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate proline biosynthesis V (from arginine)
L-glutamate gamma-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(O)C(N)CCC=O LIGAND-CPD:C01165 2.6.1.13 L-ornithine + 2-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde proline biosynthesis V (from arginine)
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(OC(CO)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 3.2.1.26 sucrose + H2O = alpha-D-glucose + fructose sucrose degradation III
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(OC(CO)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 2.4.1.82 galactinol + sucrose = myo-inositol + raffinose stachyose biosynthesis
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(OC(CO)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 3.1.3.24 sucrose-6-phosphate + H2O = sucrose + phosphate sucrose biosynthesis
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(OC(CO)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose biosynthesis
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(OC(CO)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose degradation III
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(OC(CO)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP galactose degradation II
benzoate benzoic acid*benzenecarboxylic acid*phenylformic acid 122.123 C(O)(=O)c1(ccccc1) CAS:65-85-0 1.14.13.- benzoate + NADPH + O2 = salicylate + NADP+ + H2O salicylate biosynthesis
benzoate benzoic acid*benzenecarboxylic acid*phenylformic acid 122.123 C(O)(=O)c1(ccccc1) CAS:65-85-0 RXN-2005 benzoyl-CoA + H2O = benzoate + coenzyme A salicylate biosynthesis
hexanal 100.16 C6 H12 O1 CCCCC[CH]=O CAS:66-25-1 HYDROHEX-RXN 13-HPOD = 12-oxo-cis-9-dodecenoate + hexanal 13-LOX and 13-HPL pathway
(R)-mevalonate mevalonate*mevalonic acid 148.158 C6 H12 O4 C(O)CC(C)(O)CC(O)=O CAS:150-97-0 2.7.1.36 (R)-mevalonate + ATP = mevalonate-5P + ADP mevalonate pathway
(R)-mevalonate mevalonate*mevalonic acid 148.158 C6 H12 O4 C(O)CC(C)(O)CC(O)=O CAS:150-97-0 1.1.1.34 2 NADPH + 3-hydroxy-3-methyl-glutaryl-CoA = 2 NADP+ + coenzyme A + (R)-mevalonate mevalonate pathway
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(=O)O LIGAND-CPD:C00097*CAS:52-90-4 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP glutathione biosynthesis
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(=O)O LIGAND-CPD:C00097*CAS:52-90-4 2.8.1.7 a protein L-cysteine + L-cysteine = L-alanine + protein-S-sulfanylcysteine alanine biosynthesis III
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(=O)O LIGAND-CPD:C00097*CAS:52-90-4 4.4.1.9 L-cysteine + hydrogen cyanide = hydrogen sulfide + 3-cyano-L-alanine cyanide degradation
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(=O)O LIGAND-CPD:C00097*CAS:52-90-4 4.4.1.9 L-cysteine + hydrogen cyanide = hydrogen sulfide + 3-cyano-L-alanine asparagine biosynthesis II
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(=O)O LIGAND-CPD:C00097*CAS:52-90-4 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + diphosphate + AMP tRNA charging pathway
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(=O)O LIGAND-CPD:C00097*CAS:52-90-4 2.5.1.- L-cysteine + O-phospho-L-homoserine = cystathionine + phosphate methionine biosynthesis II
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(=O)O LIGAND-CPD:C00097*CAS:52-90-4 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + diphosphate + CMP coenzyme A biosynthesis
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(=O)O LIGAND-CPD:C00097*CAS:52-90-4 RXN-721 O-acetyl-L-homoserine + L-cysteine = cystathionine + acetate homocysteine and cysteine interconversion
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(=O)O LIGAND-CPD:C00097*CAS:52-90-4 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine homocysteine and cysteine interconversion
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(=O)O LIGAND-CPD:C00097*CAS:52-90-4 2.5.1.47 O-acetyl-L-serine + hydrogen sulfide = L-cysteine + acetate cysteine biosynthesis I
an acetoacetyl-ACP 2.3.1.- acetyl-CoA + a malonyl-ACP = an acetoacetyl-ACP + coenzyme A + CO2 fatty acid biosynthesis - initial steps II (plant)
delta-tocopherol 402.659 C27 H46 O2 CC(C)CCCC(C)CCCC(C)CCCC1(C)(OC2(C(CC1)=CC(O)=CC=2C)) 2.1.1.95 delta-tocopherol + S-adenosyl-L-methionine = beta-tocopherol + S-adenosyl-L-homocysteine vitamin E biosynthesis
delta-tocopherol 402.659 C27 H46 O2 CC(C)CCCC(C)CCCC(C)CCCC1(C)(OC2(C(CC1)=CC(O)=CC=2C)) RXN-2561 2-methyl-6-phytyl-1,4-benzoquinone = delta-tocopherol vitamin E biosynthesis
nicotinate nucleotide nicotinate nucleotide*nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]2([n+]1(cc(C(=O)O)ccc1))(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O) LIGAND-CPD:C01185*CAS:321-02-8 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + diphosphate + nicotinate nucleotide NAD biosynthesis I (from aspartate)
nicotinate nucleotide nicotinate nucleotide*nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]2([n+]1(cc(C(=O)O)ccc1))(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O) LIGAND-CPD:C01185*CAS:321-02-8 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + diphosphate + nicotinate nucleotide NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
nicotinate nucleotide nicotinate nucleotide*nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]2([n+]1(cc(C(=O)O)ccc1))(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O) LIGAND-CPD:C01185*CAS:321-02-8 2.4.2.11 nicotinate + 5-phosphoribosyl 1-pyrophosphate = nicotinate nucleotide + diphosphate pyridine nucleotide cycling (plants)
nicotinate nucleotide nicotinate nucleotide*nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]2([n+]1(cc(C(=O)O)ccc1))(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O) LIGAND-CPD:C01185*CAS:321-02-8 3.2.2.- nicotinate nucleotide + H2O = nicotinate + D-ribose-5-phosphate pyridine nucleotide cycling (plants)
nicotinate nucleotide nicotinate nucleotide*nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]2([n+]1(cc(C(=O)O)ccc1))(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O) LIGAND-CPD:C01185*CAS:321-02-8 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD NAD biosynthesis I (from aspartate)
nicotinate nucleotide nicotinate nucleotide*nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]2([n+]1(cc(C(=O)O)ccc1))(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O) LIGAND-CPD:C01185*CAS:321-02-8 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
nicotinate nucleotide nicotinate nucleotide*nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]2([n+]1(cc(C(=O)O)ccc1))(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O) LIGAND-CPD:C01185*CAS:321-02-8 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD pyridine nucleotide cycling (plants)
nicotinate nucleotide nicotinate nucleotide*nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]2([n+]1(cc(C(=O)O)ccc1))(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O) LIGAND-CPD:C01185*CAS:321-02-8 2.7.1.- nicotinate riboside + ATP = nicotinate nucleotide + ADP pyridine nucleotide cycling (plants)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.8.1.4 lipoate acetyltransferase N6-(dihydrolipoyl)lysine + NAD+ = lipoate acetyltransferase N6-(lipoyl)lysine + NADH + H+ acetyl-CoA biosynthesis (from pyruvate)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.8.1.4 H-Gcv-protein-(dihydrolipoyl)lysine + NAD+ = H-Gcv-protein-(lipoyl)lysine + NADH + H+ glycine cleavage complex
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.8.1.4 lipoamide acyltransferase N6-(dihydrolipoyl)lysine + NAD+ = lipoamide acyltransferase N6-(lipoyl)lysine + NADH + H+ branched-chain alpha-keto acid dehydrogenase complex
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.8.1.4 dihydrolipoyltranssuccinylase N6-(dihydrolipoyl)lysine + NAD+ = dihydrolipoyltranssuccinylase N6-(lipoyl)lysine + NADH + H+ 2-ketoglutarate dehydrogenase complex
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis IV (plant cytosol)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH gluconeogenesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ salvage pathways of adenine, hypoxanthine, and their nucleosides
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ purine degradation I (aerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.27 NADH + pyruvate = NAD+ + L-lactate pyruvate fermentation to lactate
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.- L-galactose + NAD+ = L-galactono-1,4-lactone + NADH L-ascorbate biosynthesis I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine biosynthesis I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.23 histidinol + NAD+ = histidinal + NADH histidine biosynthesis I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.4.1.14 NADH + 2-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate ammonia assimilation cycle II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.4.1.14 NADH + 2-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate glutamate biosynthesis IV
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.85 3-isopropylmalate + NAD+ = 2-isopropyl-3-oxosuccinate + NADH + H+ leucine biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 2OXOGLUTARATEDEH-RXN 2-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH UDP-D-xylose biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH galactose degradation II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 2.7.1.23 NAD+ + ATP = NADP+ + ADP NAD/NADH phosphorylation and dephosphorylation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides II (plant)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine degradation I (aerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine nucleotides de novo biosynthesis II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + 2-ketoglutarate alanine degradation II (to D-lactate)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + 2-ketoglutarate glutamate degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.29 hydroxypyruvate + NADH = D-glycerate + NAD+ photorespiration
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.95 3-phosphoglycerate + NAD+ = 3-phospho-hydroxypyruvate + NADH serine biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH gluconeogenesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate gluconeogenesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.28 NADH + pyruvate = NAD+ + D-lactate alanine degradation II (to D-lactate)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 2KETO-4METHYL-PENTANOATE-DEHYDROG-RXN 2-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ salvage pathways of purine nucleosides II (plant)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ purine degradation I (aerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP pyridine nucleotide cycling (plants)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 RXN0-5248 NADH = NAD+ + H+ + 2 e- NADH + UQ + H+ = NAD+ + UQH2
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 RXN0-5248 NADH = NAD+ + H+ + 2 e- H+ + UQ + NADH = UQH2 + NAD+
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.6.1.1 NAD+ + NADPH = NADH + NADP+ NAD/NADH phosphorylation and dephosphorylation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.35 NAD+ + a (3S)-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid beta-oxidation II (core pathway)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.3 acetaldehyde + NAD+ + H2O = NADH + acetate oxidative ethanol degradation III
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate glutamate degradation III (via 4-aminobutyrate)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 3.1.3.- H2O + NADP+ = NAD+ + phosphate NAD/NADH phosphorylation and dephosphorylation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donor III
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donor II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 NAD/NADH phosphorylation and dephosphorylation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donors reaction list
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.6.5.- H+ + UQ + NADH = UQH2 + NAD+ aerobic respiration -- electron donors reaction list
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ pyridine nucleotide cycling (plants)
2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate 2,5-diamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine*DARP 353.228 C9 H16 N5 O8 P1 c1(=O)(c(N)c(nc([nH]1)N)NC2(OC(C(O)C2O)COP(O)(O)=O)) LIGAND-CPD:C01304 3.5.4.26 H2O + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate = 5-amino-6-(5'-phosphoribosylamino)uracil + ammonia flavin biosynthesis
2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate 2,5-diamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine*DARP 353.228 C9 H16 N5 O8 P1 c1(=O)(c(N)c(nc([nH]1)N)NC2(OC(C(O)C2O)COP(O)(O)=O)) LIGAND-CPD:C01304 3.5.4.25 3 H2O + GTP = diphosphate + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate + formate flavin biosynthesis
pantetheine 4'-phosphate phosphopantotheine*pantotheine-4'-phosphate*4'-phosphopantetheine*phosphopantetheine 358.346 C11 H23 N2 O7 P1 S1 CC(C)(COP(O)(=O)O)C(O)C(=O)NCCC(=O)NCCS LIGAND-CPD:C01134 2.7.7.3 pantetheine 4'-phosphate + ATP = dephospho-CoA + diphosphate coenzyme A biosynthesis
pantetheine 4'-phosphate phosphopantotheine*pantotheine-4'-phosphate*4'-phosphopantetheine*phosphopantetheine 358.346 C11 H23 N2 O7 P1 S1 CC(C)(COP(O)(=O)O)C(O)C(=O)NCCC(=O)NCCS LIGAND-CPD:C01134 4.1.1.36 R-4'-phosphopantothenoyl-L-cysteine = pantetheine 4'-phosphate + CO2 coenzyme A biosynthesis
1-16:0-2-18:3-phosphatidylcholine 16:0-18:3-PC*1-hexadecanoyl-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 757.062 C42 H79 N1 O8 P1 C(OP(=O)(O)OCC[N+](C)(C)C)C(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC=CCC=CCC=CCC PUBCHEM:5313197 RXN-8361 1-16:0-2-18:2-phosphatidylcholine = 1-16:0-2-18:3-phosphatidylcholine phospholipid desaturation
alpha-D-galactose 1-phosphate galactose-1P*galactose-1-P*D-galactose-1-phosphate*galactose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C00446*CAS:2255-14-3 2.7.7.10 alpha-D-galactose 1-phosphate + UTP = UDP-galactose + diphosphate galactose degradation II
alpha-D-galactose 1-phosphate galactose-1P*galactose-1-P*D-galactose-1-phosphate*galactose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C00446*CAS:2255-14-3 2.7.7.12 UDP-D-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
alpha-D-galactose 1-phosphate galactose-1P*galactose-1-P*D-galactose-1-phosphate*galactose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C00446*CAS:2255-14-3 2.7.1.6 D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation II
alpha-D-galactose 1-phosphate galactose-1P*galactose-1-P*D-galactose-1-phosphate*galactose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C00446*CAS:2255-14-3 2.7.1.6 D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
deoxyadenosine 2'-deoxyadenosine 251.244 C10 H13 N5 O3 [CH]1([CH2][CH](O)[CH](O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00559*CAS:958-09-8 ADDALT-RXN ammonia + deoxyinosine = H2O + deoxyadenosine salvage pathways of adenine, hypoxanthine, and their nucleosides
deoxyadenosine 2'-deoxyadenosine 251.244 C10 H13 N5 O3 [CH]1([CH2][CH](O)[CH](O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00559*CAS:958-09-8 DEOXYADENPHOSPHOR-RXN deoxyadenosine + phosphate = adenine + deoxyribose-1-phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
oxalate oxalic acid*ethanedioic acid 90.035 C(O)(=O)C(O)=O LIGAND-CPD:C00209*CAS:144-62-7 RXN-9152 dichloroacetate = oxalate trichloroethylene degradation
oxalate oxalic acid*ethanedioic acid 90.035 C(O)(=O)C(O)=O LIGAND-CPD:C00209*CAS:144-62-7 RXN-9150 trichloroacetate = oxalate trichloroethylene degradation
2-acetolactate (S)-2-hydroxy-2-methyl-3-oxobutanoate*α-acetolactate 132.116 C5 H8 O4 CC(=O)C(C)(O)C(O)=O PUBCHEM:440878*LIGAND-CPD:C06010 2.2.1.6 2 pyruvate = 2-acetolactate + CO2 valine biosynthesis
2-acetolactate (S)-2-hydroxy-2-methyl-3-oxobutanoate*α-acetolactate 132.116 C5 H8 O4 CC(=O)C(C)(O)C(O)=O PUBCHEM:440878*LIGAND-CPD:C06010 1.1.1.86 2-acetolactate + NADPH + H+ = 2,3-dihydroxy-isovalerate + NADP+ valine biosynthesis
caffeoylquinate chlorogenate*chlorogenic acid 354.313 C16 H18 O9 C(=O)(OC1(C(O)C(O)CC(O)(C1)C(O)=O))C=Cc2(cc(O)c(O)cc2) 3.1.2.- caffeoylquinate + coenzyme A = caffeoyl-CoA + quinate phenylpropanoid biosynthesis
caffeoylquinate chlorogenate*chlorogenic acid 354.313 C16 H18 O9 C(=O)(OC1(C(O)C(O)CC(O)(C1)C(O)=O))C=Cc2(cc(O)c(O)cc2) 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O phenylpropanoid biosynthesis
acetoacetyl-CoA acetoacetyl-S-CoA 851.608 C25 H40 N7 O18 P3 S1 CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00332*CAS:1420-36-6 2.3.3.10 acetoacetyl-CoA + H2O + acetyl-CoA = coenzyme A + 3-hydroxy-3-methyl-glutaryl-CoA mevalonate pathway
acetoacetyl-CoA acetoacetyl-S-CoA 851.608 C25 H40 N7 O18 P3 S1 CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00332*CAS:1420-36-6 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A mevalonate pathway
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 3.2.2.1 guanosine + H2O = guanine + D-ribose salvage pathways of purine nucleosides II (plant)
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 3.2.2.1 guanosine + H2O = guanine + D-ribose purine degradation I (aerobic)
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 2.7.1.73 guanosine + ATP = GMP + ADP salvage pathways of purine nucleosides II (plant)
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 3.5.4.15 H2O + guanosine = ammonia + xanthosine salvage pathways of purine nucleosides II (plant)
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 3.5.4.15 H2O + guanosine = ammonia + xanthosine purine degradation I (aerobic)
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 3.1.3.5 GMP + H2O = guanosine + phosphate salvage pathways of purine nucleosides II (plant)
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 3.1.3.5 GMP + H2O = guanosine + phosphate purine degradation I (aerobic)
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 6.3.4.2 ATP + UTP + L-glutamine + H2O = ADP + phosphate + CTP + L-glutamate pyrimidine ribonucleotides interconversion
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.44 alpha-D-glucuronate 1-phosphate + UTP = UDP-D-glucuronate + diphosphate UDP-D-glucuronate biosynthesis (from myo-inositol)
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.10 alpha-D-galactose 1-phosphate + UTP = UDP-galactose + diphosphate galactose degradation II
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose biosynthesis
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose degradation III
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate galactose degradation II
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.4.6 UDP + ATP = UTP + ADP pyrimidine ribonucleotides interconversion
7-hydroxy-chlorophyllide a 7-OH-chlorophyllide a 630.982 C35 H34 N4 O6 MG1 CCC9(C1(=N8([Mg]46(N5(=C(C2(C(C(=O)OC)C(=O)c3(c(C)c(=C1)n(c=23)4)))C(CCC(=O)O)C(C)C5=Cc7(n6c(c(C=C)c(C)7)C=C8C=9CO)))))) 1.13.12.14 7-hydroxy-chlorophyllide a + O2 + NADPH = chlorophyllide b + 2 H2O + NADP+ chlorophyll cycle
7-hydroxy-chlorophyllide a 7-OH-chlorophyllide a 630.982 C35 H34 N4 O6 MG1 CCC9(C1(=N8([Mg]46(N5(=C(C2(C(C(=O)OC)C(=O)c3(c(C)c(=C1)n(c=23)4)))C(CCC(=O)O)C(C)C5=Cc7(n6c(c(C=C)c(C)7)C=C8C=9CO)))))) 1.13.12.14 chlorophyllide a + O2 + NADPH = 7-hydroxy-chlorophyllide a + H2O + NADP+ chlorophyll cycle
Mg-protoporphyrin Mg-protoporphyrin IX*Mg-protoporphyrin*magnesium protoporphyrin*MgP 584.956 C34 H32 N4 O4 MG1 Cc7(c6(=CC3(=N2([Mg]58(n1(c(c(C)c(C=C)c1C=C2C(C)=C3C=C)C=C4(N(=C(C(=C(C)4)CCC(O)=O)C=c(n56)c7CCC(=O)O)8))))))) 2.1.1.11 Mg-protoporphyrin + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + Mg-protoporphyrin monomethyl ester chlorophyllide a biosynthesis I
Mg-protoporphyrin Mg-protoporphyrin IX*Mg-protoporphyrin*magnesium protoporphyrin*MgP 584.956 C34 H32 N4 O4 MG1 Cc7(c6(=CC3(=N2([Mg]58(n1(c(c(C)c(C=C)c1C=C2C(C)=C3C=C)C=C4(N(=C(C(=C(C)4)CCC(O)=O)C=c(n56)c7CCC(=O)O)8))))))) 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + phosphate + ADP + 2 H+ chlorophyllide a biosynthesis I
adenine 6-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 DEOXYADENPHOSPHOR-RXN deoxyadenosine + phosphate = adenine + deoxyribose-1-phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
adenine 6-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 3.2.2.4 AMP + H2O = D-ribose-5-phosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
adenine 6-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 2.4.2.- ribose-1-phosphate + adenine = adenosine + phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
adenine 6-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 3.2.2.16 S-methyl-5'-thioadenosine + H2O = S-methyl-5-thio-D-ribose + adenine methionine salvage pathway
adenine 6-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 3.2.2.7 H2O + adenosine = D-ribose + adenine salvage pathways of purine nucleosides II (plant)
adenine 6-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 2.4.2.7 5-phosphoribosyl 1-pyrophosphate + adenine = AMP + diphosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
adenine 6-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 2.4.2.7 5-phosphoribosyl 1-pyrophosphate + adenine = AMP + diphosphate salvage pathways of purine nucleosides II (plant)
L-galactose-1-phosphate 260.137 C6 H13 O9 P1 C1(OP(O)(=O)O)(OC(CO)C(O)C(O)C1O) RXNQT-4142 L-galactose-1-phosphate + H2O = L-galactose + phosphate L-ascorbate biosynthesis I
L-galactose-1-phosphate 260.137 C6 H13 O9 P1 C1(OP(O)(=O)O)(OC(CO)C(O)C(O)C1O) RXNQT-4141 GDP-L-galactose + H2O = L-galactose-1-phosphate + GMP L-ascorbate biosynthesis I
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 2.7.1.73 inosine + ATP = inosine-5'-phosphate + ADP salvage pathways of adenine, hypoxanthine, and their nucleosides
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 2.7.1.73 inosine + ATP = inosine-5'-phosphate + ADP salvage pathways of purine nucleosides II (plant)
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose salvage pathways of purine nucleosides II (plant)
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose purine degradation I (aerobic)
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 2.4.2.- inosine + phosphate = ribose-1-phosphate + hypoxanthine salvage pathways of adenine, hypoxanthine, and their nucleosides
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 3.5.4.4 H2O + adenosine = ammonia + inosine salvage pathways of adenine, hypoxanthine, and their nucleosides
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 3.1.3.5 inosine-5'-phosphate + H2O = inosine + phosphate salvage pathways of purine nucleosides II (plant)
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 3.1.3.5 inosine-5'-phosphate + H2O = inosine + phosphate purine degradation I (aerobic)
4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol CDP-ME*CDP-methyl-D-erythritol*4-diphosphocytidyl-2C-methyl-D-erythritol*4-diphosphocytidyl-2-C-methylerythritol 521.311 C14 H25 N3 O14 P2 CC(O)(CO)C(O)COP(=O)(O)OP(=O)(O)OCC1(OC(C(O)C1O)n2(c(=O)nc(N)cc2)) LIGAND-CPD:C11435 2.7.1.148 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ATP = 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ADP methylerythritol phosphate pathway
4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol CDP-ME*CDP-methyl-D-erythritol*4-diphosphocytidyl-2C-methyl-D-erythritol*4-diphosphocytidyl-2-C-methylerythritol 521.311 C14 H25 N3 O14 P2 CC(O)(CO)C(O)COP(=O)(O)OP(=O)(O)OCC1(OC(C(O)C1O)n2(c(=O)nc(N)cc2)) LIGAND-CPD:C11435 2.7.7.60 2-C-methyl-D-erythritol-4-phosphate + CTP = 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + diphosphate methylerythritol phosphate pathway
an octanoylated domain RXN0-949 an octanoylated domain + 2 S-adenosyl-L-methionine + 2 S2- = lipoylated domain + 2 5'-deoxyadenosine + 2 L-methionine lipoate biosynthesis and incorporation I
an octanoylated domain RXN0-947 octanoyl-ACP + a non-lipoylated apo domain = an octanoylated domain + acyl carrier protein lipoate biosynthesis and incorporation I
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O 2.4.1.83 dolichyl-phosphate + GDP-D-mannose = dolichyl beta-D-mannosyl phosphate + GDP dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O 2.4.1.117 dolichyl-phosphate + UDP-D-glucose = dolichyl beta-D-glucosyl phosphate + UDP dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O 2.7.8.15 dolichyl-phosphate + UDP-N-acetyl-D-glucosamine = N-acetylglucosaminyl-diphosphodolichol + UMP dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O 2.7.1.108 dolichol + CTP = dolichyl-phosphate + CDP dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O RXN-5466 (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O RXN-5467 (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O RXN-5468 (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O RXN-5469 (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O RXN-5470 (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O RXN-5471 glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O RXN-5472 (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = oligosaccharide-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
L-leucyl-tRNAleu L-leucyl-tRNA*L-LEUCYL-TRNA(LEU) LIGAND-CPD:C02047 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + diphosphate + AMP tRNA charging pathway
alpha-maltose 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(CO)OC(O)C(O)C(O)2) 3.2.1.20 alpha-maltose + H2O = 2 alpha-D-glucose starch degradation
alpha-maltose 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(CO)OC(O)C(O)C(O)2) 3.2.1.2 (1,4-alpha-D-glucosyl)(n+1) + H2O = (1,4-alpha-D-glucosyl)(n-1) + alpha-maltose starch degradation
D-arabinose 5-phosphate D-arabinose-5-P*arabinose-5P*D-A-5-P*arabinose 5-phosphate*arabinose-5-P 230.111 C5 H11 O8 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C=O LIGAND-CPD:C01112*CAS:13137-52-5 2.5.1.55 D-arabinose 5-phosphate + H2O + phosphoenolpyruvate = 3-deoxy-D-manno-octulosonate 8-P + phosphate CMP-KDO biosynthesis II (from D-arabinose 5-phosphate)
sulfite HSO3-*HSO3*bisulfite*SO3*SO3-2 80.058 O3 S1 S([O-])(=O)[O-] CAS:7782-99-2*LIGAND-CPD:C00094 3.13.1.1 sulfite + UDP-D-glucose = UDP-sulfoquinovose + H2O sulfolipid biosynthesis
sulfite HSO3-*HSO3*bisulfite*SO3*SO3-2 80.058 O3 S1 S([O-])(=O)[O-] CAS:7782-99-2*LIGAND-CPD:C00094 1.8.4.9 adenosine 5'-phosphosulfate + 2 glutathione = sulfite + AMP + glutathione disulfide sulfate reduction II (assimilatory)
sulfite HSO3-*HSO3*bisulfite*SO3*SO3-2 80.058 O3 S1 S([O-])(=O)[O-] CAS:7782-99-2*LIGAND-CPD:C00094 1.8.7.1 sulfite + 3 a reduced ferredoxin = hydrogen sulfide + 3 an oxidized ferredoxin + 3 H2O sulfate reduction II (assimilatory)
4-coumaroyl-CoA p-coumaroyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC1(C=CC(O)=CC=1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) CHEBI:15346*PUBCHEM:6816*LIGAND-CPD:C00010 2.3.1.133 4-coumaroyl-CoA + quinate = 4-coumaroylquinate + coenzyme A phenylpropanoid biosynthesis
4-coumaroyl-CoA p-coumaroyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC1(C=CC(O)=CC=1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) CHEBI:15346*PUBCHEM:6816*LIGAND-CPD:C00010 2.3.1.133 4-coumaroyl-CoA + shikimate = 4-coumaroylshikimate + coenzyme A phenylpropanoid biosynthesis
4-coumaroyl-CoA p-coumaroyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC1(C=CC(O)=CC=1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) CHEBI:15346*PUBCHEM:6816*LIGAND-CPD:C00010 2.3.1.74 4-coumaroyl-CoA + 3 malonyl-CoA = naringenin chalcone + 3 CO2 + 4 coenzyme A flavonoid biosynthesis
4-coumaroyl-CoA p-coumaroyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC1(C=CC(O)=CC=1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) CHEBI:15346*PUBCHEM:6816*LIGAND-CPD:C00010 2.3.1.170 4-coumaroyl-CoA + 3 malonyl-CoA + NADPH = isoliquiritigenin + 4 coenzyme A + 3 CO2 + NADP+ + H2O flavonoid biosynthesis
4-coumaroyl-CoA p-coumaroyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC1(C=CC(O)=CC=1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) CHEBI:15346*PUBCHEM:6816*LIGAND-CPD:C00010 1.2.1.44 4-coumaroyl-CoA + NADPH = coumaraldehyde + NADP+ + coenzyme A phenylpropanoid biosynthesis
4-coumaroyl-CoA p-coumaroyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC1(C=CC(O)=CC=1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) CHEBI:15346*PUBCHEM:6816*LIGAND-CPD:C00010 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + diphosphate + AMP phenylpropanoid biosynthesis
4-coumaroyl-CoA p-coumaroyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC1(C=CC(O)=CC=1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) CHEBI:15346*PUBCHEM:6816*LIGAND-CPD:C00010 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + diphosphate + AMP flavonoid biosynthesis
an acyl-ACP acyl-[acyl carrier protein]*CH3(CH2)xCO-S-ACP*acyl-ACP C1 O1 ACP1 R1 2.3.1.51 a 2-lysophosphatidate + an acyl-ACP = an L-phosphatidate + acyl carrier protein CDP-diacylglycerol biosynthesis I
an acyl-ACP acyl-[acyl carrier protein]*CH3(CH2)xCO-S-ACP*acyl-ACP C1 O1 ACP1 R1 2.3.1.15 sn-glycerol-3-phosphate + an acyl-ACP = a 2-lysophosphatidate + acyl carrier protein CDP-diacylglycerol biosynthesis I
cinnamoyltyramine 267.327 C(Cc1(ccc(O)cc1))NC(=O)C=Cc2(ccccc2) 2.3.1.110 tyramine + (E)-cinnamoyl-CoA = cinnamoyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
GA14 gibberellin A14*gibberellin A14*GA14 348.438 C20 H28 O5 CC1([CH]4(C(CCC(O)1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C11858 1.14.11.- GA14 + O2 + 2-ketoglutarate = GA37 + CO2 + succinate gibberellin biosynthesis II (early C-3 hydroxylation)
GA14 gibberellin A14*gibberellin A14*GA14 348.438 C20 H28 O5 CC1([CH]4(C(CCC(O)1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C11858 1.14.11.- GA12 + 2-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
tRNAala TRNA(ALA) LIGAND-CPD:C01635 6.1.1.7 tRNAala + L-alanine + ATP = L-alanyl-tRNAala + diphosphate + AMP tRNA charging pathway
indole 117.15 C8 H7 N1 c1([nH]c2(c(c1)cccc2)) LIGAND-CPD:C00463*CAS:120-72-9 4.2.1.20 indole + L-serine = L-tryptophan + H2O tryptophan biosynthesis
indole 117.15 C8 H7 N1 c1([nH]c2(c(c1)cccc2)) LIGAND-CPD:C00463*CAS:120-72-9 RXN0-2381 indole-3-glycerol-phosphate = indole + D-glyceraldehyde-3-phosphate tryptophan biosynthesis
a large-branched glucan 3.2.1.41 a large-branched glucan = a long-linear glucan starch degradation
a large-branched glucan 3.2.1.1 starch = a large-branched glucan starch degradation
psoralen phytoalexin*7H-Furo[3,2-g][1]benzopyran-7-one*6-hydroxy-5-benzofuranacrylic acid γ-lactone*ficusin*furocoumarin 186.167 C11 H6 O3 C1(OC2(=C(C=C1)C=C3(C(=C2)OC=C3)))(=O) LIGAND-CPD:C09305*NCI:404562 RXN-8387 psoralen + NADPH + H2O = bergaptol + NADP+ linear furanocoumarin biosynthesis
psoralen phytoalexin*7H-Furo[3,2-g][1]benzopyran-7-one*6-hydroxy-5-benzofuranacrylic acid γ-lactone*ficusin*furocoumarin 186.167 C11 H6 O3 C1(OC2(=C(C=C1)C=C3(C(=C2)OC=C3)))(=O) LIGAND-CPD:C09305*NCI:404562 1.14.13.102 marmesin + NADPH + H+ + O2 = psoralen + NADP+ + acetone + 2 H2O linear furanocoumarin biosynthesis
acetate acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C PUBCHEM:176*CAS:64-19-7*LIGAND-CPD:C00033*CAS:71-50-1 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP oxidative ethanol degradation III
acetate acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C PUBCHEM:176*CAS:64-19-7*LIGAND-CPD:C00033*CAS:71-50-1 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP acetate conversion to acetyl-CoA
acetate acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C PUBCHEM:176*CAS:64-19-7*LIGAND-CPD:C00033*CAS:71-50-1 RXN-721 O-acetyl-L-homoserine + L-cysteine = cystathionine + acetate homocysteine and cysteine interconversion
acetate acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C PUBCHEM:176*CAS:64-19-7*LIGAND-CPD:C00033*CAS:71-50-1 RXN-744 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate + 3 O2 = (+)-7-isojasmonate + 3 acetate jasmonic acid biosynthesis
acetate acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C PUBCHEM:176*CAS:64-19-7*LIGAND-CPD:C00033*CAS:71-50-1 1.2.1.3 acetaldehyde + NAD+ + H2O = NADH + acetate oxidative ethanol degradation III
acetate acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C PUBCHEM:176*CAS:64-19-7*LIGAND-CPD:C00033*CAS:71-50-1 2.5.1.47 O-acetyl-L-serine + hydrogen sulfide = L-cysteine + acetate cysteine biosynthesis I
L-valyl-tRNAval L-VALYL-TRNA(VAL) LIGAND-CPD:C02554 6.1.1.9 tRNAval + L-valine + ATP = L-valyl-tRNAval + diphosphate + AMP tRNA charging pathway
S-adenosyl-4-methylthio-2-oxobutanoate 398.413 C15 H20 N5 O6 S1 C(CC(=O)C(=O)O)[S+](C)CC1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C04425 2.6.1.62 S-adenosyl-L-methionine + 7-keto-8-aminopelargonate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminopelargonate biotin biosynthesis II
GA9 gibberellin A9*gibberellin A9*GA9 316.396 C19 H24 O4 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(CCC3)(C)[CH]4C5C(=O)O)))) 1.14.11.- GA9 + 2-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA9 gibberellin A9*gibberellin A9*GA9 316.396 C19 H24 O4 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(CCC3)(C)[CH]4C5C(=O)O)))) 1.14.11.- GA24 + O2 + 2-ketoglutarate = GA9 + 2 CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
5-enolpyruvyl-shikimate-3-phosphate EPSP*3-enolpyruvyl-shikimate-5-phosphate*3-enolpyruvyl-shikimate-5-P*5-O-(1-carboxyvinyl)-3-phosphoshikimate 324.18 C10 H13 O10 P1 C(=O)(O)C1([CH2][CH](OC(=C)C(=O)O)[CH](O)[CH]([CH]=1)OP(O)(O)=O) LIGAND-CPD:C01269 4.2.3.5 5-enolpyruvyl-shikimate-3-phosphate = phosphate + chorismate chorismate biosynthesis
5-enolpyruvyl-shikimate-3-phosphate EPSP*3-enolpyruvyl-shikimate-5-phosphate*3-enolpyruvyl-shikimate-5-P*5-O-(1-carboxyvinyl)-3-phosphoshikimate 324.18 C10 H13 O10 P1 C(=O)(O)C1([CH2][CH](OC(=C)C(=O)O)[CH](O)[CH]([CH]=1)OP(O)(O)=O) LIGAND-CPD:C01269 2.5.1.19 shikimate-3-phosphate + phosphoenolpyruvate = 5-enolpyruvyl-shikimate-3-phosphate + phosphate chorismate biosynthesis
all-trans-hexaprenyl diphosphate hexaprenyl-diphosphate 586.684 C30 H52 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O LIGAND-CPD:C01230 2.5.1.30 all-trans-hexaprenyl diphosphate + isopentenyl diphosphate = all-trans-heptaprenyl diphosphate + diphosphate octaprenyl diphosphate biosynthesis
all-trans-hexaprenyl diphosphate hexaprenyl-diphosphate 586.684 C30 H52 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O LIGAND-CPD:C01230 2.5.1.33 geranylfarnesyl diphosphate + isopentenyl diphosphate = all-trans-hexaprenyl diphosphate + diphosphate octaprenyl diphosphate biosynthesis
UDP-L-arabinose UDP-arabinose*UDP-β-L-arabinose 536.279 C14 H22 N2 O16 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)CO3))) 5.1.3.5 UDP-D-xylose = UDP-L-arabinose UDP-L-arabinose biosynthesis I (from UDP-xylose)
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 3.3.1.1 S-adenosyl-L-homocysteine + H2O = L-homocysteine + adenosine methionine degradation I (to homocysteine)
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 3.3.1.1 S-adenosyl-L-homocysteine + H2O = L-homocysteine + adenosine S-adenosyl-L-methionine cycle
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.- 1,4-alpha-D-galacturonosyl + S-adenosyl-L-methionine = methylesterified 1,4-alpha-D-galacturonosyl + S-adenosyl-L-homocysteine homogalacturonan biosynthesis
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.- 2-methyl-6-solanyl-1,4-benzoquinone + S-adenosyl-L-methionine = plastoquinone-9 + S-adenosyl-L-homocysteine plastoquinone biosynthesis
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.- 2-methyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-methionine = 2,3-dimethyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-homocysteine vitamin E biosynthesis
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.95 gamma-tocopherol + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + alpha-tocopherol vitamin E biosynthesis
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.95 delta-tocopherol + S-adenosyl-L-methionine = beta-tocopherol + S-adenosyl-L-homocysteine vitamin E biosynthesis
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.69 bergaptol + S-adenosyl-L-methionine = bergapten + S-adenosyl-L-homocysteine linear furanocoumarin biosynthesis
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.37 a deoxyribonucleic acid + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + DNA containing 5-methylcytosine methionine degradation I (to homocysteine)
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.141 (-)-jasmonate + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + (-)-jasmonic acid methyl ester jasmonic acid biosynthesis
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.11 Mg-protoporphyrin + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + Mg-protoporphyrin monomethyl ester chlorophyllide a biosynthesis I
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = feruloyl-CoA + S-adenosyl-L-homocysteine phenylpropanoid biosynthesis
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.68 5-hydroxy-coniferaldehyde + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + sinapaldehyde phenylpropanoid biosynthesis
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.10 L-homocysteine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + L-methionine methionine biosynthesis II
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.- S-adenosyl-L-methionine + a methyl acceptor = S-adenosyl-L-homocysteine + a methylated methyl acceptor S-adenosyl-L-methionine cycle
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.103 phosphoryl-ethanolamine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + N-methylethanolamine phosphate choline biosynthesis I
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.103 N-methylethanolamine phosphate + S-adenosyl-L-methionine = N-dimethylethanolamine phosphate + S-adenosyl-L-homocysteine choline biosynthesis I
S-adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.103 N-dimethylethanolamine phosphate + S-adenosyl-L-methionine = phosphoryl-choline + S-adenosyl-L-homocysteine choline biosynthesis I
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 1.1.99.5 sn-glycerol-3-phosphate + UQ8 = dihydroxy-acetone phosphate + ubiquinol-8 aerobic respiration -- electron donors reaction list
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 1.1.99.5 sn-glycerol-3-phosphate + FAD = dihydroxy-acetone phosphate + FADH2 glycerol degradation IV
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 2.3.1.15 a fatty acyl CoA + sn-glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A triacylglycerol biosynthesis
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 2.3.1.15 a fatty acyl CoA + sn-glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A CDP-diacylglycerol biosynthesis
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 1.1.1.94 dihydroxy-acetone phosphate + NAD(P)H + H+ = sn-glycerol-3-phosphate + NAD(P)+ CDP-diacylglycerol biosynthesis I
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 1.1.1.94 dihydroxy-acetone phosphate + NAD(P)H + H+ = sn-glycerol-3-phosphate + NAD(P)+ CDP-diacylglycerol biosynthesis
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 2.3.1.15 sn-glycerol-3-phosphate + an acyl-ACP = a 2-lysophosphatidate + acyl carrier protein CDP-diacylglycerol biosynthesis I
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 2.7.1.30 glycerol + ATP = sn-glycerol-3-phosphate + ADP glycerol degradation IV
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 RXN0-5257 sn-glycerol-3-phosphate = dihydroxy-acetone phosphate + 2 H+ + 2 e- sn-glycerol-3-phosphate + UQ = dihydroxy-acetone phosphate + UQH2
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 RXN0-5257 sn-glycerol-3-phosphate = dihydroxy-acetone phosphate + 2 H+ + 2 e- sn-glycerol-3-phosphate + UQ or MQ = dihydroxy-acetone phosphate + UQH2 or MQH2
tRNAasn TRNA(ASN) LIGAND-CPD:C01637 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + diphosphate + AMP tRNA charging pathway
methanethiol methyl-mercaptan*methanethiol*methylmercaptan*mercaptomethane*thiomethane*methyl sulfhydrate*thiomethyl alcohol 48.103 C1 H4 S1 CS LIGAND-CPD:C00409*PUBCHEM:878 4.4.1.11 L-methionine + H2O = methanethiol + ammonia + 2-oxobutanoate methionine degradation II
UDP-N-acetyl-D-glucosamine UDP-acetyl-D-glucosamine*UDP-GlcNAc*UDP-N-acetyl-glucosamine*uridine diphosphate N-acetylglucosamine*N-[2-[[[5-[(2,4-dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide 607.358 C17 H27 N3 O17 P2 C(C1(OC(C(O)C(O)1)n2(c(=O)[nH]c(=O)cc2)))OP(O)(=O)OP(O)(=O)OC3(C(NC(=O)C)C(O)C(O)C(O3)CO) LIGAND-CPD:C00043*CAS:528-04-1 5.1.3.7 UDP-N-acetyl-D-glucosamine = UDP-N-acetyl-D-galactosamine UDP-N-acetyl-D-galactosamine biosynthesis I
UDP-N-acetyl-D-glucosamine UDP-acetyl-D-glucosamine*UDP-GlcNAc*UDP-N-acetyl-glucosamine*uridine diphosphate N-acetylglucosamine*N-[2-[[[5-[(2,4-dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide 607.358 C17 H27 N3 O17 P2 C(C1(OC(C(O)C(O)1)n2(c(=O)[nH]c(=O)cc2)))OP(O)(=O)OP(O)(=O)OC3(C(NC(=O)C)C(O)C(O)C(O3)CO) LIGAND-CPD:C00043*CAS:528-04-1 2.4.1.141 N-acetylglucosaminyl-diphosphodolichol + UDP-N-acetyl-D-glucosamine = (N-acetylglucosaminyl)2-diphosphodolichol + UDP dolichyl-diphosphooligosaccharide biosynthesis
UDP-N-acetyl-D-glucosamine UDP-acetyl-D-glucosamine*UDP-GlcNAc*UDP-N-acetyl-glucosamine*uridine diphosphate N-acetylglucosamine*N-[2-[[[5-[(2,4-dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide 607.358 C17 H27 N3 O17 P2 C(C1(OC(C(O)C(O)1)n2(c(=O)[nH]c(=O)cc2)))OP(O)(=O)OP(O)(=O)OC3(C(NC(=O)C)C(O)C(O)C(O3)CO) LIGAND-CPD:C00043*CAS:528-04-1 2.7.8.15 dolichyl-phosphate + UDP-N-acetyl-D-glucosamine = N-acetylglucosaminyl-diphosphodolichol + UMP dolichyl-diphosphooligosaccharide biosynthesis
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate pentose phosphate pathway (partial)
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate pentose phosphate pathway (non-oxidative branch)
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate Calvin-Benson-Bassham cycle
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate Rubisco shunt
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 2.7.1.19 D-ribulose-5-phosphate + ATP = D-ribulose-1,5-bisphosphate + ADP Calvin-Benson-Bassham cycle
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 2.7.1.19 D-ribulose-5-phosphate + ATP = D-ribulose-1,5-bisphosphate + ADP Rubisco shunt
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 DIOHBUTANONEPSYN-RXN D-ribulose-5-phosphate = 3,4-dihydroxy-2-butanone-4-P + formate flavin biosynthesis
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate pentose phosphate pathway (non-oxidative branch)
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate Calvin-Benson-Bassham cycle
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate Rubisco shunt
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H pentose phosphate pathway (oxidative branch)
galactinol 1-O-α-D-galactosyl-D-myo-inositol*1-α-D-galactosyl-myo-inositol*α-D-galactosyl-(1->3)-1D-myo-inositol 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O)C(O)2) 2.4.1.67 galactinol + raffinose = myo-inositol + stachyose stachyose biosynthesis
galactinol 1-O-α-D-galactosyl-D-myo-inositol*1-α-D-galactosyl-myo-inositol*α-D-galactosyl-(1->3)-1D-myo-inositol 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O)C(O)2) 2.4.1.82 galactinol + sucrose = myo-inositol + raffinose stachyose biosynthesis
galactinol 1-O-α-D-galactosyl-D-myo-inositol*1-α-D-galactosyl-myo-inositol*α-D-galactosyl-(1->3)-1D-myo-inositol 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O)C(O)2) 2.4.1.123 myo-inositol + UDP-galactose = galactinol + UDP stachyose biosynthesis
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + diphosphate CDP-diacylglycerol biosynthesis I
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + diphosphate CDP-diacylglycerol biosynthesis
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 2.7.7.38 3-deoxy-D-manno-octulosonate + CTP = CMP-3-deoxy-D-manno-octulosonate + diphosphate CMP-KDO biosynthesis II (from D-arabinose 5-phosphate)
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 2.7.1.108 dolichol + CTP = dolichyl-phosphate + CDP dolichyl-diphosphooligosaccharide biosynthesis
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + diphosphate + CMP coenzyme A biosynthesis
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 2.7.7.60 2-C-methyl-D-erythritol-4-phosphate + CTP = 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + diphosphate methylerythritol phosphate pathway
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 2.7.4.6 CDP + ATP = CTP + ADP salvage pathways of pyrimidine ribonucleotides
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 2.7.4.6 CDP + ATP = CTP + ADP pyrimidine ribonucleotides interconversion
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 6.3.4.2 ATP + UTP + L-glutamine + H2O = ADP + phosphate + CTP + L-glutamate pyrimidine ribonucleotides interconversion
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8 2.1.3.3 citrulline + phosphate = L-ornithine + carbamoyl-phosphate citrulline degradation
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8 2.1.3.3 citrulline + phosphate = L-ornithine + carbamoyl-phosphate proline biosynthesis V (from arginine)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8 2.6.1.13 L-ornithine + 2-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde proline biosynthesis V (from arginine)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8 3.5.1.20 citrulline + H2O = L-ornithine + CO2 + ammonia proline biosynthesis V (from arginine)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.93 (+)-abscisate + NADPH + O2 = 8'-hydroxyabscisate + NADP+ + H2O phaseic acid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.86 2-aceto-2-hydroxy-butyrate + NADPH = 2,3-dihydroxy-3-methylvalerate + NADP+ isoleucine biosynthesis from threonine
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.-.- sphinganine + O2 + NADPH = 4-hydroxysphinganine + H2O + NADP+ sphingolipid biosynthesis (plants)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.- tetrahydrogeranylgeranyl-chlorophyll a + NADPH = chlorophyll a + NADP+ chlorophyll a biosynthesis II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.- dihydrogeranylgeranyl-chlorophyll a + NADPH = tetrahydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.- geranylgeranyl-chlorophyll a + NADPH = dihydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.- tetrahydrogeranylgeranyl-PP + NADPH = phytyl diphosphate + NADP+ phytyl-PP biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.- dihydrogeranylgeranyl-PP + NADPH = tetrahydrogeranylgeranyl-PP + NADP+ phytyl-PP biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.- all-trans-geranyl-geranyl diphosphate + NADPH = dihydrogeranylgeranyl-PP + NADP+ phytyl-PP biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 2.3.1.170 4-coumaroyl-CoA + 3 malonyl-CoA + NADPH = isoliquiritigenin + 4 coenzyme A + 3 CO2 + NADP+ + H2O flavonoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.195 coniferyl aldehyde + NADPH = coniferyl alcohol + NADP+ phenylpropanoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O phenylpropanoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O phenylpropanoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O phenylpropanoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.195 sinapaldehyde + NADPH = sinapyl-alcohol + NADP+ phenylpropanoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.195 coumaraldehyde + NADPH = coumaryl-alcohol + NADP+ phenylpropanoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.44 feruloyl-CoA + NADPH = coniferyl aldehyde + NADP+ + coenzyme A phenylpropanoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.44 4-coumaroyl-CoA + NADPH = coumaraldehyde + NADP+ + coenzyme A phenylpropanoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 3.1.3.- NADPH + H2O = NADH + phosphate NAD/NADH phosphorylation and dephosphorylation
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.6.1.1 NAD+ + NADPH = NADH + NADP+ NAD/NADH phosphorylation and dephosphorylation
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.81 Mg-protoporphyrin monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis I
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.81 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + 2 H2O chlorophyllide a biosynthesis I
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + 2 H2O chlorophyllide a biosynthesis I
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 RXN1F-10 monovinyl protochlorophyllide a + NADPH + H+ = NADP+ + chlorophyllide a chlorophyllide a biosynthesis I
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.75 divinyl protochlorophyllide a + NADPH + H+ + H+ = monovinyl protochlorophyllide a + NADP+ chlorophyllide a biosynthesis I
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.13.12.14 7-hydroxy-chlorophyllide a + O2 + NADPH = chlorophyllide b + 2 H2O + NADP+ chlorophyll cycle
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.13.12.14 chlorophyllide a + O2 + NADPH = 7-hydroxy-chlorophyllide a + H2O + NADP+ chlorophyll cycle
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-8387 psoralen + NADPH + H2O = bergaptol + NADP+ linear furanocoumarin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.102 marmesin + NADPH + H+ + O2 = psoralen + NADP+ + acetone + 2 H2O linear furanocoumarin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-8383 demethylsuberosin + O2 + NADPH = marmesin + NADP+ + H2O linear furanocoumarin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-5481 UDP-4-dehydro-6-deoxy-D-glucose + NADPH = UDP-L-rhamnose + NADP+ UDP-L-rhamnose biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-9155 trichloroethanol + NADPH + O2 + H+ = trichloroacetate + NADP+ + H2O trichloroethylene degradation
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.34 2 NADPH + 3-hydroxy-3-methyl-glutaryl-CoA = 2 NADP+ + coenzyme A + (R)-mevalonate mevalonate pathway
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.70 L-glutamyl-tRNAGlu + NADPH + H+ = glutamate-1-semialdehyde + NADP+ + tRNAGlu tetrapyrrole biosynthesis I
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-7678 chlorophyll b + 2 H2O + NADP+ = 7-hydroxy-chlorophyll a + O2 + NADPH chlorophyll cycle
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-7679 7-hydroxy-chlorophyll a + H2O + NADP+ = chlorophyll a + O2 + NADPH chlorophyll cycle
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.102 NADPH + 3-dehydrosphinganine = NADP+ + sphinganine sphingolipid biosynthesis (plants)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 2.7.1.86 NADH + ATP = NADPH + ADP NAD/NADH phosphorylation and dephosphorylation
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.7.1.3 nitrate + NADPH = nitrite + H2O + NADP+ nitrate reduction V (assimilatory)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.193 5-amino-6-(5'-phosphoribosylamino)uracil + NADPH + H+ = 5-amino-6-(5'-phosphoribitylamino)uracil + NADP+ flavin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.5.1.5 5,10-methylene-THF + NADP+ = NADPH + 5,10-methenyltetrahydrofolate formylTHF biosynthesis II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.2 NADPH + uracil = NADP+ + dihydrouracil beta-alanine biosynthesis III
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate gluconeogenesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.25 NADPH + 3-dehydro-shikimate = NADP+ + shikimate chorismate biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde homoserine biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine biosynthesis VI
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.271 NADPH + GDP-4-dehydro-6-deoxy-D-mannose = NADP+ + GDP-L-fucose GDP-L-fucose biosynthesis I (from GDP-D-mannose)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.4.1.4 ammonia + 2-ketoglutarate + NADPH = L-glutamate + H2O + NADP+ glutamate biosynthesis III
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.4.1.4 ammonia + 2-ketoglutarate + NADPH = L-glutamate + H2O + NADP+ nitrate reduction V (assimilatory)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate formylTHF biosynthesis II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.49 beta-D-glucose-6-phosphate + NADP+ = D-glucono-delta-lactone-6-phosphate + NADPH + H+ pentose phosphate pathway (oxidative branch)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.86 2-acetolactate + NADPH + H+ = 2,3-dihydroxy-isovalerate + NADP+ valine biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.42 NADPH + 12-oxo-cis-10,15-phytodienoate = NADP+ + 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate jasmonic acid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.9 D-glyceraldehyde-3-phosphate + NADP+ + H2O = 3-phosphoglycerate + NADPH glycolysis IV (plant cytosol)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.42 D-isocitrate + D-isocitrate + NADP+ = 2-ketoglutarate + CO2 + NADPH TCA cycle
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) PUBCHEM:5884*LIGAND-CPD:C00005*CHEBI:16474*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.267 1-deoxy-D-xylulose 5-phosphate + NADPH = 2-C-methyl-D-erythritol-4-phosphate + NADP+ methylerythritol phosphate pathway
Fe2+ Fe+2*Fe++*ferrous iron*Fe+2*Fe2+*Fe(II) 55.847 [Fe++] LIGAND-CPD:C00023 4.99.1.1 Fe2+ + protoporphyrin IX = 2 H+ + protoheme IX heme biosynthesis from uroporphyrinogen I
2-amino-3-carboxymuconate semialdehyde 2-amino-3-carboxymuconate-6-semialdehyde*ACS 185.136 C7 H7 N1 O5 [CH](=O)C=CC(C(=O)O)=C(N)C(O)=O RXN-5721 2-amino-3-carboxymuconate semialdehyde = quinolinate + H2O NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
GA24 gibberellin A24*gibberellin A24*GA24 346.422 C20 H26 O5 CC1([CH]4(C(CCC1)(C=O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C11861 1.14.11.- GA24 + O2 + 2-ketoglutarate = GA25 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA24 gibberellin A24*gibberellin A24*GA24 346.422 C20 H26 O5 CC1([CH]4(C(CCC1)(C=O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C11861 1.14.11.- GA24 + O2 + 2-ketoglutarate = GA9 + 2 CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA24 gibberellin A24*gibberellin A24*GA24 346.422 C20 H26 O5 CC1([CH]4(C(CCC1)(C=O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C11861 1.14.11.- GA24 + 2-ketoglutarate + O2 = GA36 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA24 gibberellin A24*gibberellin A24*GA24 346.422 C20 H26 O5 CC1([CH]4(C(CCC1)(C=O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C11861 1.14.11.- GA15 + 2-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
12-oxo-trans-10-dodecenoate traumatin 212.288 C12 H20 O3 C(=O)(O)CCCCCCCCC=CC=O LIGAND-CPD:C16309 RXN-1349 12-oxo-cis-9-dodecenoate = 12-oxo-trans-10-dodecenoate 13-LOX and 13-HPL pathway
3-ureidopropionate 3-Ureidopropanoate*β-Ureidopropionic acid*N-Carbamoyl-β-alanine 132.119 C4 H8 N2 O3 C(CC(=O)O)NC(N)=O LIGAND-CPD:C02642 3.5.1.6 H2O + 3-ureidopropionate = ammonia + CO2 + beta-alanine beta-alanine biosynthesis III
3-ureidopropionate 3-Ureidopropanoate*β-Ureidopropionic acid*N-Carbamoyl-β-alanine 132.119 C4 H8 N2 O3 C(CC(=O)O)NC(N)=O LIGAND-CPD:C02642 3.5.2.2 H2O + dihydrouracil = 3-ureidopropionate beta-alanine biosynthesis III
chlorophyll a 893.503 C55 H72 N4 O5 MG1 CC(CCCC(C)CCCC(C)CCCC(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) RXN-7679 7-hydroxy-chlorophyll a + H2O + NADP+ = chlorophyll a + O2 + NADPH chlorophyll cycle
chlorophyll a 893.503 C55 H72 N4 O5 MG1 CC(CCCC(C)CCCC(C)CCCC(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 1.3.1.- tetrahydrogeranylgeranyl-chlorophyll a + NADPH = chlorophyll a + NADP+ chlorophyll a biosynthesis II
chlorophyll a 893.503 C55 H72 N4 O5 MG1 CC(CCCC(C)CCCC(C)CCCC(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 2.5.1.62 chlorophyllide a + phytyl diphosphate = chlorophyll a + diphosphate chlorophyll a biosynthesis I
chlorophyll a 893.503 C55 H72 N4 O5 MG1 CC(CCCC(C)CCCC(C)CCCC(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 2.5.1.62 chlorophyllide a + phytyl diphosphate = chlorophyll a + diphosphate chlorophyll cycle
L,L-diaminopimelate L,L-A2pm*L,L-DAP*L,L-2,6-diaminopimelate*L,L-2,6-diaminoheptanedioate 190.199 C7 H14 N2 O4 C(O)(=O)C(N)CCCC(N)C(=O)O CAS:583-93-7*LIGAND-CPD:C00666*CAS:14289-34-0 5.1.1.7 L,L-diaminopimelate = meso-diaminopimelate lysine biosynthesis VI
L,L-diaminopimelate L,L-A2pm*L,L-DAP*L,L-2,6-diaminopimelate*L,L-2,6-diaminoheptanedioate 190.199 C7 H14 N2 O4 C(O)(=O)C(N)CCCC(N)C(=O)O CAS:583-93-7*LIGAND-CPD:C00666*CAS:14289-34-0 2.6.1.- tetrahydrodipicolinate + L-glutamate + H2O = L,L-diaminopimelate + 2-ketoglutarate lysine biosynthesis VI
a plant ceramide (III) a plant ceramide (III) C20 H40 N1 O4 R11 CCCCCCCCCCCCCCC(O)C(O)C(CO)NC(=O)C[R1] RXN-7798 a plant ceramide (III) = a plant ceramide (IV) sphingolipid biosynthesis (plants)
a plant ceramide (III) a plant ceramide (III) C20 H40 N1 O4 R11 CCCCCCCCCCCCCCC(O)C(O)C(CO)NC(=O)C[R1] RXN-7797 a plant ceramide (I) + NAD(P)H = a plant ceramide (III) + NAD(P)+ + H2O sphingolipid biosynthesis (plants)
D-erythro-imidazole-glycerol-phosphate D-erythro-1-(imidazol-4-yl)-glycerol-3-phosphate*D-erythro-imidazole-glycerol-P*erythro-imidazole-glycerol-P*erythro-imidazole-glycerol-phosphate*imidazole glycerol phosphate*IGP 238.136 C6 H11 N2 O6 P1 C(OP(O)(=O)O)C(O)C(O)c1(c[nH]cn1) LIGAND-CPD:C04666 4.2.1.19 D-erythro-imidazole-glycerol-phosphate = imidazole acetol-phosphate + H2O histidine biosynthesis I
D-erythro-imidazole-glycerol-phosphate D-erythro-1-(imidazol-4-yl)-glycerol-3-phosphate*D-erythro-imidazole-glycerol-P*erythro-imidazole-glycerol-P*erythro-imidazole-glycerol-phosphate*imidazole glycerol phosphate*IGP 238.136 C6 H11 N2 O6 P1 C(OP(O)(=O)O)C(O)C(O)c1(c[nH]cn1) LIGAND-CPD:C04666 2.4.2.- phosphoribulosylformimino-AICAR-P + L-glutamine = L-glutamate + D-erythro-imidazole-glycerol-phosphate + aminoimidazole carboxamide ribonucleotide histidine biosynthesis I
L-lactate lactic acid*L(+)-lactate*(S)-lactate*L-lactate*lactasol*lac*2-hydroxypropanoic acid*2-hydroxypropionic acid 90.079 C3 H6 O3 CC(O)C(=O)O CAS:79-33-4*LIGAND-CPD:C00186 1.1.1.27 NADH + pyruvate = NAD+ + L-lactate pyruvate fermentation to lactate
L-lactate lactic acid*L(+)-lactate*(S)-lactate*L-lactate*lactasol*lac*2-hydroxypropanoic acid*2-hydroxypropionic acid 90.079 C3 H6 O3 CC(O)C(=O)O CAS:79-33-4*LIGAND-CPD:C00186 L-LACTDEHYDROGFMN-RXN an acceptor + L-lactate = a reduced acceptor + pyruvate aerobic respiration -- electron donors reaction list
13-HPOT 13(S)-hydroperoxylinolenic acid*hydroperoxylinolenic acid*13S-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid*13(S)-hydroperoxylinolenate 310.433 C18 H30 O4 CCC=CCC(OO)C=CC=CCCCCCCCC(=O)O 4.2.1.92 13-HPOT = H2O + 12,13(S)-epoxylinolenate jasmonic acid biosynthesis
13-HPOT 13(S)-hydroperoxylinolenic acid*hydroperoxylinolenic acid*13S-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid*13(S)-hydroperoxylinolenate 310.433 C18 H30 O4 CCC=CCC(OO)C=CC=CCCCCCCCC(=O)O RXN-1345 13-HPOT = 12-oxo-cis-9-dodecenoate + cis-3-hexenal 13-LOX and 13-HPL pathway
13-HPOT 13(S)-hydroperoxylinolenic acid*hydroperoxylinolenic acid*13S-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid*13(S)-hydroperoxylinolenate 310.433 C18 H30 O4 CCC=CCC(OO)C=CC=CCCCCCCCC(=O)O 1.13.11.12 O2 + linolenate = 13-HPOT 13-LOX and 13-HPL pathway
13-HPOT 13(S)-hydroperoxylinolenic acid*hydroperoxylinolenic acid*13S-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid*13(S)-hydroperoxylinolenate 310.433 C18 H30 O4 CCC=CCC(OO)C=CC=CCCCCCCCC(=O)O 1.13.11.12 O2 + linolenate = 13-HPOT jasmonic acid biosynthesis
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 3.1.3.5 GMP + H2O = guanosine + phosphate salvage pathways of purine nucleosides II (plant)
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 3.1.3.5 GMP + H2O = guanosine + phosphate purine degradation I (aerobic)
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 RXNQT-4141 GDP-L-galactose + H2O = L-galactose-1-phosphate + GMP L-ascorbate biosynthesis I
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 2.7.1.73 guanosine + ATP = GMP + ADP salvage pathways of purine nucleosides II (plant)
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = diphosphate + GMP salvage pathways of purine nucleosides II (plant)
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP salvage pathways of purine nucleosides II (plant)
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP purine nucleotides de novo biosynthesis II
a 2-lysophosphatidylcholine a 1-acyl-sn-glycero-3-phosphocholine*a 1-acylglycero-3-phosphocholine*a 1-acyl-sn-glycerol-3-phosphocholine C9 H20 N1 O7 R11 P1 C(C(O)COC([R1])=O)OP(=O)(O)OCC[N+](C)(C)C 2.3.1.158 a phosphatidylcholine + a 1,2-diacylglycerol = a triacylglycerol + a 2-lysophosphatidylcholine triacylglycerol biosynthesis
dihydrokaempferol aromadendrin*(+)-aromadendrin*(+)-Dihydrokaempferol 288.256 C15 H12 O6 c1(cc(ccc(O)1)C2(C(O)C(=O)c3(c(O)cc(O)cc(O2)3))) LIGAND-CPD:C00974*CAS:480-20-6 1.14.11.9 naringenin + O2 + 2-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = diphosphate + GMP salvage pathways of purine nucleosides II (plant)
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 HYPXPRIBOSYLTRAN-RXN 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = inosine-5'-phosphate + diphosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.17 ATP + 5-phosphoribosyl 1-pyrophosphate = phosphoribosyl-ATP + diphosphate histidine biosynthesis I
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = diphosphate + inosine-5'-phosphate salvage pathways of purine nucleosides II (plant)
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + diphosphate + L-glutamate purine nucleotides de novo biosynthesis II
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.18 anthranilate + 5-phosphoribosyl 1-pyrophosphate = N-(5'-phosphoribosyl)-anthranilate + diphosphate tryptophan biosynthesis
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.11 nicotinate + 5-phosphoribosyl 1-pyrophosphate = nicotinate nucleotide + diphosphate pyridine nucleotide cycling (plants)
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.9 5-phosphoribosyl 1-pyrophosphate + uracil = diphosphate + UMP salvage pathways of pyrimidine ribonucleotides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + diphosphate + nicotinate nucleotide NAD biosynthesis I (from aspartate)
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + diphosphate + nicotinate nucleotide NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP PRPP biosynthesis I
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.7 5-phosphoribosyl 1-pyrophosphate + adenine = AMP + diphosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.7 5-phosphoribosyl 1-pyrophosphate + adenine = AMP + diphosphate salvage pathways of purine nucleosides II (plant)
geranylfarnesyl diphosphate geranylfarnesyl-PP*GFPP*geranylfarnesyl-diphosphate*all-trans-pentaprenyl diphosphate 518.566 C25 H44 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O LIGAND-CPD:C04217 2.5.1.33 geranylfarnesyl diphosphate + isopentenyl diphosphate = all-trans-hexaprenyl diphosphate + diphosphate octaprenyl diphosphate biosynthesis
geranylfarnesyl diphosphate geranylfarnesyl-PP*GFPP*geranylfarnesyl-diphosphate*all-trans-pentaprenyl diphosphate 518.566 C25 H44 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O LIGAND-CPD:C04217 RXN-8813 isopentenyl diphosphate + all-trans-geranyl-geranyl diphosphate = geranylfarnesyl diphosphate + diphosphate octaprenyl diphosphate biosynthesis
naringenin chalcone 2'44'6'-tetrahydroxychalcone 271.249 C15 H11 O5 c1(c(o)c(c(O)cc(O)1)C(=O)C=Cc2(ccc(O)cc2)) CAS:520-36-5 5.5.1.6 naringenin chalcone = naringenin flavonoid biosynthesis
naringenin chalcone 2'44'6'-tetrahydroxychalcone 271.249 C15 H11 O5 c1(c(o)c(c(O)cc(O)1)C(=O)C=Cc2(ccc(O)cc2)) CAS:520-36-5 2.3.1.74 4-coumaroyl-CoA + 3 malonyl-CoA = naringenin chalcone + 3 CO2 + 4 coenzyme A flavonoid biosynthesis
uracil 112.088 C4 H4 N2 O2 c1(=O)(cc[nH]c([nH]1)=O) LIGAND-CPD:C00106*CAS:66-22-8 2.4.2.3 phosphate + uridine = ribose-1-phosphate + uracil salvage pathways of pyrimidine ribonucleotides
uracil 112.088 C4 H4 N2 O2 c1(=O)(cc[nH]c([nH]1)=O) LIGAND-CPD:C00106*CAS:66-22-8 3.5.4.1 H2O + cytosine = ammonia + uracil salvage pathways of pyrimidine ribonucleotides
uracil 112.088 C4 H4 N2 O2 c1(=O)(cc[nH]c([nH]1)=O) LIGAND-CPD:C00106*CAS:66-22-8 1.3.1.2 NADPH + uracil = NADP+ + dihydrouracil beta-alanine biosynthesis III
uracil 112.088 C4 H4 N2 O2 c1(=O)(cc[nH]c([nH]1)=O) LIGAND-CPD:C00106*CAS:66-22-8 2.4.2.9 5-phosphoribosyl 1-pyrophosphate + uracil = diphosphate + UMP salvage pathways of pyrimidine ribonucleotides
3-dehydro-shikimate 3-dehydroshikimic acid*5-dehydroshikimic acid*5-dehydroshikimate 172.137 C7 H8 O5 C(=O)(O)C1(=[CH]C(=O)[CH](O)[CH]([CH2]1)O) CAS:10457-99-5*LIGAND-CPD:C02637*CAS:2922-42-1 1.1.1.25 NADPH + 3-dehydro-shikimate = NADP+ + shikimate chorismate biosynthesis
3-dehydro-shikimate 3-dehydroshikimic acid*5-dehydroshikimic acid*5-dehydroshikimate 172.137 C7 H8 O5 C(=O)(O)C1(=[CH]C(=O)[CH](O)[CH]([CH2]1)O) CAS:10457-99-5*LIGAND-CPD:C02637*CAS:2922-42-1 4.2.1.10 3-dehydroquinate = H2O + 3-dehydro-shikimate chorismate biosynthesis
3-dehydro-shikimate 3-dehydroshikimic acid*5-dehydroshikimic acid*5-dehydroshikimate 172.137 C7 H8 O5 C(=O)(O)C1(=[CH]C(=O)[CH](O)[CH]([CH2]1)O) CAS:10457-99-5*LIGAND-CPD:C02637*CAS:2922-42-1 1.1.1.282 3-dehydro-shikimate + NAD(P)H + H+ = shikimate + NAD(P)+ chorismate biosynthesis
dihydrolipoyltranssuccinylase N6-(dihydrolipoyl)lysine enzyme N6-(dihydrolipoyl)lysine 1.8.1.4 dihydrolipoyltranssuccinylase N6-(dihydrolipoyl)lysine + NAD+ = dihydrolipoyltranssuccinylase N6-(lipoyl)lysine + NADH + H+ 2-ketoglutarate dehydrogenase complex
dihydrolipoyltranssuccinylase N6-(dihydrolipoyl)lysine enzyme N6-(dihydrolipoyl)lysine 2.3.1.61 coenzyme A + dihydrolipoyltranssuccinylase N6-(S-succinyldihydrolipoyl)lysine = succinyl-CoA + dihydrolipoyltranssuccinylase N6-(dihydrolipoyl)lysine 2-ketoglutarate dehydrogenase complex
phosphoryl-ethanolamine phosphoethanolamine*ethanolamine phosphate*O-Phosphorylethanolamine*O-Phosphoethanolamine 141.063 C2 H8 N1 O4 P1 C(N)COP(O)(=O)O LIGAND-CPD:C00346*CAS:1071-23-4 2.1.1.103 phosphoryl-ethanolamine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + N-methylethanolamine phosphate choline biosynthesis I
phosphoryl-ethanolamine phosphoethanolamine*ethanolamine phosphate*O-Phosphorylethanolamine*O-Phosphoethanolamine 141.063 C2 H8 N1 O4 P1 C(N)COP(O)(=O)O LIGAND-CPD:C00346*CAS:1071-23-4 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP choline biosynthesis I
alpha-D-mannose 1-phosphate mannose-1-phosphate*D-mannose-1-phosphate*mannose-1-P 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C03812*CAS:27251-84-9 2.7.7.13 alpha-D-mannose 1-phosphate + GTP = GDP-D-mannose + diphosphate GDP-mannose biosynthesis II
alpha-D-mannose 1-phosphate mannose-1-phosphate*D-mannose-1-phosphate*mannose-1-P 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C03812*CAS:27251-84-9 5.4.2.8 D-mannose-6-phosphate = alpha-D-mannose 1-phosphate GDP-mannose biosynthesis II
a phosphatidylcholine acyl-glycerophosphocholine*a choline phosphatide*a 1,2-diacyl-sn-glycero-3-phosphocholine*a phosphatidyl-N-trimethylethanolamine*a lecithin*3-sn-phosphatidylcholine C10 H19 N1 O8 R21 R11 P1 C([N+](C)(C)C)COP(=O)(O)OCC(OC(=O)[R1])COC([R2])=O LIGAND-CPD:C00157*CAS:8002-43-5 3.1.4.4 a phosphatidylcholine + H2O = an L-phosphatidate + choline phospholipases
a phosphatidylcholine acyl-glycerophosphocholine*a choline phosphatide*a 1,2-diacyl-sn-glycero-3-phosphocholine*a phosphatidyl-N-trimethylethanolamine*a lecithin*3-sn-phosphatidylcholine C10 H19 N1 O8 R21 R11 P1 C([N+](C)(C)C)COP(=O)(O)OCC(OC(=O)[R1])COC([R2])=O LIGAND-CPD:C00157*CAS:8002-43-5 3.1.1.4 a phosphatidylcholine + H2O = a 1-acyl-2-lyso-glycerophosphocholine + linolenate jasmonic acid biosynthesis
a phosphatidylcholine acyl-glycerophosphocholine*a choline phosphatide*a 1,2-diacyl-sn-glycero-3-phosphocholine*a phosphatidyl-N-trimethylethanolamine*a lecithin*3-sn-phosphatidylcholine C10 H19 N1 O8 R21 R11 P1 C([N+](C)(C)C)COP(=O)(O)OCC(OC(=O)[R1])COC([R2])=O LIGAND-CPD:C00157*CAS:8002-43-5 3.1.1.32 a phosphatidylcholine + H2O = a 1-lyso-2-acyl-sn-glycero-3-phosphocholine + a carboxylate phospholipases
a phosphatidylcholine acyl-glycerophosphocholine*a choline phosphatide*a 1,2-diacyl-sn-glycero-3-phosphocholine*a phosphatidyl-N-trimethylethanolamine*a lecithin*3-sn-phosphatidylcholine C10 H19 N1 O8 R21 R11 P1 C([N+](C)(C)C)COP(=O)(O)OCC(OC(=O)[R1])COC([R2])=O LIGAND-CPD:C00157*CAS:8002-43-5 2.3.1.158 a phosphatidylcholine + a 1,2-diacylglycerol = a triacylglycerol + a 2-lysophosphatidylcholine triacylglycerol biosynthesis
a phosphatidylcholine acyl-glycerophosphocholine*a choline phosphatide*a 1,2-diacyl-sn-glycero-3-phosphocholine*a phosphatidyl-N-trimethylethanolamine*a lecithin*3-sn-phosphatidylcholine C10 H19 N1 O8 R21 R11 P1 C([N+](C)(C)C)COP(=O)(O)OCC(OC(=O)[R1])COC([R2])=O LIGAND-CPD:C00157*CAS:8002-43-5 3.1.4.3 a phosphatidylcholine + H2O = phosphoryl-choline + a 1,2-diacylglycerol phospholipases
a phosphatidylcholine acyl-glycerophosphocholine*a choline phosphatide*a 1,2-diacyl-sn-glycero-3-phosphocholine*a phosphatidyl-N-trimethylethanolamine*a lecithin*3-sn-phosphatidylcholine C10 H19 N1 O8 R21 R11 P1 C([N+](C)(C)C)COP(=O)(O)OCC(OC(=O)[R1])COC([R2])=O LIGAND-CPD:C00157*CAS:8002-43-5 3.1.1.4 a phosphatidylcholine + H2O = a 1-acyl-2-lyso-glycerophosphocholine + a carboxylate phospholipases
R-4'-phosphopantothenoyl-L-cysteine (R)-4'-phospho-N-pantothenoyl-L-cysteine*4-P-N-pantothenoylcysteine*4'-P-N-pantothenoylcysteine*N-((R)-4-phosphopantothenoyl)-L-cysteine*4'-phosphopantothenoylcysteine*4'-phospho-N-pantothenoylcysteine*(R)-4'-phosphopantothenoyl-L-cysteine*N-[(R)-4'-phosphopantothenoyl]-L-cysteine 402.355 C12 H23 N2 O9 P1 S1 CC(C)(COP(O)(O)=O)C(O)C(=O)NCCC(=O)NC(C(O)=O)CS LIGAND-CPD:C04352 4.1.1.36 R-4'-phosphopantothenoyl-L-cysteine = pantetheine 4'-phosphate + CO2 coenzyme A biosynthesis
R-4'-phosphopantothenoyl-L-cysteine (R)-4'-phospho-N-pantothenoyl-L-cysteine*4-P-N-pantothenoylcysteine*4'-P-N-pantothenoylcysteine*N-((R)-4-phosphopantothenoyl)-L-cysteine*4'-phosphopantothenoylcysteine*4'-phospho-N-pantothenoylcysteine*(R)-4'-phosphopantothenoyl-L-cysteine*N-[(R)-4'-phosphopantothenoyl]-L-cysteine 402.355 C12 H23 N2 O9 P1 S1 CC(C)(COP(O)(O)=O)C(O)C(=O)NCCC(=O)NC(C(O)=O)CS LIGAND-CPD:C04352 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + diphosphate + CMP coenzyme A biosynthesis
a fatty aldehyde 1.2.1.3 a fatty aldehyde + NAD+ + H2O = a long-chain fatty acid + NADH fatty acid alpha-oxidation
a fatty aldehyde RXN-4122 a 2(R)-hydroperoxy fatty acid = a fatty aldehyde + CO2 + H2O fatty acid alpha-oxidation
coniferyl aldehyde 4-hydroxy-3-methoxycinnamaldehyde*4-hydroxy-3-methoxycinnamic aldehyde*coniferaldehyde 178.187 C10 H10 O3 C(=O)C=Cc1(cc(OC)c(O)cc1) LIGAND-CPD:C02666*CAS:458-36-6 1.1.1.195 coniferyl aldehyde + NADPH = coniferyl alcohol + NADP+ phenylpropanoid biosynthesis
coniferyl aldehyde 4-hydroxy-3-methoxycinnamaldehyde*4-hydroxy-3-methoxycinnamic aldehyde*coniferaldehyde 178.187 C10 H10 O3 C(=O)C=Cc1(cc(OC)c(O)cc1) LIGAND-CPD:C02666*CAS:458-36-6 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O phenylpropanoid biosynthesis
coniferyl aldehyde 4-hydroxy-3-methoxycinnamaldehyde*4-hydroxy-3-methoxycinnamic aldehyde*coniferaldehyde 178.187 C10 H10 O3 C(=O)C=Cc1(cc(OC)c(O)cc1) LIGAND-CPD:C02666*CAS:458-36-6 1.2.1.44 feruloyl-CoA + NADPH = coniferyl aldehyde + NADP+ + coenzyme A phenylpropanoid biosynthesis
GA15 gibberellin A15*gibberellin A15*GA15 (open lactone form)*gibberellin A15 (open lactone form) 348.438 C20 H28 O5 CC1([CH]4(C(CCC1)(CO)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C11860 1.14.11.- GA15 + 2-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA15 gibberellin A15*gibberellin A15*GA15 (open lactone form)*gibberellin A15 (open lactone form) 348.438 C20 H28 O5 CC1([CH]4(C(CCC1)(CO)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C11860 1.14.11.- GA15 + 2-ketoglutarate + O2 = GA37 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
GA15 gibberellin A15*gibberellin A15*GA15 (open lactone form)*gibberellin A15 (open lactone form) 348.438 C20 H28 O5 CC1([CH]4(C(CCC1)(CO)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C11860 1.14.11.- GA12 + O2 + 2-ketoglutarate = GA15 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
cytosine 4-amino-2-oxo-1,2-dihydropyrimidine 111.103 C4 H5 N3 O1 c1(N)(cc[nH]c(n1)=O) LIGAND-CPD:C00380*CAS:71-30-7 3.5.4.1 H2O + cytosine = ammonia + uracil salvage pathways of pyrimidine ribonucleotides
alpha-tocopherol 430.713 C29 H50 O2 CC2(=C1(OC(CCC1=C(C)C(O)=C2C)(C)CCCC(C)CCCC(C)CCCC(C)C)) NCI:82623*CAS:2074-53-5 2.1.1.95 gamma-tocopherol + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + alpha-tocopherol vitamin E biosynthesis
N-methylethanolamine phosphate P-MME 155.09 C3 H10 N1 O4 P1 C(NC)COP(O)(O)=O LIGAND-CPD:C01210 2.1.1.103 N-methylethanolamine phosphate + S-adenosyl-L-methionine = N-dimethylethanolamine phosphate + S-adenosyl-L-homocysteine choline biosynthesis I
N-methylethanolamine phosphate P-MME 155.09 C3 H10 N1 O4 P1 C(NC)COP(O)(O)=O LIGAND-CPD:C01210 2.1.1.103 phosphoryl-ethanolamine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + N-methylethanolamine phosphate choline biosynthesis I
a fatty acid free fatty acid*a fatty acid anion C2 H3 O2 R1 6.2.1.3 coenzyme A + a fatty acid + ATP = an acyl-CoA + diphosphate + AMP fatty acid beta-oxidation II (core pathway)
a fatty acid free fatty acid*a fatty acid anion C2 H3 O2 R1 3.1.1.23 H2O + 1-monoacylglycerol = a fatty acid + glycerol triacylglycerol degradation
a fatty acid free fatty acid*a fatty acid anion C2 H3 O2 R1 3.1.1.- a diacylglycerol + H2O = 2-monoacylglycerol + a fatty acid triacylglycerol degradation
a fatty acid free fatty acid*a fatty acid anion C2 H3 O2 R1 3.1.1.3 a triacylglycerol + H2O = a diacylglycerol + a fatty acid triacylglycerol degradation
D-ribose α-D-ribose*ribose*α-D-ribose-5*α-D-ribofuranose 150.131 C5 H10 O5 C(O)C1(C(O)C(O)C(O)O1) LIGAND-CPD:C00121*CAS:50-69-1 3.2.2.1 nicotinamide riboside + H2O = nicotinamide + D-ribose pyridine nucleotide cycling (plants)
D-ribose α-D-ribose*ribose*α-D-ribose-5*α-D-ribofuranose 150.131 C5 H10 O5 C(O)C1(C(O)C(O)C(O)O1) LIGAND-CPD:C00121*CAS:50-69-1 3.2.2.7 H2O + adenosine = D-ribose + adenine salvage pathways of purine nucleosides II (plant)
D-ribose α-D-ribose*ribose*α-D-ribose-5*α-D-ribofuranose 150.131 C5 H10 O5 C(O)C1(C(O)C(O)C(O)O1) LIGAND-CPD:C00121*CAS:50-69-1 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose salvage pathways of purine nucleosides II (plant)
D-ribose α-D-ribose*ribose*α-D-ribose-5*α-D-ribofuranose 150.131 C5 H10 O5 C(O)C1(C(O)C(O)C(O)O1) LIGAND-CPD:C00121*CAS:50-69-1 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose purine degradation I (aerobic)
D-ribose α-D-ribose*ribose*α-D-ribose-5*α-D-ribofuranose 150.131 C5 H10 O5 C(O)C1(C(O)C(O)C(O)O1) LIGAND-CPD:C00121*CAS:50-69-1 3.2.2.1 xanthosine + H2O = xanthine + D-ribose salvage pathways of purine nucleosides II (plant)
D-ribose α-D-ribose*ribose*α-D-ribose-5*α-D-ribofuranose 150.131 C5 H10 O5 C(O)C1(C(O)C(O)C(O)O1) LIGAND-CPD:C00121*CAS:50-69-1 3.2.2.1 xanthosine + H2O = xanthine + D-ribose purine degradation I (aerobic)
D-ribose α-D-ribose*ribose*α-D-ribose-5*α-D-ribofuranose 150.131 C5 H10 O5 C(O)C1(C(O)C(O)C(O)O1) LIGAND-CPD:C00121*CAS:50-69-1 3.2.2.1 guanosine + H2O = guanine + D-ribose salvage pathways of purine nucleosides II (plant)
D-ribose α-D-ribose*ribose*α-D-ribose-5*α-D-ribofuranose 150.131 C5 H10 O5 C(O)C1(C(O)C(O)C(O)O1) LIGAND-CPD:C00121*CAS:50-69-1 3.2.2.1 guanosine + H2O = guanine + D-ribose purine degradation I (aerobic)
sulfate sulphate*SO4-2*SO42-*SO4-- 96.058 O4 S1 O=S([O-])([O-])=O CAS:7664-93-9*LIGAND-CPD:C00059*CAS:14808-79-8 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate activation for sulfonation
sulfate sulphate*SO4-2*SO42-*SO4-- 96.058 O4 S1 O=S([O-])([O-])=O CAS:7664-93-9*LIGAND-CPD:C00059*CAS:14808-79-8 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate reduction II (assimilatory)
5-amino-levulinate 5-Amino-4-oxopentanoate*5-amino-4-oxo-pentanoic acid*5-amino-levulinic acid*5-amino-4-oxopentanoic acid*γ-aminolevulinic acid*5-aminolevulinic acid*5-aminolevulinate*ALA*δ-aminolevulinic acid 131.131 C5 H9 N1 O3 C(N)C(=O)CCC(=O)O CAS:5451-09-2*PUBCHEM:137*LIGAND-CPD:C00430*CAS:106-60-5 4.2.1.24 2 5-amino-levulinate = 2 H2O + porphobilinogen tetrapyrrole biosynthesis I
5-amino-levulinate 5-Amino-4-oxopentanoate*5-amino-4-oxo-pentanoic acid*5-amino-levulinic acid*5-amino-4-oxopentanoic acid*γ-aminolevulinic acid*5-aminolevulinic acid*5-aminolevulinate*ALA*δ-aminolevulinic acid 131.131 C5 H9 N1 O3 C(N)C(=O)CCC(=O)O CAS:5451-09-2*PUBCHEM:137*LIGAND-CPD:C00430*CAS:106-60-5 5.4.3.8 glutamate-1-semialdehyde = 5-amino-levulinate tetrapyrrole biosynthesis I
hydroxymethylbilane 854.82 C40 H46 N4 O17 c1(nc(c(CCC(O)=O)c1CC(=O)O)Cc2(nc(c(CC(O)=O)c2CCC(=O)O)Cc3(nc(c(CC(=O)O)c3CCC(O)=O)Cc4(c(CCC(=O)O)c(CC(O)=O)c(n4)CO)))) LIGAND-CPD:C01024*CAS:73023-76-4 4.2.1.75 hydroxymethylbilane = uroporphyrinogen-III + H2O tetrapyrrole biosynthesis I
hydroxymethylbilane 854.82 C40 H46 N4 O17 c1(nc(c(CCC(O)=O)c1CC(=O)O)Cc2(nc(c(CC(O)=O)c2CCC(=O)O)Cc3(nc(c(CC(=O)O)c3CCC(O)=O)Cc4(c(CCC(=O)O)c(CC(O)=O)c(n4)CO)))) LIGAND-CPD:C01024*CAS:73023-76-4 2.5.1.61 H2O + 4 porphobilinogen = 4 ammonia + hydroxymethylbilane tetrapyrrole biosynthesis I
nicotine 162.234 c1(ncc(cc1)[CH]2(N(C)CCC2)) LIGAND-CPD:C00745*NCI:5065 RXN-8248 nicotine = nornicotine nicotine biosynthesis
nicotine 162.234 c1(ncc(cc1)[CH]2(N(C)CCC2)) LIGAND-CPD:C00745*NCI:5065 RXN-8247 nicotinate + N-methyl-delta1-pyrrolinium cation = nicotine nicotine biosynthesis
histidinal L-histidinal 139.157 C6 H9 N3 O1 c1(c(nc[nH]1)C[CH](N)C=O) 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine biosynthesis I
histidinal L-histidinal 139.157 C6 H9 N3 O1 c1(c(nc[nH]1)C[CH](N)C=O) 1.1.1.23 histidinol + NAD+ = histidinal + NADH histidine biosynthesis I
sinapaldehyde 208.213 C11 H12 O4 C(=O)C=Cc1(cc(OC)c(O)c(c1)OC) LIGAND-CPD:C05610 1.1.1.195 sinapaldehyde + NADPH = sinapyl-alcohol + NADP+ phenylpropanoid biosynthesis
sinapaldehyde 208.213 C11 H12 O4 C(=O)C=Cc1(cc(OC)c(O)c(c1)OC) LIGAND-CPD:C05610 2.1.1.68 5-hydroxy-coniferaldehyde + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + sinapaldehyde phenylpropanoid biosynthesis
choline 104.172 C5 H14 N1 O1 C(O)C[N+](C)(C)C CAS:123-41-1*LIGAND-CPD:C00114 3.1.3.75 phosphoryl-choline + H2O = choline + phosphate choline biosynthesis I
choline 104.172 C5 H14 N1 O1 C(O)C[N+](C)(C)C CAS:123-41-1*LIGAND-CPD:C00114 3.1.4.4 a phosphatidylcholine + H2O = an L-phosphatidate + choline phospholipases
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate glutamine biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate ammonia assimilation cycle II
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate nitrate reduction V (assimilatory)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP salvage pathways of purine nucleosides II (plant)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 2.7.2.2 carbamoyl-phosphate + ADP = ammonia + CO2 + ATP citrulline degradation
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 2.5.1.61 H2O + 4 porphobilinogen = 4 ammonia + hydroxymethylbilane tetrapyrrole biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 ADDALT-RXN ammonia + deoxyinosine = H2O + deoxyadenosine salvage pathways of adenine, hypoxanthine, and their nucleosides
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine homocysteine and cysteine interconversion
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.1 H2O + cytosine = ammonia + uracil salvage pathways of pyrimidine ribonucleotides
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.5 H2O + cytidine = ammonia + uridine salvage pathways of pyrimidine ribonucleotides
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine putrescine biosynthesis II
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.4 H2O + adenosine = ammonia + inosine salvage pathways of adenine, hypoxanthine, and their nucleosides
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 RXN-8888 ammonium hydroxide = ammonia + H2O nitrate reduction V (assimilatory)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.1.19 nicotinamide + H2O = ammonia + nicotinate pyridine nucleotide cycling (plants)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.26 H2O + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate = 5-amino-6-(5'-phosphoribosylamino)uracil + ammonia flavin biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.5.4 2 H2O + 3-cyano-L-alanine = ammonia + L-aspartate asparagine biosynthesis II
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.15 H2O + guanosine = ammonia + xanthosine salvage pathways of purine nucleosides II (plant)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.15 H2O + guanosine = ammonia + xanthosine purine degradation I (aerobic)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.3.6 H2O + L-arginine = ammonia + citrulline proline biosynthesis V (from arginine)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.1.20 citrulline + H2O = L-ornithine + CO2 + ammonia proline biosynthesis V (from arginine)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.3 H2O + guanine = ammonia + xanthine salvage pathways of purine nucleosides II (plant)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.3 H2O + guanine = ammonia + xanthine purine degradation I (aerobic)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.1.6 H2O + 3-ureidopropionate = ammonia + CO2 + beta-alanine beta-alanine biosynthesis III
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia salvage pathways of purine nucleosides II (plant)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia purine degradation I (aerobic)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 1.4.1.3 NAD(P)+ + H2O + L-glutamate = ammonia + NAD(P)H + 2-ketoglutarate glutamate biosynthesis II
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 1.4.1.3 NAD(P)+ + H2O + L-glutamate = ammonia + NAD(P)H + 2-ketoglutarate glutamate degradation X
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + 2-ketoglutarate alanine degradation II (to D-lactate)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + 2-ketoglutarate glutamate degradation I
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 1.4.1.4 ammonia + 2-ketoglutarate + NADPH = L-glutamate + H2O + NADP+ glutamate biosynthesis III
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 1.4.1.4 ammonia + 2-ketoglutarate + NADPH = L-glutamate + H2O + NADP+ nitrate reduction V (assimilatory)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation I
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine homocysteine and cysteine interconversion
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine biosynthesis II
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 2.1.2.10 H-protein-S-(aminomethyldihydrolipoyl)lysine + tetrahydrofolate = H-Gcv-protein-(dihydrolipoyl)lysine + 5,10-methylene-THF + ammonia glycine cleavage complex
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.3.1.19 L-threonine = 2-oxobutanoate + ammonia isoleucine biosynthesis from threonine
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.1.53 N-carbamoylputrescine + H2O = putrescine + CO2 + ammonia putrescine biosynthesis II
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate salicylate biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate phenylpropanoid biosynthesis, initial reactions
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.4.1.11 L-methionine + H2O = methanethiol + ammonia + 2-oxobutanoate methionine degradation II
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 UQ + succinate = UQH2 + fumarate
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 NADH + UQ + H+ = NAD+ + UQH2
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 H+ + UQ + NADH = UQH2 + NAD+
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 UQ + succinate = UQH2 + fumarate
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 sn-glycerol-3-phosphate + UQ = dihydroxy-acetone phosphate + UQH2
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q 1.3.5.1 UQ + succinate = UQH2 + fumarate aerobic respiration -- electron donor II
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q 1.3.5.1 UQ + succinate = UQH2 + fumarate aerobic respiration -- electron donors reaction list
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q 1.6.5.- H+ + UQ + NADH = UQH2 + NAD+ aerobic respiration -- electron donors reaction list
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donor III
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donor II
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 NAD/NADH phosphorylation and dephosphorylation
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donors reaction list
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q 1.3.5.1 UQ + succinate = UQH2 + fumarate TCA cycle
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q 1.3.5.1 UQ + succinate = UQH2 + fumarate aerobic respiration -- electron donor III
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q 1.10.2.2 2 oxidized cytochrome c + UQH2 = 2 reduced cytochrome c + UQ aerobic respiration -- electron donor II
alpha-D-glucuronate 1-phosphate glucuronate-1-P*glucuronate-1-phosphate*D-glucuronate-1-P*D-glucuronate-1-phosphate*1-phospho-α-D-glucuronate 274.121 C6 H11 O10 P1 C1(OC(C(=O)O)C(O)C(O)C(O)1)(OP(O)(=O)O) CAS:583-08-4*LIGAND-CPD:C05385 2.7.7.44 alpha-D-glucuronate 1-phosphate + UTP = UDP-D-glucuronate + diphosphate UDP-D-glucuronate biosynthesis (from myo-inositol)
alpha-D-glucuronate 1-phosphate glucuronate-1-P*glucuronate-1-phosphate*D-glucuronate-1-P*D-glucuronate-1-phosphate*1-phospho-α-D-glucuronate 274.121 C6 H11 O10 P1 C1(OC(C(=O)O)C(O)C(O)C(O)1)(OP(O)(=O)O) CAS:583-08-4*LIGAND-CPD:C05385 2.7.1.43 glucuronate + ATP = alpha-D-glucuronate 1-phosphate + ADP UDP-D-glucuronate biosynthesis (from myo-inositol)
L-asparagine asparagine*α-aminosuccinamic acid*(-)-asparagine*(S)-2,4-diamino-4-oxobutanoic acid*(S)-asparagine*2,4-diamino-4-oxobutanoic acid, (S)-*2-aminosuccinamic acid, L-*agedoite*altheine*asparagine acid*aspartic acid β-amide*butanoic acid, 2,4-diamino-4-oxo-, (S)-*L-2,4-diamino-4-oxobutanoic acid*L-asparatamine*L-β-asparagine 132.119 C4 H8 N2 O3 C(=O)(O)C(N)CC(N)=O LIGAND-CPD:C00152*CAS:70-47-3 4.2.1.65 H2O + 3-cyano-L-alanine = L-asparagine asparagine biosynthesis II
L-asparagine asparagine*α-aminosuccinamic acid*(-)-asparagine*(S)-2,4-diamino-4-oxobutanoic acid*(S)-asparagine*2,4-diamino-4-oxobutanoic acid, (S)-*2-aminosuccinamic acid, L-*agedoite*altheine*asparagine acid*aspartic acid β-amide*butanoic acid, 2,4-diamino-4-oxo-, (S)-*L-2,4-diamino-4-oxobutanoic acid*L-asparatamine*L-β-asparagine 132.119 C4 H8 N2 O3 C(=O)(O)C(N)CC(N)=O LIGAND-CPD:C00152*CAS:70-47-3 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation I
L-asparagine asparagine*α-aminosuccinamic acid*(-)-asparagine*(S)-2,4-diamino-4-oxobutanoic acid*(S)-asparagine*2,4-diamino-4-oxobutanoic acid, (S)-*2-aminosuccinamic acid, L-*agedoite*altheine*asparagine acid*aspartic acid β-amide*butanoic acid, 2,4-diamino-4-oxo-, (S)-*L-2,4-diamino-4-oxobutanoic acid*L-asparatamine*L-β-asparagine 132.119 C4 H8 N2 O3 C(=O)(O)C(N)CC(N)=O LIGAND-CPD:C00152*CAS:70-47-3 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + diphosphate + AMP tRNA charging pathway
L-asparagine asparagine*α-aminosuccinamic acid*(-)-asparagine*(S)-2,4-diamino-4-oxobutanoic acid*(S)-asparagine*2,4-diamino-4-oxobutanoic acid, (S)-*2-aminosuccinamic acid, L-*agedoite*altheine*asparagine acid*aspartic acid β-amide*butanoic acid, 2,4-diamino-4-oxo-, (S)-*L-2,4-diamino-4-oxobutanoic acid*L-asparatamine*L-β-asparagine 132.119 C4 H8 N2 O3 C(=O)(O)C(N)CC(N)=O LIGAND-CPD:C00152*CAS:70-47-3 6.3.5.4 L-glutamine + L-aspartate + ATP + H2O = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis I
dolichyl beta-D-glucosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)OC1(OC(CO)C(O)C(O)C(O)1) RXN-5472 (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = oligosaccharide-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl beta-D-glucosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)OC1(OC(CO)C(O)C(O)C(O)1) RXN-5471 glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl beta-D-glucosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)OC1(OC(CO)C(O)C(O)C(O)1) RXN-5470 (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl beta-D-glucosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)OC1(OC(CO)C(O)C(O)C(O)1) 2.4.1.117 dolichyl-phosphate + UDP-D-glucose = dolichyl beta-D-glucosyl phosphate + UDP dolichyl-diphosphooligosaccharide biosynthesis
1-deoxy-capsidiol 3α-hydroxy-5-epiaristolochene 220.354 CC12(C(=CCC(C1)C(=C)C)CCC(O)C(C)2) RXN-4804 1-deoxy-capsidiol + O2 + 2 NADPH = capsidiol + H2O + 2 NADP+ capsidiol biosynthesis
1-deoxy-capsidiol 3α-hydroxy-5-epiaristolochene 220.354 CC12(C(=CCC(C1)C(=C)C)CCC(O)C(C)2) RXN-4802 5-epi-aristolochene + O2 + 2 NADPH = 1-deoxy-capsidiol + H2O + 2 NADP+ capsidiol biosynthesis
putrescine 1,4-diaminobutane*1,4-butanediamine*tetramethylenediamine*putrescine 88.152 C4 H12 N2 C(N)CCCN LIGAND-CPD:C00134*CAS:110-60-1 2.5.1.16 putrescine + S-adenosyl-L-methioninamine = spermidine + S-methyl-5'-thioadenosine spermidine biosynthesis
putrescine 1,4-diaminobutane*1,4-butanediamine*tetramethylenediamine*putrescine 88.152 C4 H12 N2 C(N)CCCN LIGAND-CPD:C00134*CAS:110-60-1 3.5.1.53 N-carbamoylputrescine + H2O = putrescine + CO2 + ammonia putrescine biosynthesis II
tRNAleu TRNA(LEU) LIGAND-CPD:C01645 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + diphosphate + AMP tRNA charging pathway
2,3-dihydroxy-3-methylvalerate (R)-2,3-Dihydroxy-3-methylpentanoate*(R)-2,3-Dihydroxy-3-methylvalerate*2,3-dihydroxy-3-methylpentanoate 148.158 C6 H12 O4 CC(CC)(O)C(O)C(=O)O LIGAND-CPD:C06007 4.2.1.9 2,3-dihydroxy-3-methylvalerate = 2-keto-3-methyl-valerate + H2O isoleucine biosynthesis from threonine
2,3-dihydroxy-3-methylvalerate (R)-2,3-Dihydroxy-3-methylpentanoate*(R)-2,3-Dihydroxy-3-methylvalerate*2,3-dihydroxy-3-methylpentanoate 148.158 C6 H12 O4 CC(CC)(O)C(O)C(=O)O LIGAND-CPD:C06007 1.1.1.86 2-aceto-2-hydroxy-butyrate + NADPH = 2,3-dihydroxy-3-methylvalerate + NADP+ isoleucine biosynthesis from threonine
UMP uridylate*5'-UMP*U*uridine-5'-monophosphate*5'-uridylic acid (8CI)(9CI)*uridine-monophosphate*uridine-5'-phosphate*uridine-phosphate 324.183 C9 H13 N2 O9 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(O)(O)=O)) LIGAND-CPD:C00105*CAS:58-97-9 2.7.4.14 ATP + UMP = ADP + UDP pyrimidine ribonucleotides interconversion
UMP uridylate*5'-UMP*U*uridine-5'-monophosphate*5'-uridylic acid (8CI)(9CI)*uridine-monophosphate*uridine-5'-phosphate*uridine-phosphate 324.183 C9 H13 N2 O9 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(O)(O)=O)) LIGAND-CPD:C00105*CAS:58-97-9 2.4.2.9 5-phosphoribosyl 1-pyrophosphate + uracil = diphosphate + UMP salvage pathways of pyrimidine ribonucleotides
UMP uridylate*5'-UMP*U*uridine-5'-monophosphate*5'-uridylic acid (8CI)(9CI)*uridine-monophosphate*uridine-5'-phosphate*uridine-phosphate 324.183 C9 H13 N2 O9 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(O)(O)=O)) LIGAND-CPD:C00105*CAS:58-97-9 2.7.1.48 uridine + GTP = UMP + GDP salvage pathways of pyrimidine ribonucleotides
UMP uridylate*5'-UMP*U*uridine-5'-monophosphate*5'-uridylic acid (8CI)(9CI)*uridine-monophosphate*uridine-5'-phosphate*uridine-phosphate 324.183 C9 H13 N2 O9 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(O)(O)=O)) LIGAND-CPD:C00105*CAS:58-97-9 2.7.8.15 dolichyl-phosphate + UDP-N-acetyl-D-glucosamine = N-acetylglucosaminyl-diphosphodolichol + UMP dolichyl-diphosphooligosaccharide biosynthesis
D-sedoheptulose-1,7-bisphosphate sedoheptulose 1,7-bisphosphate*D-sedoheptulose-1,7-diphosphate*D-sedoheptulose-1,7-P2*SBP 370.143 C7 H16 O13 P2 C(OP(=O)(O)O)C(=O)C(O)C(O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00447 3.1.3.37 H2O + D-sedoheptulose-1,7-bisphosphate = phosphate + D-sedoheptulose-7-phosphate Calvin-Benson-Bassham cycle
D-sedoheptulose-1,7-bisphosphate sedoheptulose 1,7-bisphosphate*D-sedoheptulose-1,7-diphosphate*D-sedoheptulose-1,7-P2*SBP 370.143 C7 H16 O13 P2 C(OP(=O)(O)O)C(=O)C(O)C(O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00447 4.1.2.- dihydroxy-acetone phosphate + D-erythrose-4-phosphate = D-sedoheptulose-1,7-bisphosphate Calvin-Benson-Bassham cycle
phosphoribosyl-AMP 1-(5-Phosphoribosyl)-AMP*N1-(5-phospho-D-ribosyl)-AMP*5-phosphoribosyl-AMP*N-(5-phospho-D-ribosyl)-AMP*N-(5'-phospho-D-ribosyl)-AMP 559.319 C15 H23 N5 O14 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n3(c2(ncn(c(=N)c2nc3)C4(OC(C(O)C(O)4)COP(O)(=O)O)))) LIGAND-CPD:C02741 3.5.4.19 phosphoribosyl-AMP + H2O = phosphoribosylformiminoAICAR-phosphate histidine biosynthesis I
phosphoribosyl-AMP 1-(5-Phosphoribosyl)-AMP*N1-(5-phospho-D-ribosyl)-AMP*5-phosphoribosyl-AMP*N-(5-phospho-D-ribosyl)-AMP*N-(5'-phospho-D-ribosyl)-AMP 559.319 C15 H23 N5 O14 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n3(c2(ncn(c(=N)c2nc3)C4(OC(C(O)C(O)4)COP(O)(=O)O)))) LIGAND-CPD:C02741 3.6.1.31 phosphoribosyl-ATP + H2O = phosphoribosyl-AMP + diphosphate histidine biosynthesis I
dolichol 1109.922 C80 H132 O1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCO 2.7.1.108 dolichol + CTP = dolichyl-phosphate + CDP dolichyl-diphosphooligosaccharide biosynthesis
S-formylglutathione 335.331 C11 H17 N3 O7 S1 C(CCC(N)C(=O)O)(=O)NC(CS[CH]=O)C(=O)NCC(=O)O LIGAND-CPD:C01031 3.1.2.12 S-formylglutathione + H2O = formate + glutathione formaldehyde oxidation II (glutathione-dependent)
S-formylglutathione 335.331 C11 H17 N3 O7 S1 C(CCC(N)C(=O)O)(=O)NC(CS[CH]=O)C(=O)NCC(=O)O LIGAND-CPD:C01031 1.1.1.284 S-hydroxymethylglutathione + NAD(P)+ = S-formylglutathione + NAD(P)H + H+ formaldehyde oxidation II (glutathione-dependent)
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(O)=O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis II
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(O)=O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine S-adenosyl-L-methionine cycle
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(O)=O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 2.1.1.10 S-methyl-L-methionine + L-homocysteine = 2 L-methionine methionine biosynthesis II
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(O)=O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 2.1.1.10 L-homocysteine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + L-methionine methionine biosynthesis II
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(O)=O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 2.1.1.13 L-homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate formylTHF biosynthesis II
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(O)=O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 4.2.1.22 L-homocysteine + L-serine = H2O + cystathionine homocysteine and cysteine interconversion
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(O)=O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 3.3.1.1 S-adenosyl-L-homocysteine + H2O = L-homocysteine + adenosine methionine degradation I (to homocysteine)
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(O)=O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 3.3.1.1 S-adenosyl-L-homocysteine + H2O = L-homocysteine + adenosine S-adenosyl-L-methionine cycle
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(O)=O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine homocysteine and cysteine interconversion
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(O)=O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine biosynthesis II
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.4.1.14 fructose-6-phosphate + UDP-D-glucose = sucrose-6-phosphate + UDP sucrose biosynthesis
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.90 fructose-6-phosphate + diphosphate = phosphate + fructose-1,6-bisphosphate glycolysis IV (plant cytosol)
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.11 ATP + fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis IV (plant cytosol)
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.11 ATP + fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis I
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.8 fructose-6-phosphate = D-mannose-6-phosphate GDP-mannose biosynthesis II
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.4 fructose + ATP = fructose-6-phosphate + ADP sucrose degradation III
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = fructose-6-phosphate + D-erythrose-4-phosphate pentose phosphate pathway (non-oxidative branch)
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = fructose-6-phosphate + D-erythrose-4-phosphate Rubisco shunt
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.9 beta-D-glucose-6-phosphate = fructose-6-phosphate GDP-mannose biosynthesis II
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.9 beta-D-glucose-6-phosphate = fructose-6-phosphate starch biosynthesis
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.9 beta-D-glucose-6-phosphate = fructose-6-phosphate sucrose degradation III
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.9 beta-D-glucose-6-phosphate = fructose-6-phosphate glycolysis I
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.9 beta-D-glucose-6-phosphate = fructose-6-phosphate gluconeogenesis
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (non-oxidative branch)
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate Calvin-Benson-Bassham cycle
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate Rubisco shunt
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 3.1.3.11 fructose-1,6-bisphosphate + H2O = fructose-6-phosphate + phosphate Calvin-Benson-Bassham cycle
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 3.1.3.11 fructose-1,6-bisphosphate + H2O = fructose-6-phosphate + phosphate glycolysis I
fructose-6-phosphate F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 3.1.3.11 fructose-1,6-bisphosphate + H2O = fructose-6-phosphate + phosphate gluconeogenesis
isopropylmaleate 2-Isopropylmaleate*β-isopropylmaleate*2-isopropylmaleic acid 158.154 C7 H10 O4 C(=O)(O)C=C(C(C)C)C(O)=O LIGAND-CPD:C02631*PUBCHEM:5280533 4.2.1.33 H2O + 2-isopropylmalate = isopropylmaleate + H2O leucine biosynthesis
isopropylmaleate 2-Isopropylmaleate*β-isopropylmaleate*2-isopropylmaleic acid 158.154 C7 H10 O4 C(=O)(O)C=C(C(C)C)C(O)=O LIGAND-CPD:C02631*PUBCHEM:5280533 4.2.1.33 isopropylmaleate + H2O = 3-isopropylmalate leucine biosynthesis
L-cysteinyl-tRNAcys L-CYSTEINYL-TRNA(CYS) LIGAND-CPD:C03125 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + diphosphate + AMP tRNA charging pathway
deoxyribose-1-phosphate 2-deoxy-D-ribose-1-phosphate*2-deoxy-α-D-ribose 1-phosphate 214.111 C5 H11 O7 P1 [CH]1(O[CH](CO)[CH](O)[CH2]1)(OP(O)(O)=O) LIGAND-CPD:C00672*CAS:17210-42-3 DEOXYADENPHOSPHOR-RXN deoxyadenosine + phosphate = adenine + deoxyribose-1-phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
deoxyribose-1-phosphate 2-deoxy-D-ribose-1-phosphate*2-deoxy-α-D-ribose 1-phosphate 214.111 C5 H11 O7 P1 [CH]1(O[CH](CO)[CH](O)[CH2]1)(OP(O)(O)=O) LIGAND-CPD:C00672*CAS:17210-42-3 DEOXYINOPHOSPHOR-RXN hypoxanthine + deoxyribose-1-phosphate = deoxyinosine + phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
L-lysyl-tRNAlys L-Lysine-tRNA (Lys)*L-LYSYL-TRNA*L-LYSYL-TRNA(LYS) LIGAND-CPD:C01931 6.1.1.6 tRNAlys + L-lysine + ATP = L-lysyl-tRNAlys + diphosphate + AMP tRNA charging pathway
4-carboxyaminoimidazole ribonucleotide 1-(5-phosphoribosyl)-4-carboxy-5-aminoimidazole*5'-P-ribosyl-4-carboxy-5-aminoimidazole*5'-phosphoribosyl-4-carboxy-5-aminoimidazole*5-phosphoribosyl-4-carboxy-5-aminoimidazole*1-(5'-phosphoribosyl)-5-amino-4-imidazole carboxylate*1-(5'-phosphoribosyl)-4-carboxy-5-aminoimidazole*CAIR*5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylate*phosphoribosyl-carboxy-aminoimidazole 339.198 C9 H14 N3 O9 P1 C(OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c(N)c(C(O)=O)nc2)) LIGAND-CPD:C04751 4.1.1.21 5-aminoimidazole ribonucleotide + CO2 = 4-carboxyaminoimidazole ribonucleotide purine nucleotides de novo biosynthesis II
4-carboxyaminoimidazole ribonucleotide 1-(5-phosphoribosyl)-4-carboxy-5-aminoimidazole*5'-P-ribosyl-4-carboxy-5-aminoimidazole*5'-phosphoribosyl-4-carboxy-5-aminoimidazole*5-phosphoribosyl-4-carboxy-5-aminoimidazole*1-(5'-phosphoribosyl)-5-amino-4-imidazole carboxylate*1-(5'-phosphoribosyl)-4-carboxy-5-aminoimidazole*CAIR*5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylate*phosphoribosyl-carboxy-aminoimidazole 339.198 C9 H14 N3 O9 P1 C(OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c(N)c(C(O)=O)nc2)) LIGAND-CPD:C04751 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis II
3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoic acid*oxopentenyl-cyclopentane-octanoic acid*8-[(1R,2R)-3-oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate 294.433 C18 H30 O3 CCC=CCC1(C(CCC1=O)CCCCCCCC(=O)O) 1.3.1.42 NADPH + 12-oxo-cis-10,15-phytodienoate = NADP+ + 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate jasmonic acid biosynthesis
3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoic acid*oxopentenyl-cyclopentane-octanoic acid*8-[(1R,2R)-3-oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate 294.433 C18 H30 O3 CCC=CCC1(C(CCC1=O)CCCCCCCC(=O)O) RXN-744 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate + 3 O2 = (+)-7-isojasmonate + 3 acetate jasmonic acid biosynthesis
a (3S)-3-hydroxyacyl-CoA a (S)-3-hydroxyacyl-CoA*a trans-3-hydroxyacyl-CoA*a 3-OH-acyl-CoA*a 3-hydroxyacyl-CoA*an L-3-hydroxyacyl-CoA C24 H39 N7 O18 R1 P3 S1 1.1.1.35 NAD+ + a (3S)-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid beta-oxidation II (core pathway)
a (3S)-3-hydroxyacyl-CoA a (S)-3-hydroxyacyl-CoA*a trans-3-hydroxyacyl-CoA*a 3-OH-acyl-CoA*a 3-hydroxyacyl-CoA*an L-3-hydroxyacyl-CoA C24 H39 N7 O18 R1 P3 S1 4.2.1.17 H2O + a trans-2-enoyl-CoA = a (3S)-3-hydroxyacyl-CoA fatty acid beta-oxidation II (core pathway)
glycyl-tRNAgly GLYCYL-TRNA(GLY) LIGAND-CPD:C02412 6.1.1.14 tRNAgly + glycine + ATP = glycyl-tRNAgly + diphosphate + AMP tRNA charging pathway
raffinose melitose*melitriose*gossypose*6G-α-D-galactosylsucrose*(2S,3R,4S,5S,6R)-2-[[(2R,3R,4S,5R,6R)-6-[(2S,3S,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxy-oxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol*α-D-Galp-(1->6)-α-D-Glcp-(1<->2)-β-D-Fruf*α-D-galactopyranosyl-(1->6)-α-D-glucopyranosyl-(1<->2)-β-D-fructofuranoside 504.441 C18 H32 O16 C(O)C1(OC(CO)(C(O)C1O)OC2(OC(C(O)C(O)C2O)COC3(OC(CO)C(O)C(O)C3O))) LIGAND-CPD:C00492*CAS:512-69-6 2.4.1.67 galactinol + raffinose = myo-inositol + stachyose stachyose biosynthesis
raffinose melitose*melitriose*gossypose*6G-α-D-galactosylsucrose*(2S,3R,4S,5S,6R)-2-[[(2R,3R,4S,5R,6R)-6-[(2S,3S,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxy-oxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol*α-D-Galp-(1->6)-α-D-Glcp-(1<->2)-β-D-Fruf*α-D-galactopyranosyl-(1->6)-α-D-glucopyranosyl-(1<->2)-β-D-fructofuranoside 504.441 C18 H32 O16 C(O)C1(OC(CO)(C(O)C1O)OC2(OC(C(O)C(O)C2O)COC3(OC(CO)C(O)C(O)C3O))) LIGAND-CPD:C00492*CAS:512-69-6 2.4.1.82 galactinol + sucrose = myo-inositol + raffinose stachyose biosynthesis
a fatty acyl CoA a fatty acyl-CoA C22 H35 N7 O17 R1 P3 S1 2.3.1.51 a fatty acyl CoA + a 2-lysophosphatidate = an L-phosphatidate + coenzyme A triacylglycerol biosynthesis
a fatty acyl CoA a fatty acyl-CoA C22 H35 N7 O17 R1 P3 S1 2.3.1.51 a fatty acyl CoA + a 2-lysophosphatidate = an L-phosphatidate + coenzyme A CDP-diacylglycerol biosynthesis
a fatty acyl CoA a fatty acyl-CoA C22 H35 N7 O17 R1 P3 S1 2.3.1.15 a fatty acyl CoA + sn-glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A triacylglycerol biosynthesis
a fatty acyl CoA a fatty acyl-CoA C22 H35 N7 O17 R1 P3 S1 2.3.1.15 a fatty acyl CoA + sn-glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A CDP-diacylglycerol biosynthesis
a fatty acyl CoA a fatty acyl-CoA C22 H35 N7 O17 R1 P3 S1 2.3.1.- sphinganine + a fatty acyl CoA = a plant ceramide (I) + coenzyme A sphingolipid biosynthesis (plants)
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 1.2.1.59 NAD(P)H + 1,3-diphosphateglycerate = NAD(P)+ + D-glyceraldehyde-3-phosphate + phosphate Calvin-Benson-Bassham cycle
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP Calvin-Benson-Bassham cycle
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis IV (plant cytosol)
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis I
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP gluconeogenesis
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis IV (plant cytosol)
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis I
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH gluconeogenesis
1-18:3-2-trans-16:1-phosphatidylglycerol 18:3-t16:1-PG*1-(9Z,12Z,15Z-octadecatrienoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 742.969 C40 H71 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 1-18:2-2-trans-16:1-phosphatidylglycerol = 1-18:3-2-trans-16:1-phosphatidylglycerol phospholipid desaturation
1-18:3-2-trans-16:1-phosphatidylglycerol 18:3-t16:1-PG*1-(9Z,12Z,15Z-octadecatrienoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 742.969 C40 H71 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 1-18:3-2-16:0-phosphatidylglycerol = 1-18:3-2-trans-16:1-phosphatidylglycerol phospholipid desaturation
a carboxylate carboxylic acid*carboxylate C1 H1 O2 R1 3.1.1.4 a phosphatidylcholine + H2O = a 1-acyl-2-lyso-glycerophosphocholine + a carboxylate phospholipases
a carboxylate carboxylic acid*carboxylate C1 H1 O2 R1 3.1.1.32 a phosphatidylcholine + H2O = a 1-lyso-2-acyl-sn-glycero-3-phosphocholine + a carboxylate phospholipases
7,8-dihydropteroate dihydropterate*H2Pte*dihydropteroate 314.303 C14 H15 N6 O3 C(NC1(=CC=C(C=C1)C(=O)O))C2(CNC3(=C(N=2)C(=O)[NH]=C(N)N3)) LIGAND-CPD:C00921 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis II
isoliquiritigenin 42'4'-trihydroxychalcone 256.257 C15 H12 O4 C(c1(ccc(O)cc1))=CC(=O)c2(c(O)cc(O)cc2) LIGAND-CPD:C08650 2.3.1.170 4-coumaroyl-CoA + 3 malonyl-CoA + NADPH = isoliquiritigenin + 4 coenzyme A + 3 CO2 + NADP+ + H2O flavonoid biosynthesis
guanine 151.127 C5 H5 N5 O1 c12([nH]cnc(c(=O)[nH]c(N)n1)2) LIGAND-CPD:C00242*CAS:73-40-5 3.5.4.3 H2O + guanine = ammonia + xanthine salvage pathways of purine nucleosides II (plant)
guanine 151.127 C5 H5 N5 O1 c12([nH]cnc(c(=O)[nH]c(N)n1)2) LIGAND-CPD:C00242*CAS:73-40-5 3.5.4.3 H2O + guanine = ammonia + xanthine purine degradation I (aerobic)
guanine 151.127 C5 H5 N5 O1 c12([nH]cnc(c(=O)[nH]c(N)n1)2) LIGAND-CPD:C00242*CAS:73-40-5 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = diphosphate + GMP salvage pathways of purine nucleosides II (plant)
guanine 151.127 C5 H5 N5 O1 c12([nH]cnc(c(=O)[nH]c(N)n1)2) LIGAND-CPD:C00242*CAS:73-40-5 3.2.2.1 guanosine + H2O = guanine + D-ribose salvage pathways of purine nucleosides II (plant)
guanine 151.127 C5 H5 N5 O1 c12([nH]cnc(c(=O)[nH]c(N)n1)2) LIGAND-CPD:C00242*CAS:73-40-5 3.2.2.1 guanosine + H2O = guanine + D-ribose purine degradation I (aerobic)
prephenate 226.185 C10 H10 O6 C(=O)(O)C(=O)CC1(C(O)=O)(C=C[CH](O)C=C1) LIGAND-CPD:C00254*CAS:126-49-8 2.6.1.79 prephenate + L-glutamate = L-arogenate + 2-ketoglutarate phenylalanine biosynthesis II
prephenate 226.185 C10 H10 O6 C(=O)(O)C(=O)CC1(C(O)=O)(C=C[CH](O)C=C1) LIGAND-CPD:C00254*CAS:126-49-8 5.4.99.5 chorismate = prephenate phenylalanine biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + diphosphate glycogen biosynthesis I (from ADP-D-Glucose)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + diphosphate starch biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.11 tRNAser + L-serine + ATP = L-seryl-tRNAser + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.40 ADP + phosphoenolpyruvate = ATP + pyruvate glycolysis IV (plant cytosol)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.40 ADP + phosphoenolpyruvate = ATP + pyruvate glycolysis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.40 ADP + phosphoenolpyruvate = ATP + pyruvate Rubisco shunt
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine S-adenosylmethionine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine methionine degradation I (to homocysteine)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine S-adenosyl-L-methionine cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate glutamine biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate ammonia assimilation cycle II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate nitrate reduction V (assimilatory)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP PRPP biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.14 ATP + UMP = ADP + UDP pyrimidine ribonucleotides interconversion
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP glutathione biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.5.4 L-glutamine + L-aspartate + ATP + H2O = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.4.1.2 ATP + acetyl-CoA + HCO3- + H+ = ADP + phosphate + malonyl-CoA fatty acid biosynthesis - initial steps II (plant)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.20 adenosine + ATP = AMP + ADP salvage pathways of purine nucleosides II (plant)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.2 ATP + UTP + L-glutamine + H2O = ADP + phosphate + CTP + L-glutamate pyrimidine ribonucleotides interconversion
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.3 coenzyme A + a fatty acid + ATP = an acyl-CoA + diphosphate + AMP fatty acid beta-oxidation II (core pathway)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP Calvin-Benson-Bassham cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis IV (plant cytosol)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP gluconeogenesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.3 tRNAthr + L-threonine + ATP = L-threonyl-tRNAthr + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.33 pantothenate + ATP = D-4'-phosphopantothenate + ADP coenzyme A biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate activation for sulfonation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate reduction II (assimilatory)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.14 tRNAgly + glycine + ATP = glycyl-tRNAgly + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.6 CDP + ATP = CTP + ADP salvage pathways of pyrimidine ribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.6 CDP + ATP = CTP + ADP pyrimidine ribonucleotides interconversion
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.6 UDP + ATP = UTP + ADP pyrimidine ribonucleotides interconversion
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP oxidative ethanol degradation III
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP acetate conversion to acetyl-CoA
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.6 tRNAlys + L-lysine + ATP = L-lysyl-tRNAlys + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP gluconeogenesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.23 NAD+ + ATP = NADP+ + ADP NAD/NADH phosphorylation and dephosphorylation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP homoserine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis VI
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP purine nucleotides de novo biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP salvage pathways of purine nucleosides II (plant)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + diphosphate + AMP phenylpropanoid biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + diphosphate + AMP flavonoid biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + 10-formyl-tetrahydrofolate folate polyglutamylation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + 10-formyl-tetrahydrofolate formylTHF biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.71 shikimate + ATP = shikimate-3-phosphate + ADP chorismate biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = L-glutamate + ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine purine nucleotides de novo biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.- ATP + D-glycerate = 2-phosphoglycerate + ADP 2-O-alpha-mannosyl-D-glycerate degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.19 D-ribulose-5-phosphate + ATP = D-ribulose-1,5-bisphosphate + ADP Calvin-Benson-Bassham cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.19 D-ribulose-5-phosphate + ATP = D-ribulose-1,5-bisphosphate + ADP Rubisco shunt
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.4 fructose + ATP = fructose-6-phosphate + ADP sucrose degradation III
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP glycolysis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP gluconeogenesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.11 ATP + fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis IV (plant cytosol)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.11 ATP + fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP choline biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP threonine biosynthesis from homoserine
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP methionine biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.17 10-formyl-tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = 10-formyl-tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate folate polyglutamylation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.17 10-formyl-tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = 10-formyl-tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate formylTHF biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.17 methylene-H4PteGlu(n) + L-glutamate + ATP = methylene-H4PteGlu(n+1) + ADP + phosphate folate polyglutamylation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.17 tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate folate polyglutamylation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.17 tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate formylTHF biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.3.2 5-formyl-tetrahydrofolate + ATP = 5,10-methenyltetrahydrofolate + ADP + phosphate formylTHF biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.2 carbamoyl-phosphate + ADP = ammonia + CO2 + ATP citrulline degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.31 D-glycerate + ATP = 3-phosphoglycerate + ADP photorespiration
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.4.1.4 ATP + 3-methylcrotonyl-CoA + HCO3- = ADP + phosphate + 3-methylglutaconyl-CoA leucine degradation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.73 inosine + ATP = inosine-5'-phosphate + ADP salvage pathways of adenine, hypoxanthine, and their nucleosides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.73 inosine + ATP = inosine-5'-phosphate + ADP salvage pathways of purine nucleosides II (plant)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.73 guanosine + ATP = GMP + ADP salvage pathways of purine nucleosides II (plant)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.6 D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.6 D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose 6-phosphate + ADP starch degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose 6-phosphate + ADP sucrose degradation III
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.7.2 FMN + ATP = FAD + diphosphate flavin biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.26 riboflavin + ATP = FMN + ADP flavin biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.100 ATP + S-methyl-5-thio-D-ribose = ADP + 5-methylthioribose-1-phosphate methionine salvage pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.- nicotinate riboside + ATP = nicotinate nucleotide + ADP pyridine nucleotide cycling (plants)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ pyridine nucleotide cycling (plants)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD NAD biosynthesis I (from aspartate)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD pyridine nucleotide cycling (plants)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.30 glycerol + ATP = sn-glycerol-3-phosphate + ADP glycerol degradation IV
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.86 NADH + ATP = NADPH + ADP NAD/NADH phosphorylation and dephosphorylation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.138 a plant ceramide (I) + ATP = a plant ceramide 1-phosphate + ADP sphingolipid biosynthesis (plants)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.91 sphinganine + ATP = sphinganine 1-phosphate + ADP sphingolipid biosynthesis (plants)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + phosphate + ADP + 2 H+ chlorophyllide a biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.14 ATP + CMP = ADP + CDP salvage pathways of pyrimidine ribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.25 adenosine 5'-phosphosulfate + ATP = phosphoadenosine-5'-phosphosulfate + ADP sulfate activation for sulfonation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.43 glucuronate + ATP = alpha-D-glucuronate 1-phosphate + ADP UDP-D-glucuronate biosynthesis (from myo-inositol)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.24 dephospho-CoA + ATP = coenzyme A + ADP coenzyme A biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.7.3 pantetheine 4'-phosphate + ATP = dephospho-CoA + diphosphate coenzyme A biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.148 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ATP = 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ADP methylerythritol phosphate pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.3.3 CO2 + 7,8-diaminopelargonate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tetrapyrrole biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 4.1.1.33 mevalonate-5-PP + ATP = phosphate + CO2 + isopentenyl diphosphate + ADP mevalonate pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.2 mevalonate-5P + ATP = mevalonate-5-PP + ADP mevalonate pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.36 (R)-mevalonate + ATP = mevalonate-5P + ADP mevalonate pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP glutathione biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.20 octanoate + acyl carrier protein + ATP = octanoyl-ACP + AMP + diphosphate lipoate biosynthesis and incorporation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.10 tRNAmet + L-methionine + ATP = L-methionyl-tRNAmet + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.15 L-proline + tRNApro + ATP = L-prolyl-tRNApro + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.2 ATP + tRNAtrp + L-tryptophan = AMP + diphosphate + L-tryptophanyl-tRNAtrp tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.1 L-tyrosine + tRNAtyr + ATP = L-tyrosyl-tRNAtyr + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.7 tRNAala + L-alanine + ATP = L-alanyl-tRNAala + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.9 tRNAval + L-valine + ATP = L-valyl-tRNAval + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.18 tRNAgln + L-glutamine + ATP = L-glutaminyl-tRNAgln + diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.5 succinyl-CoA + ADP + phosphate = succinate + coenzyme A + ATP TCA cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.4.2.17 ATP + 5-phosphoribosyl 1-pyrophosphate = phosphoribosyl-ATP + diphosphate histidine biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.3.3.8 citrate + coenzyme A + ATP = oxaloacetate + acetyl-CoA + phosphate + ADP acetyl-CoA biosynthesis (from citrate)
geranyl-diphosphate geranyl-diphosphate*GPP*geranyl-PP*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(OP(O)(=O)OP(O)(O)=O)C=C(C)CCC=C(C)C LIGAND-CPD:C00341 2.5.1.10 geranyl-diphosphate + isopentenyl diphosphate = diphosphate + (E,E)-farnesyl diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
geranyl-diphosphate geranyl-diphosphate*GPP*geranyl-PP*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(OP(O)(=O)OP(O)(O)=O)C=C(C)CCC=C(C)C LIGAND-CPD:C00341 2.5.1.10 geranyl-diphosphate + isopentenyl diphosphate = diphosphate + (E,E)-farnesyl diphosphate trans,trans-farnesyl diphosphate biosynthesis
geranyl-diphosphate geranyl-diphosphate*GPP*geranyl-PP*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(OP(O)(=O)OP(O)(O)=O)C=C(C)CCC=C(C)C LIGAND-CPD:C00341 2.5.1.1 dimethylallyl-diphosphate + isopentenyl diphosphate = diphosphate + geranyl-diphosphate geranyldiphosphate biosynthesis
geranyl-diphosphate geranyl-diphosphate*GPP*geranyl-PP*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(OP(O)(=O)OP(O)(O)=O)C=C(C)CCC=C(C)C LIGAND-CPD:C00341 2.5.1.1 dimethylallyl-diphosphate + isopentenyl diphosphate = diphosphate + geranyl-diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
geranyl-diphosphate geranyl-diphosphate*GPP*geranyl-PP*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(OP(O)(=O)OP(O)(O)=O)C=C(C)CCC=C(C)C LIGAND-CPD:C00341 2.5.1.1 dimethylallyl-diphosphate + isopentenyl diphosphate = diphosphate + geranyl-diphosphate trans,trans-farnesyl diphosphate biosynthesis
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 1.4.4.2 H-Gcv-protein-(lipoyl)lysine + glycine = H-protein-S-(aminomethyldihydrolipoyl)lysine + CO2 glycine cleavage complex
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 6.1.1.14 tRNAgly + glycine + ATP = glycyl-tRNAgly + diphosphate + AMP tRNA charging pathway
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis II
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.6.1.4 L-glutamate + glyoxylate = 2-ketoglutarate + glycine photorespiration
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP glutathione biosynthesis
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O glycine biosynthesis I
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O photorespiration
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O folate polyglutamylation I
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O formylTHF biosynthesis II
GA44 gibberellin A44*gibberellin A44*GA44*GA44 open lactone form*gibberellin A44 open lactone form*GA44 free alcohol form*gibberellin A44 free alcohol form 364.438 C20 H28 O6 CC1([CH]4(C(CCC1)(CO)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C06095 1.14.11.12 GA44 + 2-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA44 gibberellin A44*gibberellin A44*GA44*GA44 open lactone form*gibberellin A44 open lactone form*GA44 free alcohol form*gibberellin A44 free alcohol form 364.438 C20 H28 O6 CC1([CH]4(C(CCC1)(CO)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C06095 1.14.11.- GA44 + 2-ketoglutarate + O2 = GA38 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA44 gibberellin A44*gibberellin A44*GA44*GA44 open lactone form*gibberellin A44 open lactone form*GA44 free alcohol form*gibberellin A44 free alcohol form 364.438 C20 H28 O6 CC1([CH]4(C(CCC1)(CO)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C06095 1.14.11.- GA53 + O2 + 2-ketoglutarate = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
a reduced ferredoxin reduced ferredoxin LIGAND-CPD:C00138 1.8.7.1 sulfite + 3 a reduced ferredoxin = hydrogen sulfide + 3 an oxidized ferredoxin + 3 H2O sulfate reduction II (assimilatory)
a reduced ferredoxin reduced ferredoxin LIGAND-CPD:C00138 1.4.7.1 2 a reduced ferredoxin + 2-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate glutamate biosynthesis V
a reduced ferredoxin reduced ferredoxin LIGAND-CPD:C00138 1.4.7.1 2 a reduced ferredoxin + 2-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate ammonia assimilation cycle II
3-isopropylmalate 2-D-threo-hydroxy-3-carboxy-isocaproate*3-carboxy-2-hydroxy-4-methylpentanoate*β-isopropylmalate 176.169 C7 H12 O5 C(O)(=O)C(O)C(C(C)C)C(=O)O LIGAND-CPD:C04411 1.1.1.85 3-isopropylmalate + NAD+ = 2-isopropyl-3-oxosuccinate + NADH + H+ leucine biosynthesis
3-isopropylmalate 2-D-threo-hydroxy-3-carboxy-isocaproate*3-carboxy-2-hydroxy-4-methylpentanoate*β-isopropylmalate 176.169 C7 H12 O5 C(O)(=O)C(O)C(C(C)C)C(=O)O LIGAND-CPD:C04411 4.2.1.33 isopropylmaleate + H2O = 3-isopropylmalate leucine biosynthesis
5-hydroxy-coniferaldehyde 194.187 C10 H10 O4 C(=O)C=Cc1(cc(OC)c(O)c(c1)O) LIGAND-CPD:C12204 2.1.1.68 5-hydroxy-coniferaldehyde + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + sinapaldehyde phenylpropanoid biosynthesis
5-hydroxy-coniferaldehyde 194.187 C10 H10 O4 C(=O)C=Cc1(cc(OC)c(O)c(c1)O) LIGAND-CPD:C12204 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O phenylpropanoid biosynthesis
isopentenyl diphosphate isopentenyl diphosphate*isopentenyl-pp*isopentenyl pyrophosphate*IPP*δ(3)-isopentenyl-PP*Δ3-isopentenyl-PP 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 5.3.3.2 isopentenyl diphosphate = dimethylallyl-diphosphate mevalonate pathway
isopentenyl diphosphate isopentenyl diphosphate*isopentenyl-pp*isopentenyl pyrophosphate*IPP*δ(3)-isopentenyl-PP*Δ3-isopentenyl-PP 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 5.3.3.2 isopentenyl diphosphate = dimethylallyl-diphosphate trans,trans-farnesyl diphosphate biosynthesis
isopentenyl diphosphate isopentenyl diphosphate*isopentenyl-pp*isopentenyl pyrophosphate*IPP*δ(3)-isopentenyl-PP*Δ3-isopentenyl-PP 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 5.3.3.2 isopentenyl diphosphate = dimethylallyl-diphosphate methylerythritol phosphate pathway
isopentenyl diphosphate isopentenyl diphosphate*isopentenyl-pp*isopentenyl pyrophosphate*IPP*δ(3)-isopentenyl-PP*Δ3-isopentenyl-PP 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 RXN-8992 all-trans-heptaprenyl diphosphate + isopentenyl diphosphate = diphosphate + all-trans-octaprenyl diphosphate octaprenyl diphosphate biosynthesis
isopentenyl diphosphate isopentenyl diphosphate*isopentenyl-pp*isopentenyl pyrophosphate*IPP*δ(3)-isopentenyl-PP*Δ3-isopentenyl-PP 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 2.5.1.1 dimethylallyl-diphosphate + isopentenyl diphosphate = diphosphate + geranyl-diphosphate geranyldiphosphate biosynthesis
isopentenyl diphosphate isopentenyl diphosphate*isopentenyl-pp*isopentenyl pyrophosphate*IPP*δ(3)-isopentenyl-PP*Δ3-isopentenyl-PP 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 2.5.1.1 dimethylallyl-diphosphate + isopentenyl diphosphate = diphosphate + geranyl-diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
isopentenyl diphosphate isopentenyl diphosphate*isopentenyl-pp*isopentenyl pyrophosphate*IPP*δ(3)-isopentenyl-PP*Δ3-isopentenyl-PP 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 2.5.1.1 dimethylallyl-diphosphate + isopentenyl diphosphate = diphosphate + geranyl-diphosphate trans,trans-farnesyl diphosphate biosynthesis
isopentenyl diphosphate isopentenyl diphosphate*isopentenyl-pp*isopentenyl pyrophosphate*IPP*δ(3)-isopentenyl-PP*Δ3-isopentenyl-PP 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 2.5.1.10 geranyl-diphosphate + isopentenyl diphosphate = diphosphate + (E,E)-farnesyl diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
isopentenyl diphosphate isopentenyl diphosphate*isopentenyl-pp*isopentenyl pyrophosphate*IPP*δ(3)-isopentenyl-PP*Δ3-isopentenyl-PP 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 2.5.1.10 geranyl-diphosphate + isopentenyl diphosphate = diphosphate + (E,E)-farnesyl diphosphate trans,trans-farnesyl diphosphate biosynthesis
isopentenyl diphosphate isopentenyl diphosphate*isopentenyl-pp*isopentenyl pyrophosphate*IPP*δ(3)-isopentenyl-PP*Δ3-isopentenyl-PP 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 2.5.1.29 isopentenyl diphosphate + (E,E)-farnesyl diphosphate = all-trans-geranyl-geranyl diphosphate + diphosphate octaprenyl diphosphate biosynthesis
isopentenyl diphosphate isopentenyl diphosphate*isopentenyl-pp*isopentenyl pyrophosphate*IPP*δ(3)-isopentenyl-PP*Δ3-isopentenyl-PP 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 2.5.1.29 isopentenyl diphosphate + (E,E)-farnesyl diphosphate = all-trans-geranyl-geranyl diphosphate + diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
isopentenyl diphosphate isopentenyl diphosphate*isopentenyl-pp*isopentenyl pyrophosphate*IPP*δ(3)-isopentenyl-PP*Δ3-isopentenyl-PP 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 2.5.1.30 all-trans-hexaprenyl diphosphate + isopentenyl diphosphate = all-trans-heptaprenyl diphosphate + diphosphate octaprenyl diphosphate biosynthesis
isopentenyl diphosphate isopentenyl diphosphate*isopentenyl-pp*isopentenyl pyrophosphate*IPP*δ(3)-isopentenyl-PP*Δ3-isopentenyl-PP 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 2.5.1.33 geranylfarnesyl diphosphate + isopentenyl diphosphate = all-trans-hexaprenyl diphosphate + diphosphate octaprenyl diphosphate biosynthesis
isopentenyl diphosphate isopentenyl diphosphate*isopentenyl-pp*isopentenyl pyrophosphate*IPP*δ(3)-isopentenyl-PP*Δ3-isopentenyl-PP 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 RXN-8813 isopentenyl diphosphate + all-trans-geranyl-geranyl diphosphate = geranylfarnesyl diphosphate + diphosphate octaprenyl diphosphate biosynthesis
isopentenyl diphosphate isopentenyl diphosphate*isopentenyl-pp*isopentenyl pyrophosphate*IPP*δ(3)-isopentenyl-PP*Δ3-isopentenyl-PP 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 4.1.1.33 mevalonate-5-PP + ATP = phosphate + CO2 + isopentenyl diphosphate + ADP mevalonate pathway
isopentenyl diphosphate isopentenyl diphosphate*isopentenyl-pp*isopentenyl pyrophosphate*IPP*δ(3)-isopentenyl-PP*Δ3-isopentenyl-PP 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = isopentenyl diphosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
coumaraldehyde 148.161 C9 H8 O2 C(=O)C=Cc1(ccc(O)cc1) LIGAND-CPD:C05608 1.1.1.195 coumaraldehyde + NADPH = coumaryl-alcohol + NADP+ phenylpropanoid biosynthesis
coumaraldehyde 148.161 C9 H8 O2 C(=O)C=Cc1(ccc(O)cc1) LIGAND-CPD:C05608 1.2.1.44 4-coumaroyl-CoA + NADPH = coumaraldehyde + NADP+ + coenzyme A phenylpropanoid biosynthesis
1-18:3-2-18:1-phosphatidylcholine 18:3-18:1-PC 783.1 C44 H81 N1 O8 P1 C(OP(=O)(O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 1-18:3-2-18:1-phosphatidylcholine = 1-18:3-2-18:2-phosphatidylcholine phospholipid desaturation
1-18:3-2-18:1-phosphatidylcholine 18:3-18:1-PC 783.1 C44 H81 N1 O8 P1 C(OP(=O)(O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 1-18:2-2-18:1-phosphatidylcholine = 1-18:3-2-18:1-phosphatidylcholine phospholipid desaturation
2,3-diketo-5-methylthio-1-phosphopentane DKM-1-P*1-phospho-2,3-diketo-5-methylthiopentane*1-phosphoryloxy-2,3-diketo-5-methylthiopentane 242.183 C6 H11 O6 P1 S1 C(SC)CC(=O)C(=O)COP(O)(=O)O R82-RXN 2,3-diketo-5-methylthio-1-phosphopentane = 2-hydroxy-3-keto-5-methylthio-1-phosphopentene methionine salvage pathway
2,3-diketo-5-methylthio-1-phosphopentane DKM-1-P*1-phospho-2,3-diketo-5-methylthiopentane*1-phosphoryloxy-2,3-diketo-5-methylthiopentane 242.183 C6 H11 O6 P1 S1 C(SC)CC(=O)C(=O)COP(O)(=O)O R145-RXN 5-methylthioribulose-1-phosphate = 2,3-diketo-5-methylthio-1-phosphopentane + H2O methionine salvage pathway
5-aminoimidazole ribonucleotide 5-amino-1-(5-phospho-D-ribosyl)imidazole*5-aminoimidazole ribotide*AIR*1-(5'-phosphoribosyl)-5-aminoimidazole*5'-phosphoribosyl-5-aminoimidazole*phosphoribosylaminoimidazole 295.188 C8 H14 N3 O7 P1 c1(c(N)n(cn1)C2(OC(C(O)C2O)COP(O)(O)=O)) CAS:25635-88-5*LIGAND-CPD:C03373 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis II
5-aminoimidazole ribonucleotide 5-amino-1-(5-phospho-D-ribosyl)imidazole*5-aminoimidazole ribotide*AIR*1-(5'-phosphoribosyl)-5-aminoimidazole*5'-phosphoribosyl-5-aminoimidazole*phosphoribosylaminoimidazole 295.188 C8 H14 N3 O7 P1 c1(c(N)n(cn1)C2(OC(C(O)C2O)COP(O)(O)=O)) CAS:25635-88-5*LIGAND-CPD:C03373 4.1.1.21 5-aminoimidazole ribonucleotide + CO2 = 4-carboxyaminoimidazole ribonucleotide purine nucleotides de novo biosynthesis II
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester 131-hydroxy-Mg-protoporphyrin IX 13-monomethyl ester 614.982 C35 H34 N4 O5 MG1 Cc6(c(C(O)CC(=O)OC)c1(n7([Mg]35(n4(c(C=C2(C(C)=C(C(C=1)=N23)CCC(O)=O))c(C)c(C=C)c4C=C8(N5=C(C=c67)C(C=C)=C(C)8)))))) 1.14.13.81 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + 2 H2O chlorophyllide a biosynthesis I
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester 131-hydroxy-Mg-protoporphyrin IX 13-monomethyl ester 614.982 C35 H34 N4 O5 MG1 Cc6(c(C(O)CC(=O)OC)c1(n7([Mg]35(n4(c(C=C2(C(C)=C(C(C=1)=N23)CCC(O)=O))c(C)c(C=C)c4C=C8(N5=C(C=c67)C(C=C)=C(C)8)))))) 1.14.13.81 Mg-protoporphyrin monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis I
9-mercaptodethiobiotin 9-mercaptodesthiobiotin 246.324 C10 H18 N2 O3 S1 C(=O)(O)CCCCCC1(C(CS)NC(=O)N1) 2.8.1.6 9-mercaptodethiobiotin = biotin biotin biosynthesis II
9-mercaptodethiobiotin 9-mercaptodesthiobiotin 246.324 C10 H18 N2 O3 S1 C(=O)(O)CCCCCC1(C(CS)NC(=O)N1) 2.8.1.6 dethiobiotin + sulfur donor = 9-mercaptodethiobiotin biotin biosynthesis II
isovaleryl-CoA 3-methylbutyryl-CoA*3-methylbutanoyl-CoA*isovaleryl-coenzyme A*iso-valeryl-CoA 851.652 C26 H44 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)C) CAS:6244-91-3 1.3.99.10 isovaleryl-CoA + FAD = 3-methylcrotonyl-CoA + FADH2 leucine degradation I
isovaleryl-CoA 3-methylbutyryl-CoA*3-methylbutanoyl-CoA*isovaleryl-coenzyme A*iso-valeryl-CoA 851.652 C26 H44 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)C) CAS:6244-91-3 2KETO-4METHYL-PENTANOATE-DEHYDROG-RXN 2-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
ethanolamine 2-aminoethanol*monoethanolamine*colamine*ethanol-amine 61.083 C2 H7 N1 O1 C(O)CN LIGAND-CPD:C00189*CAS:141-43-5 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP choline biosynthesis I
ethanolamine 2-aminoethanol*monoethanolamine*colamine*ethanol-amine 61.083 C2 H7 N1 O1 C(O)CN LIGAND-CPD:C00189*CAS:141-43-5 4.1.1.- L-serine = ethanolamine + CO2 choline biosynthesis I
O2- Superoxide anion*peroxide radical*O2(.-)*superoxide 31.999 O2 O=[O-] LIGAND-CPD:C00704 1.15.1.1 2 O2- + 2 H+ = H2O2 + O2 removal of superoxide radicals
tRNAtrp TRNA(TRP) LIGAND-CPD:C01652 6.1.1.2 ATP + tRNAtrp + L-tryptophan = AMP + diphosphate + L-tryptophanyl-tRNAtrp tRNA charging pathway
methylesterified 1,4-alpha-D-galacturonosyl methylesterified homogalacturonan 560.419 C19 H28 O19 C1(OC(C(=O)O)C(O)C(O)C(O)1)OC2(C(O)C(O)C(OC2C(=O)OC)OC3(C(C(O)=O)OC(O)C(O)C(O)3)) 3.1.1.11 methylesterified 1,4-alpha-D-galacturonosyl + H2O = 1,4-alpha-D-galacturonosyl + methanol homogalacturonan degradation
methylesterified 1,4-alpha-D-galacturonosyl methylesterified homogalacturonan 560.419 C19 H28 O19 C1(OC(C(=O)O)C(O)C(O)C(O)1)OC2(C(O)C(O)C(OC2C(=O)OC)OC3(C(C(O)=O)OC(O)C(O)C(O)3)) 2.1.1.- 1,4-alpha-D-galacturonosyl + S-adenosyl-L-methionine = methylesterified 1,4-alpha-D-galacturonosyl + S-adenosyl-L-homocysteine homogalacturonan biosynthesis
hypusine protein 6-N-[(R)-4-amino-2-hydroxybutyl]-L-lysine CC(N[R1])C(=O)CNC(C(=O)CNC(C)C([R2])=O)CCCCNCC(O)CCN 1.14.99.29 elf5A deoxyhypusine + O2 + a reduced acceptor = hypusine + H2O + an acceptor hypusine biosynthesis
all-trans-octaprenyl diphosphate farnesylfarnesylgeranyl-PP*octaprenyl pyrophosphate*OPP*farnesylfarnesylgeraniol*octaprenyl diphosphate 722.92 C40 H68 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O LIGAND-CPD:C04146 RXN-8992 all-trans-heptaprenyl diphosphate + isopentenyl diphosphate = diphosphate + all-trans-octaprenyl diphosphate octaprenyl diphosphate biosynthesis
N-carbamoylputrescine 131.177 C5 H13 N3 O1 C(N)CCCNC(=O)N LIGAND-CPD:C00436*CAS:6851-51-0 3.5.1.53 N-carbamoylputrescine + H2O = putrescine + CO2 + ammonia putrescine biosynthesis II
N-carbamoylputrescine 131.177 C5 H13 N3 O1 C(N)CCCNC(=O)N LIGAND-CPD:C00436*CAS:6851-51-0 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine putrescine biosynthesis II
5'-deoxyadenosine 5'-deoxyadenosine*CH3Ado 251.244 C10 H13 N5 O3 CC1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C05198 RXN0-949 an octanoylated domain + 2 S-adenosyl-L-methionine + 2 S2- = lipoylated domain + 2 5'-deoxyadenosine + 2 L-methionine lipoate biosynthesis and incorporation I
coproporphyrinogen III coproporphyrinogen 660.766 C36 H44 N4 O8 Cc5(c(CCC(=O)O)c4(Cc1(nc(c(C)c1CCC(=O)O)Cc2(nc(c(c2C)CCC(=O)O)Cc3(c(C)c(c(n3)Cc(n4)5)CCC(O)=O))))) LIGAND-CPD:C03263*CAS:2624-63-7 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O heme biosynthesis from uroporphyrinogen I
coproporphyrinogen III coproporphyrinogen 660.766 C36 H44 N4 O8 Cc5(c(CCC(=O)O)c4(Cc1(nc(c(C)c1CCC(=O)O)Cc2(nc(c(c2C)CCC(=O)O)Cc3(c(C)c(c(n3)Cc(n4)5)CCC(O)=O))))) LIGAND-CPD:C03263*CAS:2624-63-7 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O chlorophyllide a biosynthesis I
coproporphyrinogen III coproporphyrinogen 660.766 C36 H44 N4 O8 Cc5(c(CCC(=O)O)c4(Cc1(nc(c(C)c1CCC(=O)O)Cc2(nc(c(c2C)CCC(=O)O)Cc3(c(C)c(c(n3)Cc(n4)5)CCC(O)=O))))) LIGAND-CPD:C03263*CAS:2624-63-7 4.1.1.37 uroporphyrinogen-III = 4 CO2 + coproporphyrinogen III heme biosynthesis from uroporphyrinogen I
coproporphyrinogen III coproporphyrinogen 660.766 C36 H44 N4 O8 Cc5(c(CCC(=O)O)c4(Cc1(nc(c(C)c1CCC(=O)O)Cc2(nc(c(c2C)CCC(=O)O)Cc3(c(C)c(c(n3)Cc(n4)5)CCC(O)=O))))) LIGAND-CPD:C03263*CAS:2624-63-7 4.1.1.37 uroporphyrinogen-III = 4 CO2 + coproporphyrinogen III chlorophyllide a biosynthesis I
nicotinate 3-pyridinecarboxylic acid*nicotinic acid*wampocap*nicolar*nicocap*nicobid*nico-400-*nicamin*niacin*niacine*vitamin B3 123.111 C6 H5 N1 O2 C1(=NC=C(C=C1)C(=O)O) LIGAND-CPD:C00253*CAS:59-67-6 2.4.2.1 nicotinate + D-ribulose-1-phosphate = nicotinate riboside + phosphate pyridine nucleotide cycling (plants)
nicotinate 3-pyridinecarboxylic acid*nicotinic acid*wampocap*nicolar*nicocap*nicobid*nico-400-*nicamin*niacin*niacine*vitamin B3 123.111 C6 H5 N1 O2 C1(=NC=C(C=C1)C(=O)O) LIGAND-CPD:C00253*CAS:59-67-6 3.5.1.19 nicotinamide + H2O = ammonia + nicotinate pyridine nucleotide cycling (plants)
nicotinate 3-pyridinecarboxylic acid*nicotinic acid*wampocap*nicolar*nicocap*nicobid*nico-400-*nicamin*niacin*niacine*vitamin B3 123.111 C6 H5 N1 O2 C1(=NC=C(C=C1)C(=O)O) LIGAND-CPD:C00253*CAS:59-67-6 3.2.2.- nicotinate nucleotide + H2O = nicotinate + D-ribose-5-phosphate pyridine nucleotide cycling (plants)
nicotinate 3-pyridinecarboxylic acid*nicotinic acid*wampocap*nicolar*nicocap*nicobid*nico-400-*nicamin*niacin*niacine*vitamin B3 123.111 C6 H5 N1 O2 C1(=NC=C(C=C1)C(=O)O) LIGAND-CPD:C00253*CAS:59-67-6 2.4.2.11 nicotinate + 5-phosphoribosyl 1-pyrophosphate = nicotinate nucleotide + diphosphate pyridine nucleotide cycling (plants)
an L-phosphatidate a phosphatidylglycerol*a 3-sn-phosphatidate*a diacyl-glycerol-3p*a diacyl-glycerol-p*a 1,2-diacyl-sn-glycerol-3-phosphate*a phosphatidic acid*a 1,2-diacylglycerol-3-phosphate*a phosphatidate*a diacylglycerol-3-phosphate C5 H7 O8 R11 R21 P1 C(OC([R1])=O)C(OC([R2])=O)COP(=O)(O)O LIGAND-CPD:C00416 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + diphosphate CDP-diacylglycerol biosynthesis I
an L-phosphatidate a phosphatidylglycerol*a 3-sn-phosphatidate*a diacyl-glycerol-3p*a diacyl-glycerol-p*a 1,2-diacyl-sn-glycerol-3-phosphate*a phosphatidic acid*a 1,2-diacylglycerol-3-phosphate*a phosphatidate*a diacylglycerol-3-phosphate C5 H7 O8 R11 R21 P1 C(OC([R1])=O)C(OC([R2])=O)COP(=O)(O)O LIGAND-CPD:C00416 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + diphosphate CDP-diacylglycerol biosynthesis
an L-phosphatidate a phosphatidylglycerol*a 3-sn-phosphatidate*a diacyl-glycerol-3p*a diacyl-glycerol-p*a 1,2-diacyl-sn-glycerol-3-phosphate*a phosphatidic acid*a 1,2-diacylglycerol-3-phosphate*a phosphatidate*a diacylglycerol-3-phosphate C5 H7 O8 R11 R21 P1 C(OC([R1])=O)C(OC([R2])=O)COP(=O)(O)O LIGAND-CPD:C00416 3.1.3.4 an L-phosphatidate + H2O = a 1,2-diacylglycerol + phosphate triacylglycerol biosynthesis
an L-phosphatidate a phosphatidylglycerol*a 3-sn-phosphatidate*a diacyl-glycerol-3p*a diacyl-glycerol-p*a 1,2-diacyl-sn-glycerol-3-phosphate*a phosphatidic acid*a 1,2-diacylglycerol-3-phosphate*a phosphatidate*a diacylglycerol-3-phosphate C5 H7 O8 R11 R21 P1 C(OC([R1])=O)C(OC([R2])=O)COP(=O)(O)O LIGAND-CPD:C00416 2.3.1.51 a 2-lysophosphatidate + an acyl-ACP = an L-phosphatidate + acyl carrier protein CDP-diacylglycerol biosynthesis I
an L-phosphatidate a phosphatidylglycerol*a 3-sn-phosphatidate*a diacyl-glycerol-3p*a diacyl-glycerol-p*a 1,2-diacyl-sn-glycerol-3-phosphate*a phosphatidic acid*a 1,2-diacylglycerol-3-phosphate*a phosphatidate*a diacylglycerol-3-phosphate C5 H7 O8 R11 R21 P1 C(OC([R1])=O)C(OC([R2])=O)COP(=O)(O)O LIGAND-CPD:C00416 2.3.1.51 a fatty acyl CoA + a 2-lysophosphatidate = an L-phosphatidate + coenzyme A triacylglycerol biosynthesis
an L-phosphatidate a phosphatidylglycerol*a 3-sn-phosphatidate*a diacyl-glycerol-3p*a diacyl-glycerol-p*a 1,2-diacyl-sn-glycerol-3-phosphate*a phosphatidic acid*a 1,2-diacylglycerol-3-phosphate*a phosphatidate*a diacylglycerol-3-phosphate C5 H7 O8 R11 R21 P1 C(OC([R1])=O)C(OC([R2])=O)COP(=O)(O)O LIGAND-CPD:C00416 2.3.1.51 a fatty acyl CoA + a 2-lysophosphatidate = an L-phosphatidate + coenzyme A CDP-diacylglycerol biosynthesis
an L-phosphatidate a phosphatidylglycerol*a 3-sn-phosphatidate*a diacyl-glycerol-3p*a diacyl-glycerol-p*a 1,2-diacyl-sn-glycerol-3-phosphate*a phosphatidic acid*a 1,2-diacylglycerol-3-phosphate*a phosphatidate*a diacylglycerol-3-phosphate C5 H7 O8 R11 R21 P1 C(OC([R1])=O)C(OC([R2])=O)COP(=O)(O)O LIGAND-CPD:C00416 3.1.4.4 a phosphatidylcholine + H2O = an L-phosphatidate + choline phospholipases
6,7-dimethyl-8-(1-D-ribityl)lumazine 326.308 C13 H18 N4 O6 CC1(N(CC(O)C(O)C(O)CO)C2(C(=NC(C)=1)C(=O)NC(N=2)=O)) LIGAND-CPD:C04332 2.5.1.9 2 6,7-dimethyl-8-(1-D-ribityl)lumazine = 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + riboflavin flavin biosynthesis
6,7-dimethyl-8-(1-D-ribityl)lumazine 326.308 C13 H18 N4 O6 CC1(N(CC(O)C(O)C(O)CO)C2(C(=NC(C)=1)C(=O)NC(N=2)=O)) LIGAND-CPD:C04332 LUMAZINESYN-RXN 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + 3,4-dihydroxy-2-butanone-4-P = 6,7-dimethyl-8-(1-D-ribityl)lumazine + phosphate + 2 H2O flavin biosynthesis
chlorophyllide b 628.966 C35 H32 N4 O6 MG1 CCC9(C1(=N8([Mg]46(N5(=C(C2(C(C(=O)OC)C(=O)c3(c(C)c(=C1)n(c=23)4)))C(CCC(=O)O)C(C)C5=Cc7(n6c(c(C=C)c(C)7)C=C8C=9C=O)))))) 2.5.1.- chlorophyllide b + phytyl diphosphate = chlorophyll b + diphosphate chlorophyll cycle
chlorophyllide b 628.966 C35 H32 N4 O6 MG1 CCC9(C1(=N8([Mg]46(N5(=C(C2(C(C(=O)OC)C(=O)c3(c(C)c(=C1)n(c=23)4)))C(CCC(=O)O)C(C)C5=Cc7(n6c(c(C=C)c(C)7)C=C8C=9C=O)))))) 1.13.12.14 7-hydroxy-chlorophyllide a + O2 + NADPH = chlorophyllide b + 2 H2O + NADP+ chlorophyll cycle
glutamate-1-semialdehyde (S)-4-amino-5-oxopentanoate*L-Glutamate 1-semialdehyde 131.131 C5 H9 N1 O3 [CH](=O)C(N)CCC(=O)O LIGAND-CPD:C03741 1.2.1.70 L-glutamyl-tRNAGlu + NADPH + H+ = glutamate-1-semialdehyde + NADP+ + tRNAGlu tetrapyrrole biosynthesis I
glutamate-1-semialdehyde (S)-4-amino-5-oxopentanoate*L-Glutamate 1-semialdehyde 131.131 C5 H9 N1 O3 [CH](=O)C(N)CCC(=O)O LIGAND-CPD:C03741 5.4.3.8 glutamate-1-semialdehyde = 5-amino-levulinate tetrapyrrole biosynthesis I
a plant ceramide (II) a plant ceramide (II) C20 H40 N1 O4 R11 CCCCCCCCCCCCCCCC(O)C(CO)NC(=O)C(O)[R1] RXN-7796 a plant ceramide (I) = a plant ceramide (II) sphingolipid biosynthesis (plants)
octanoyl-ACP B1094*AcpP C8 H15 O1 ACP1 RXN0-947 octanoyl-ACP + a non-lipoylated apo domain = an octanoylated domain + acyl carrier protein lipoate biosynthesis and incorporation I
octanoyl-ACP B1094*AcpP C8 H15 O1 ACP1 6.2.1.20 octanoate + acyl carrier protein + ATP = octanoyl-ACP + AMP + diphosphate lipoate biosynthesis and incorporation I
GA25 gibberellin A25*gibberellin A25*GA25 362.422 C20 H26 O6 CC1([CH]4(C(CCC1)(C(=O)O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA25 + 2-ketoglutarate + O2 = GA13 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA25 gibberellin A25*gibberellin A25*GA25 362.422 C20 H26 O6 CC1([CH]4(C(CCC1)(C(=O)O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA24 + O2 + 2-ketoglutarate = GA25 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 2.3.3.9 acetyl-CoA + H2O + glyoxylate = malate + coenzyme A glycolate and glyoxylate degradation II
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 1.1.3.15 glycolate + O2 = glyoxylate + H2O2 photorespiration
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 2.6.1.4 L-glutamate + glyoxylate = 2-ketoglutarate + glycine photorespiration
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 1.1.99.14 an acceptor + glycolate = a reduced acceptor + glyoxylate glycolate and glyoxylate degradation II
UDP-4-dehydro-6-deoxy-D-glucose UDP-4-keto-6-deoxy-D-glucose*UDP-4-oxo-6-deoxy-D-glucose 548.29 C15 H22 N2 O16 P2 CC1(OC(C(O)C(O)C1=O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3))) RXN-5481 UDP-4-dehydro-6-deoxy-D-glucose + NADPH = UDP-L-rhamnose + NADP+ UDP-L-rhamnose biosynthesis
UDP-4-dehydro-6-deoxy-D-glucose UDP-4-keto-6-deoxy-D-glucose*UDP-4-oxo-6-deoxy-D-glucose 548.29 C15 H22 N2 O16 P2 CC1(OC(C(O)C(O)C1=O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3))) 4.2.1.76 UDP-D-glucose = H2O + UDP-4-dehydro-6-deoxy-D-glucose UDP-L-rhamnose biosynthesis
iminoaspartate α-iminosuccinate 131.088 C4 H5 N1 O4 C(=O)(O)C(=N)CC(O)=O LIGAND-CPD:C05840 QUINOLINATE-SYNTHA-RXN iminoaspartate + dihydroxy-acetone phosphate = quinolinate + 2 H2O + phosphate NAD biosynthesis I (from aspartate)
iminoaspartate α-iminosuccinate 131.088 C4 H5 N1 O4 C(=O)(O)C(=N)CC(O)=O LIGAND-CPD:C05840 1.4.3.- O2 + L-aspartate = H2O2 + iminoaspartate NAD biosynthesis I (from aspartate)
trichloroethanol 149.404 C(O)C(Cl)(Cl)Cl RXN-9155 trichloroethanol + NADPH + O2 + H+ = trichloroacetate + NADP+ + H2O trichloroethylene degradation
trichloroethanol 149.404 C(O)C(Cl)(Cl)Cl RXN-9154 trichloroethanol + UDP-D-glucose = trichloroethanol glucoside + UDP trichloroethylene degradation
trichloroethanol 149.404 C(O)C(Cl)(Cl)Cl RXN-9153 trichloroethylene + H2O = trichloroethanol trichloroethylene degradation
xanthosine 9 β-D-ribofuranosylxanthine 284.228 C10 H12 N4 O6 c1(c2(c([nH]c([nH]1)=O)n(cn2)[CH]3([CH](O)[CH](O)[CH](O3)CO)))(=O) LIGAND-CPD:C01762*CAS:146-80-5 3.2.2.1 xanthosine + H2O = xanthine + D-ribose salvage pathways of purine nucleosides II (plant)
xanthosine 9 β-D-ribofuranosylxanthine 284.228 C10 H12 N4 O6 c1(c2(c([nH]c([nH]1)=O)n(cn2)[CH]3([CH](O)[CH](O)[CH](O3)CO)))(=O) LIGAND-CPD:C01762*CAS:146-80-5 3.2.2.1 xanthosine + H2O = xanthine + D-ribose purine degradation I (aerobic)
xanthosine 9 β-D-ribofuranosylxanthine 284.228 C10 H12 N4 O6 c1(c2(c([nH]c([nH]1)=O)n(cn2)[CH]3([CH](O)[CH](O)[CH](O3)CO)))(=O) LIGAND-CPD:C01762*CAS:146-80-5 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate salvage pathways of purine nucleosides II (plant)
xanthosine 9 β-D-ribofuranosylxanthine 284.228 C10 H12 N4 O6 c1(c2(c([nH]c([nH]1)=O)n(cn2)[CH]3([CH](O)[CH](O)[CH](O3)CO)))(=O) LIGAND-CPD:C01762*CAS:146-80-5 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate purine degradation I (aerobic)
xanthosine 9 β-D-ribofuranosylxanthine 284.228 C10 H12 N4 O6 c1(c2(c([nH]c([nH]1)=O)n(cn2)[CH]3([CH](O)[CH](O)[CH](O3)CO)))(=O) LIGAND-CPD:C01762*CAS:146-80-5 3.5.4.15 H2O + guanosine = ammonia + xanthosine salvage pathways of purine nucleosides II (plant)
xanthosine 9 β-D-ribofuranosylxanthine 284.228 C10 H12 N4 O6 c1(c2(c([nH]c([nH]1)=O)n(cn2)[CH]3([CH](O)[CH](O)[CH](O3)CO)))(=O) LIGAND-CPD:C01762*CAS:146-80-5 3.5.4.15 H2O + guanosine = ammonia + xanthosine purine degradation I (aerobic)
tRNAser TRNA(SER) LIGAND-CPD:C01650 6.1.1.11 tRNAser + L-serine + ATP = L-seryl-tRNAser + diphosphate + AMP tRNA charging pathway
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(=O)(O)C(N)CCC(=O)NC(CS)C(=O)NCC(O)=O LIGAND-CPD:C00051*CAS:70-18-8 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP glutathione biosynthesis
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(=O)(O)C(N)CCC(=O)NC(CS)C(=O)NCC(O)=O LIGAND-CPD:C00051*CAS:70-18-8 1.8.4.9 adenosine 5'-phosphosulfate + 2 glutathione = sulfite + AMP + glutathione disulfide sulfate reduction II (assimilatory)
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(=O)(O)C(N)CCC(=O)NC(CS)C(=O)NCC(O)=O LIGAND-CPD:C00051*CAS:70-18-8 4.4.1.22 formaldehyde + glutathione = S-hydroxymethylglutathione formaldehyde oxidation II (glutathione-dependent)
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(=O)(O)C(N)CCC(=O)NC(CS)C(=O)NCC(O)=O LIGAND-CPD:C00051*CAS:70-18-8 3.1.2.12 S-formylglutathione + H2O = formate + glutathione formaldehyde oxidation II (glutathione-dependent)
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(=O)(O)C(N)CCC(=O)NC(CS)C(=O)NCC(O)=O LIGAND-CPD:C00051*CAS:70-18-8 4.4.1.5 methylglyoxal + glutathione = S-lactoyl-glutathione methylglyoxal degradation I
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(=O)(O)C(N)CCC(=O)NC(CS)C(=O)NCC(O)=O LIGAND-CPD:C00051*CAS:70-18-8 3.1.2.6 S-lactoyl-glutathione + H2O = glutathione + D-lactate methylglyoxal degradation I
colnelenate colnelenic acid 292.417 C(=CC=CCC=CCC)OC=CCCCCCCC(=O)O LIGAND-CPD:C16320 RXN-8498 9-HPOT = colnelenate + H2O divinyl ether biosynthesis I (9-LOX)
tRNAval TRNA(VAL) LIGAND-CPD:C01653 6.1.1.9 tRNAval + L-valine + ATP = L-valyl-tRNAval + diphosphate + AMP tRNA charging pathway
1-monoacylglycerol monoglyceride*1-acylglycerol C4 H7 O4 R1 3.1.1.23 H2O + 1-monoacylglycerol = a fatty acid + glycerol triacylglycerol degradation
1-monoacylglycerol monoglyceride*1-acylglycerol C4 H7 O4 R1 RXN-1603 2-monoacylglycerol = 1-monoacylglycerol triacylglycerol degradation
L-asparaginyl-tRNAasn L-ASPARAGINYL-TRNA(ASN) LIGAND-CPD:C03402 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + diphosphate + AMP tRNA charging pathway
GA1 gibberellin A1*gibberellin A1*GA1 348.395 C19 H24 O6 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)CC3)(C)[CH]4C5C(=O)O)))(O)) LIGAND-CPD:C00859 1.14.11.15 GA20 + 2-ketoglutarate + O2 = GA1 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA37 gibberellin A37*gibberellin A37*GA37 364.438 C20 H28 O6 CC1([CH]4(C(CCC(O)1)(CO)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C11859 1.14.11.- GA37 + 2-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
GA37 gibberellin A37*gibberellin A37*GA37 364.438 C20 H28 O6 CC1([CH]4(C(CCC(O)1)(CO)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C11859 1.14.11.- GA15 + 2-ketoglutarate + O2 = GA37 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
GA37 gibberellin A37*gibberellin A37*GA37 364.438 C20 H28 O6 CC1([CH]4(C(CCC(O)1)(CO)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) LIGAND-CPD:C11859 1.14.11.- GA14 + O2 + 2-ketoglutarate = GA37 + CO2 + succinate gibberellin biosynthesis II (early C-3 hydroxylation)
spermidine 145.247 C7 H19 N3 C(N)CCCNCCCN LIGAND-CPD:C00315*CAS:124-20-9 2.5.1.22 spermidine + S-adenosyl-L-methioninamine = spermine + S-methyl-5'-thioadenosine spermine biosynthesis
spermidine 145.247 C7 H19 N3 C(N)CCCNCCCN LIGAND-CPD:C00315*CAS:124-20-9 2.5.1.16 putrescine + S-adenosyl-L-methioninamine = spermidine + S-methyl-5'-thioadenosine spermidine biosynthesis
a 5,10-methylene-tetrahydrofolate methylene-H4PteGlu(n)*methylene-THF(glu)n*methylene-H4PteGlun*methylene-tetrahydropteroylpolyglutamates C20 H24 N7 O5 R11 C(NC(C(=O)O)CCC(O)=[R1])(=O)C1(=CC=C(C=C1)N2(C[CH]3(N(C2)C4(=C(N[CH2]3)NC(N)=[NH]C(=O)4)))) 6.3.2.17 methylene-H4PteGlu(n) + L-glutamate + ATP = methylene-H4PteGlu(n+1) + ADP + phosphate folate polyglutamylation I
a protein L-cysteine peptide cysteine*peptidyl cysteine*[enzyme]-cysteine*protein-cysteine C3 H5 N1 O1 |Protein|2 S1 2.8.1.7 a protein L-cysteine + L-cysteine = L-alanine + protein-S-sulfanylcysteine alanine biosynthesis III
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 3.1.2.- caffeoylquinate + coenzyme A = caffeoyl-CoA + quinate phenylpropanoid biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 3.1.2.- caffeoylshikimate + coenzyme A = caffeoyl-CoA + shikimate phenylpropanoid biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.3 coenzyme A + a fatty acid + ATP = an acyl-CoA + diphosphate + AMP fatty acid beta-oxidation II (core pathway)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2OXOGLUTARATEDEH-RXN 2-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP oxidative ethanol degradation III
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP acetate conversion to acetyl-CoA
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + diphosphate + AMP phenylpropanoid biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + diphosphate + AMP flavonoid biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2KETO-4METHYL-PENTANOATE-DEHYDROG-RXN 2-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.1.1.34 2 NADPH + 3-hydroxy-3-methyl-glutaryl-CoA = 2 NADP+ + coenzyme A + (R)-mevalonate mevalonate pathway
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.168 lipoamide acyltransferase N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine + coenzyme A = lipoamide acyltransferase N6-(dihydrolipoyl)lysine + isobutyryl-CoA branched-chain alpha-keto acid dehydrogenase complex
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.5 succinyl-CoA + ADP + phosphate = succinate + coenzyme A + ATP TCA cycle
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.12 coenzyme A + lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine = acetyl-CoA + lipoate acetyltransferase N6-(dihydrolipoyl)lysine acetyl-CoA biosynthesis (from pyruvate)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.61 coenzyme A + dihydrolipoyltranssuccinylase N6-(S-succinyldihydrolipoyl)lysine = succinyl-CoA + dihydrolipoyltranssuccinylase N6-(dihydrolipoyl)lysine 2-ketoglutarate dehydrogenase complex
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.3.10 acetoacetyl-CoA + H2O + acetyl-CoA = coenzyme A + 3-hydroxy-3-methyl-glutaryl-CoA mevalonate pathway
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.- acetyl-CoA + a malonyl-ACP = an acetoacetyl-ACP + coenzyme A + CO2 fatty acid biosynthesis - initial steps II (plant)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.47 pimeloyl-CoA + L-alanine = CO2 + coenzyme A + 7-keto-8-aminopelargonate biotin biosynthesis II
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.7.1.24 dephospho-CoA + ATP = coenzyme A + ADP coenzyme A biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.- sphinganine + a fatty acyl CoA = a plant ceramide (I) + coenzyme A sphingolipid biosynthesis (plants)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.16 a 3-ketoacyl-CoA + coenzyme A = an acyl-CoA + acetyl-CoA fatty acid beta-oxidation II (core pathway)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.2.1.44 4-coumaroyl-CoA + NADPH = coumaraldehyde + NADP+ + coenzyme A phenylpropanoid biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.2.1.44 feruloyl-CoA + NADPH = coniferyl aldehyde + NADP+ + coenzyme A phenylpropanoid biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.170 4-coumaroyl-CoA + 3 malonyl-CoA + NADPH = isoliquiritigenin + 4 coenzyme A + 3 CO2 + NADP+ + H2O flavonoid biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.15 a fatty acyl CoA + sn-glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A triacylglycerol biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.15 a fatty acyl CoA + sn-glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A CDP-diacylglycerol biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.3.13 2-keto-isovalerate + acetyl-CoA + H2O = 2-isopropylmalate + coenzyme A leucine biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.74 4-coumaroyl-CoA + 3 malonyl-CoA = naringenin chalcone + 3 CO2 + 4 coenzyme A flavonoid biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.3.9 acetyl-CoA + H2O + glyoxylate = malate + coenzyme A glycolate and glyoxylate degradation II
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.39 malonyl-CoA + acyl carrier protein = coenzyme A + a malonyl-ACP fatty acid biosynthesis - initial steps II (plant)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.51 a fatty acyl CoA + a 2-lysophosphatidate = an L-phosphatidate + coenzyme A triacylglycerol biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.51 a fatty acyl CoA + a 2-lysophosphatidate = an L-phosphatidate + coenzyme A CDP-diacylglycerol biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A cysteine biosynthesis I
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.20 an acyl-CoA + a 1,2-diacylglycerol = a triacylglycerol + coenzyme A triacylglycerol biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.133 4-coumaroyl-CoA + shikimate = 4-coumaroylshikimate + coenzyme A phenylpropanoid biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.133 4-coumaroyl-CoA + quinate = 4-coumaroylquinate + coenzyme A phenylpropanoid biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.50 L-serine + palmitoyl CoA = CO2 + 3-dehydrosphinganine + coenzyme A sphingolipid biosynthesis (plants)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.3.8 citrate + coenzyme A + ATP = oxaloacetate + acetyl-CoA + phosphate + ADP acetyl-CoA biosynthesis (from citrate)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCS)(C)COP(O)(=O)OP(O)(=O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A mevalonate pathway
2-oxobutanoate 2-oxobutyrate*2-ketobutyrate*2-oxobutyric acid*α-oxobutyric acid*α-ketobutyrate*α-ketobutyric acid*2-oxo-butyrate*2-keto-butyrate*2-ketobutyric acid 102.09 C4 H6 O3 C(O)(=O)C(=O)CC LIGAND-CPD:C00109*CAS:600-18-0 2.2.1.6 pyruvate + 2-oxobutanoate = 2-aceto-2-hydroxy-butyrate + CO2 isoleucine biosynthesis from threonine
2-oxobutanoate 2-oxobutyrate*2-ketobutyrate*2-oxobutyric acid*α-oxobutyric acid*α-ketobutyrate*α-ketobutyric acid*2-oxo-butyrate*2-keto-butyrate*2-ketobutyric acid 102.09 C4 H6 O3 C(O)(=O)C(=O)CC LIGAND-CPD:C00109*CAS:600-18-0 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine homocysteine and cysteine interconversion
2-oxobutanoate 2-oxobutyrate*2-ketobutyrate*2-oxobutyric acid*α-oxobutyric acid*α-ketobutyrate*α-ketobutyric acid*2-oxo-butyrate*2-keto-butyrate*2-ketobutyric acid 102.09 C4 H6 O3 C(O)(=O)C(=O)CC LIGAND-CPD:C00109*CAS:600-18-0 4.3.1.19 L-threonine = 2-oxobutanoate + ammonia isoleucine biosynthesis from threonine
2-oxobutanoate 2-oxobutyrate*2-ketobutyrate*2-oxobutyric acid*α-oxobutyric acid*α-ketobutyrate*α-ketobutyric acid*2-oxo-butyrate*2-keto-butyrate*2-ketobutyric acid 102.09 C4 H6 O3 C(O)(=O)C(=O)CC LIGAND-CPD:C00109*CAS:600-18-0 4.4.1.11 L-methionine + H2O = methanethiol + ammonia + 2-oxobutanoate methionine degradation II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.6.5.- H+ + UQ + NADH = UQH2 + NAD+ aerobic respiration -- electron donors reaction list
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donor III
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donor II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 NAD/NADH phosphorylation and dephosphorylation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donors reaction list
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 2.7.1.86 NADH + ATP = NADPH + ADP NAD/NADH phosphorylation and dephosphorylation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate glutamate degradation III (via 4-aminobutyrate)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.3 acetaldehyde + NAD+ + H2O = NADH + acetate oxidative ethanol degradation III
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.35 NAD+ + a (3S)-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid beta-oxidation II (core pathway)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.6.1.1 NAD+ + NADPH = NADH + NADP+ NAD/NADH phosphorylation and dephosphorylation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 3.1.3.- NADPH + H2O = NADH + phosphate NAD/NADH phosphorylation and dephosphorylation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 RXN0-5248 NADH = NAD+ + H+ + 2 e- NADH + UQ + H+ = NAD+ + UQH2
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 RXN0-5248 NADH = NAD+ + H+ + 2 e- H+ + UQ + NADH = UQH2 + NAD+
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ salvage pathways of purine nucleosides II (plant)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ purine degradation I (aerobic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 2KETO-4METHYL-PENTANOATE-DEHYDROG-RXN 2-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.28 NADH + pyruvate = NAD+ + D-lactate alanine degradation II (to D-lactate)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate gluconeogenesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.37 malate + NAD+ = oxaloacetate + NADH gluconeogenesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.95 3-phosphoglycerate + NAD+ = 3-phospho-hydroxypyruvate + NADH serine biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.29 hydroxypyruvate + NADH = D-glycerate + NAD+ photorespiration
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + 2-ketoglutarate alanine degradation II (to D-lactate)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + 2-ketoglutarate glutamate degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides II (plant)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine degradation I (aerobic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine nucleotides de novo biosynthesis II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH UDP-D-xylose biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH galactose degradation II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 2OXOGLUTARATEDEH-RXN 2-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.85 3-isopropylmalate + NAD+ = 2-isopropyl-3-oxosuccinate + NADH + H+ leucine biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.4.1.14 NADH + 2-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate ammonia assimilation cycle II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.4.1.14 NADH + 2-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate glutamate biosynthesis IV
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.23 histidinol + NAD+ = histidinal + NADH histidine biosynthesis I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine biosynthesis I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.- L-galactose + NAD+ = L-galactono-1,4-lactone + NADH L-ascorbate biosynthesis I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.27 NADH + pyruvate = NAD+ + L-lactate pyruvate fermentation to lactate
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ salvage pathways of adenine, hypoxanthine, and their nucleosides
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ purine degradation I (aerobic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis IV (plant cytosol)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH gluconeogenesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.8.1.4 dihydrolipoyltranssuccinylase N6-(dihydrolipoyl)lysine + NAD+ = dihydrolipoyltranssuccinylase N6-(lipoyl)lysine + NADH + H+ 2-ketoglutarate dehydrogenase complex
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.8.1.4 lipoamide acyltransferase N6-(dihydrolipoyl)lysine + NAD+ = lipoamide acyltransferase N6-(lipoyl)lysine + NADH + H+ branched-chain alpha-keto acid dehydrogenase complex
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.8.1.4 H-Gcv-protein-(dihydrolipoyl)lysine + NAD+ = H-Gcv-protein-(lipoyl)lysine + NADH + H+ glycine cleavage complex
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.8.1.4 lipoate acetyltransferase N6-(dihydrolipoyl)lysine + NAD+ = lipoate acetyltransferase N6-(lipoyl)lysine + NADH + H+ acetyl-CoA biosynthesis (from pyruvate)
1-18:2-2-16:0-phosphatidylglycerol 18:2-16:0-PG*1-(9Z,12Z-octadecadienoyl)-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) 747.0 C40 H75 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 1-18:2-2-16:0-phosphatidylglycerol = 1-18:2-2-trans-16:1-phosphatidylglycerol phospholipid desaturation
1-18:2-2-16:0-phosphatidylglycerol 18:2-16:0-PG*1-(9Z,12Z-octadecadienoyl)-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) 747.0 C40 H75 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 1-18:2-2-16:0-phosphatidylglycerol = 1-18:3-2-16:0-phosphatidylglycerol phospholipid desaturation
1-18:2-2-16:0-phosphatidylglycerol 18:2-16:0-PG*1-(9Z,12Z-octadecadienoyl)-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) 747.0 C40 H75 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 1-18:1-2-16:0-phosphatidylglycerol = 1-18:2-2-16:0-phosphatidylglycerol phospholipid desaturation
starch 3.2.1.1 starch = a large-branched glucan starch degradation
starch 2.4.1.18 a 1,4-alpha-D-glucan = starch starch biosynthesis
L-proline 2-pyrrolidinecarboxylic acid*P*proline*prol*pro 115.132 C5 H9 N1 O2 C(=O)(O)C1(CCCN1) LIGAND-CPD:C00148*CAS:147-85-3 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ proline biosynthesis V (from arginine)
L-proline 2-pyrrolidinecarboxylic acid*P*proline*prol*pro 115.132 C5 H9 N1 O2 C(=O)(O)C1(CCCN1) LIGAND-CPD:C00148*CAS:147-85-3 6.1.1.15 L-proline + tRNApro + ATP = L-prolyl-tRNApro + diphosphate + AMP tRNA charging pathway
1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate phosphatidyl-myo-inositol 4,5-biphosphate C11 H19 O19 R2 P3 3.1.4.11 1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + H2O = a 1,2-diacylglycerol + D-myo-inositol (1,4,5)-trisphosphate phospholipases
cis-3-hexenol 100.16 C6 H12 O1 C(O)CC=CCC NCI:74451*CAS:928-96-1 RXN-1347 cis-3-hexenal = cis-3-hexenol 13-LOX and 13-HPL pathway
protoheme IX heme*hemin*ferroprotoporphyrin*protoheme*heme b*hematin*haemin 616.498 Cc4(c2(C=C8(N7([Fe]35(N1(=C(C(C)=C(CCC(O)=O)C1=Cc(n23)c4CCC(O)=O)C=c6(n5c(c(C=C)c(C)6)=CC=7C(C)=C8C=C))))))) LIGAND-CPD:C00032*CAS:14875-96-8 4.99.1.1 Fe2+ + protoporphyrin IX = 2 H+ + protoheme IX heme biosynthesis from uroporphyrinogen I
linolenate (9,12,15)-linolenic acid*α-linolenic acid*9Z,12Z,15Z-octadecatrienoate*9Z,12Z,15Z-octadecatrienoic acid*(9,12,15)-linolenate 278.434 C18 H30 O2 CCC=CCC=CCC=CCCCCCCCC(O)=O LIGAND-CPD:C06427*CAS:463-40-1 1.13.11.12 O2 + linolenate = 13-HPOT 13-LOX and 13-HPL pathway
linolenate (9,12,15)-linolenic acid*α-linolenic acid*9Z,12Z,15Z-octadecatrienoate*9Z,12Z,15Z-octadecatrienoic acid*(9,12,15)-linolenate 278.434 C18 H30 O2 CCC=CCC=CCC=CCCCCCCCC(O)=O LIGAND-CPD:C06427*CAS:463-40-1 1.13.11.12 O2 + linolenate = 13-HPOT jasmonic acid biosynthesis
linolenate (9,12,15)-linolenic acid*α-linolenic acid*9Z,12Z,15Z-octadecatrienoate*9Z,12Z,15Z-octadecatrienoic acid*(9,12,15)-linolenate 278.434 C18 H30 O2 CCC=CCC=CCC=CCCCCCCCC(O)=O LIGAND-CPD:C06427*CAS:463-40-1 3.1.1.4 a phosphatidylcholine + H2O = a 1-acyl-2-lyso-glycerophosphocholine + linolenate jasmonic acid biosynthesis
gamma-tocopherol 416.686 C28 H48 O2 Cc2(c1(OC(C)(CCc1cc(O)c(C)2)CCCC(C)CCCC(C)CCCC(C)C)) 2.1.1.95 gamma-tocopherol + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + alpha-tocopherol vitamin E biosynthesis
gamma-tocopherol 416.686 C28 H48 O2 Cc2(c1(OC(C)(CCc1cc(O)c(C)2)CCCC(C)CCCC(C)CCCC(C)C)) RXN-2543 2,3-dimethyl-6-phytyl-1,4-benzoquinone = gamma-tocopherol vitamin E biosynthesis
2-oxo-4-methylthiobutanoate 2-keto-4-methylthiobutyrate*4-methylthio-2-oxobutanoate*α-keto-4-methylthiobutyrate*4-methylthio-2-ketobutyrate*4-methylthio-2-ketobutanoate*4-methylthio-2-oxobutyrate*2-ketomethiobutyrate*KMTB*α-ketomethiobutyrate*2-keto-4-methylthiobutyric acid*α-ketomethiobutyric acid*α-keto-γ-methylthiobutyrate*α-keto-γ-methylthiobutyric acid*2-oxo-4-methylthiobutanoic acid 148.176 C5 H8 O3 S1 C(SC)CC(=O)C(=O)O 2.6.1.5 2-oxo-4-methylthiobutanoate + a standard alpha amino acid = L-methionine + a keto acid methionine salvage pathway
2-oxo-4-methylthiobutanoate 2-keto-4-methylthiobutyrate*4-methylthio-2-oxobutanoate*α-keto-4-methylthiobutyrate*4-methylthio-2-ketobutyrate*4-methylthio-2-ketobutanoate*4-methylthio-2-oxobutyrate*2-ketomethiobutyrate*KMTB*α-ketomethiobutyrate*2-keto-4-methylthiobutyric acid*α-ketomethiobutyric acid*α-keto-γ-methylthiobutyrate*α-keto-γ-methylthiobutyric acid*2-oxo-4-methylthiobutanoic acid 148.176 C5 H8 O3 S1 C(SC)CC(=O)C(=O)O 1.13.11.54 1,2-dihydroxy-3-keto-5-methylthiopentene + O2 = 2-oxo-4-methylthiobutanoate + formate methionine salvage pathway
1-deoxy-D-xylulose 5-phosphate DXP*deoxyxylulose-5-phosphate*D-1-deoxyxylulose-5-P*1-deoxy-D-threo-pentulose 5-phosphate*DOXP 214.111 C5 H11 O7 P1 C(OP(=O)(O)O)C(O)C(O)C(C)=O LIGAND-CPD:C11437 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 methylerythritol phosphate pathway
1-deoxy-D-xylulose 5-phosphate DXP*deoxyxylulose-5-phosphate*D-1-deoxyxylulose-5-P*1-deoxy-D-threo-pentulose 5-phosphate*DOXP 214.111 C5 H11 O7 P1 C(OP(=O)(O)O)C(O)C(O)C(C)=O LIGAND-CPD:C11437 1.1.1.267 1-deoxy-D-xylulose 5-phosphate + NADPH = 2-C-methyl-D-erythritol-4-phosphate + NADP+ methylerythritol phosphate pathway
anthranilate anthranilic acid*2-aminobenzoic acid*vitamin L1*o-aminobenzoic acid*2-aminobenzoate 137.138 C7 H7 N1 O2 C(=O)(O)C1(C(N)=CC=CC=1) PUBCHEM:227*LIGAND-CPD:C00108*CAS:118-92-3 2.4.2.18 anthranilate + 5-phosphoribosyl 1-pyrophosphate = N-(5'-phosphoribosyl)-anthranilate + diphosphate tryptophan biosynthesis
anthranilate anthranilic acid*2-aminobenzoic acid*vitamin L1*o-aminobenzoic acid*2-aminobenzoate 137.138 C7 H7 N1 O2 C(=O)(O)C1(C(N)=CC=CC=1) PUBCHEM:227*LIGAND-CPD:C00108*CAS:118-92-3 4.1.3.27 chorismate + L-glutamine = L-glutamate + anthranilate + pyruvate tryptophan biosynthesis
malonyl-CoA malonylCoenzyme A 853.581 C24 H38 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O) LIGAND-CPD:C00083*CAS:524-14-1 2.3.1.39 malonyl-CoA + acyl carrier protein = coenzyme A + a malonyl-ACP fatty acid biosynthesis - initial steps II (plant)
malonyl-CoA malonylCoenzyme A 853.581 C24 H38 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O) LIGAND-CPD:C00083*CAS:524-14-1 2.3.1.74 4-coumaroyl-CoA + 3 malonyl-CoA = naringenin chalcone + 3 CO2 + 4 coenzyme A flavonoid biosynthesis
malonyl-CoA malonylCoenzyme A 853.581 C24 H38 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O) LIGAND-CPD:C00083*CAS:524-14-1 2.3.1.170 4-coumaroyl-CoA + 3 malonyl-CoA + NADPH = isoliquiritigenin + 4 coenzyme A + 3 CO2 + NADP+ + H2O flavonoid biosynthesis
malonyl-CoA malonylCoenzyme A 853.581 C24 H38 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O) LIGAND-CPD:C00083*CAS:524-14-1 6.4.1.2 ATP + acetyl-CoA + HCO3- + H+ = ADP + phosphate + malonyl-CoA fatty acid biosynthesis - initial steps II (plant)
L-ascorbate vitamin C*ascorbic acid 176.126 C6 H8 O6 C1(O[CH](C(O)CO)C(=O)C(O)=1)(O) LIGAND-CPD:C00072*CAS:50-81-7 1.3.2.3 2 oxidized cytochrome c + L-galactono-1,4-lactone = 2 reduced cytochrome c + L-ascorbate L-ascorbate biosynthesis I
GDP-D-perosamine 4-amino-4,6-dideoxy-D-mannose 604.36 C16 H26 N6 O15 P2 C(O)C1(OC(C(O)C(O)C(N)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) RXN-8953 GDP-4-dehydro-6-deoxy-D-mannose + L-glutamate + H2O = GDP-D-perosamine + 2-ketoglutarate GDP-alpha-D-perosamine biosynthesis
plastoquinone-9 753.245 C53 H84 O2 CC(=CCCC(C)=CCCC(C)=CCC1(C(O)C(C)=C(C)C(O)C=1))CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C 2.1.1.- 2-methyl-6-solanyl-1,4-benzoquinone + S-adenosyl-L-methionine = plastoquinone-9 + S-adenosyl-L-homocysteine plastoquinone biosynthesis
L-histidinol-phosphate L-histidinol-phosphate*histidinol-P*L-histidinol-p*histidinol-phosphate 221.152 C6 H12 N3 O4 P1 c1(c(nc[nH]1)CC(N)COP(O)(O)=O) LIGAND-CPD:C01100*CAS:25679-93-0 3.1.3.15 L-histidinol-phosphate + H2O = histidinol + phosphate histidine biosynthesis I
L-histidinol-phosphate L-histidinol-phosphate*histidinol-P*L-histidinol-p*histidinol-phosphate 221.152 C6 H12 N3 O4 P1 c1(c(nc[nH]1)CC(N)COP(O)(O)=O) LIGAND-CPD:C01100*CAS:25679-93-0 2.6.1.9 imidazole acetol-phosphate + L-glutamate = L-histidinol-phosphate + 2-ketoglutarate histidine biosynthesis I
Unknown-Quinols 1.1.2.4 D-lactate + UQ or MQ = pyruvate + UQH2 or MQH2 methylglyoxal degradation I
Unknown-Quinols 1.1.2.4 D-lactate + UQ or MQ = pyruvate + UQH2 or MQH2 aerobic respiration -- electron donors reaction list
Unknown-Quinols RXN0-5259 UQ or MQ + 2 H+ + 2 e- = UQH2 or MQH2 D-lactate + UQ or MQ = pyruvate + UQH2 or MQH2
Unknown-Quinols RXN0-5259 UQ or MQ + 2 H+ + 2 e- = UQH2 or MQH2 sn-glycerol-3-phosphate + UQ or MQ = dihydroxy-acetone phosphate + UQH2 or MQH2
glutathione disulfide glutathione oxidized*glutathione ox*GSSG*glutathione*GSH*ox. glutathione*oxidized glutathione 612.626 C20 H32 N6 O12 S2 C(=O)(CCC(N)C(O)=O)NC(C(=O)NCC(O)=O)CSSCC(C(=O)NCC(O)=O)NC(=O)CCC(N)C(=O)O LIGAND-CPD:C00127*CAS:27025-41-8 1.8.4.9 adenosine 5'-phosphosulfate + 2 glutathione = sulfite + AMP + glutathione disulfide sulfate reduction II (assimilatory)
nitrite NO2*NO2- 46.005 N1 O2 N(=O)[O-] CAS:7697-37-2*LIGAND-CPD:C00088*CAS:14797-65-0 1.7.1.3 nitrate + NADPH = nitrite + H2O + NADP+ nitrate reduction V (assimilatory)
nitrite NO2*NO2- 46.005 N1 O2 N(=O)[O-] CAS:7697-37-2*LIGAND-CPD:C00088*CAS:14797-65-0 1.7.1.4 3 NAD(P)H + nitrite = 3 NAD(P)+ + ammonium hydroxide + H2O nitrate reduction V (assimilatory)
L-phenylalanine F*endophenyl*phenylalanine*phe 165.191 C9 H11 N1 O2 C(=O)(O)C(N)CC1(=CC=CC=C1) LIGAND-CPD:C00079*CAS:63-91-2 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate salicylate biosynthesis
L-phenylalanine F*endophenyl*phenylalanine*phe 165.191 C9 H11 N1 O2 C(=O)(O)C(N)CC1(=CC=CC=C1) LIGAND-CPD:C00079*CAS:63-91-2 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate phenylpropanoid biosynthesis, initial reactions
L-phenylalanine F*endophenyl*phenylalanine*phe 165.191 C9 H11 N1 O2 C(=O)(O)C(N)CC1(=CC=CC=C1) LIGAND-CPD:C00079*CAS:63-91-2 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + diphosphate + AMP tRNA charging pathway
L-phenylalanine F*endophenyl*phenylalanine*phe 165.191 C9 H11 N1 O2 C(=O)(O)C(N)CC1(=CC=CC=C1) LIGAND-CPD:C00079*CAS:63-91-2 4.2.1.91 L-arogenate = CO2 + H2O + L-phenylalanine phenylalanine biosynthesis II
D-myo-inositol (1,4,5)-trisphosphate inositol (1,4,5)-trisphosphate*1D-myo-inositol (1,4,5)-trisphosphate*Ins(1,4,5)P3*I(1,4,5)P3 417.073 C6 H12 O15 P3 C1(C(OP(O)([O-])=O)C(OP(O)([O-])=O)C(O)C(C(O)1)OP(O)([O-])=O)(O) CAS:85166-31-0*CAS:88269-39-0 3.1.4.11 1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + H2O = a 1,2-diacylglycerol + D-myo-inositol (1,4,5)-trisphosphate phospholipases
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol CDP-ME-2P*CDP-methyl-D-erylthritol 2-phosphate*4-diphosphocytidyl-2C-methyl-D-erythritol 2-phosphate*4-diphosphocytidyl-2-C-methylerythritol 2-phosphate 601.291 C14 H26 N3 O17 P3 CC(CO)(OP(O)(O)=O)C(O)COP(=O)(O)OP(=O)(O)OCC1(OC(C(O)C1O)n2(c(=O)nc(N)cc2)) 4.6.1.12 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol = 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + CMP methylerythritol phosphate pathway
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol CDP-ME-2P*CDP-methyl-D-erylthritol 2-phosphate*4-diphosphocytidyl-2C-methyl-D-erythritol 2-phosphate*4-diphosphocytidyl-2-C-methylerythritol 2-phosphate 601.291 C14 H26 N3 O17 P3 CC(CO)(OP(O)(O)=O)C(O)COP(=O)(O)OP(=O)(O)OCC1(OC(C(O)C1O)n2(c(=O)nc(N)cc2)) 2.7.1.148 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ATP = 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ADP methylerythritol phosphate pathway
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate glutamine biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate ammonia assimilation cycle II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate nitrate reduction V (assimilatory)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP glutathione biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.4.1.14 NADH + 2-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate ammonia assimilation cycle II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.4.1.14 NADH + 2-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate glutamate biosynthesis IV
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 4.1.1.15 L-glutamate = CO2 + 4-aminobutyrate glutamate degradation III (via 4-aminobutyrate)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 4.1.1.15 L-glutamate = CO2 + 4-aminobutyrate glutamate dependent acid resistance
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.4.1.4 ammonia + 2-ketoglutarate + NADPH = L-glutamate + H2O + NADP+ glutamate biosynthesis III
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.4.1.4 ammonia + 2-ketoglutarate + NADPH = L-glutamate + H2O + NADP+ nitrate reduction V (assimilatory)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + 2-ketoglutarate alanine degradation II (to D-lactate)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + 2-ketoglutarate glutamate degradation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.4.1.3 NAD(P)+ + H2O + L-glutamate = ammonia + NAD(P)H + 2-ketoglutarate glutamate biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.4.1.3 NAD(P)+ + H2O + L-glutamate = ammonia + NAD(P)H + 2-ketoglutarate glutamate degradation X
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.4.7.1 2 a reduced ferredoxin + 2-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate glutamate biosynthesis V
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.4.7.1 2 a reduced ferredoxin + 2-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate ammonia assimilation cycle II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.- tetrahydrodipicolinate + L-glutamate + H2O = L,L-diaminopimelate + 2-ketoglutarate lysine biosynthesis VI
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.9 imidazole acetol-phosphate + L-glutamate = L-histidinol-phosphate + 2-ketoglutarate histidine biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + diphosphate + L-glutamate purine nucleotides de novo biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.17 10-formyl-tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = 10-formyl-tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate folate polyglutamylation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.17 10-formyl-tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = 10-formyl-tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate formylTHF biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.17 methylene-H4PteGlu(n) + L-glutamate + ATP = methylene-H4PteGlu(n+1) + ADP + phosphate folate polyglutamylation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.17 tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate folate polyglutamylation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.17 tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate formylTHF biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 RXN-8953 GDP-4-dehydro-6-deoxy-D-mannose + L-glutamate + H2O = GDP-D-perosamine + 2-ketoglutarate GDP-alpha-D-perosamine biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.79 prephenate + L-glutamate = L-arogenate + 2-ketoglutarate phenylalanine biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tRNA charging pathway
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tetrapyrrole biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 RXN-974 L-serine + 2-ketoglutarate = L-glutamate + hydroxypyruvate photorespiration
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.4 L-glutamate + glyoxylate = 2-ketoglutarate + glycine photorespiration
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ pyridine nucleotide cycling (plants)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.13 L-ornithine + 2-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde proline biosynthesis V (from arginine)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = L-glutamate + ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine purine nucleotides de novo biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-glutamate + 2-keto-isovalerate = L-valine + 2-ketoglutarate valine biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-glutamate + 2-keto-3-methyl-valerate = L-isoleucine + 2-ketoglutarate isoleucine biosynthesis from threonine
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-leucine + 2-ketoglutarate = L-glutamate + 2-ketoisocaproate leucine degradation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-leucine + 2-ketoglutarate = L-glutamate + 2-ketoisocaproate leucine biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP purine nucleotides de novo biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 4.1.3.27 chorismate + L-glutamine = L-glutamate + anthranilate + pyruvate tryptophan biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.2 2-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.2 2-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine degradation II (to D-lactate)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.19 2-ketoglutarate + 4-aminobutyrate = L-glutamate + succinate semialdehyde glutamate degradation III (via 4-aminobutyrate)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.4.2 ATP + UTP + L-glutamine + H2O = ADP + phosphate + CTP + L-glutamate pyrimidine ribonucleotides interconversion
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.1 L-aspartate + 2-ketoglutarate = L-glutamate + oxaloacetate aspartate degradation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.1 L-aspartate + 2-ketoglutarate = L-glutamate + oxaloacetate aspartate biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.52 L-glutamate + 3-phospho-hydroxypyruvate = 3-phospho-serine + 2-ketoglutarate serine biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.4 L-glutamine + L-aspartate + ATP + H2O = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)C(N)CCC(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.4.2.- phosphoribulosylformimino-AICAR-P + L-glutamine = L-glutamate + D-erythro-imidazole-glycerol-phosphate + aminoimidazole carboxamide ribonucleotide histidine biosynthesis I
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(=O)(O)C(C)N LIGAND-CPD:C00041*CAS:56-41-7 2.6.1.2 2-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine biosynthesis II
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(=O)(O)C(C)N LIGAND-CPD:C00041*CAS:56-41-7 2.6.1.2 2-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine degradation II (to D-lactate)
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(=O)(O)C(C)N LIGAND-CPD:C00041*CAS:56-41-7 2.3.1.47 pimeloyl-CoA + L-alanine = CO2 + coenzyme A + 7-keto-8-aminopelargonate biotin biosynthesis II
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(=O)(O)C(C)N LIGAND-CPD:C00041*CAS:56-41-7 6.1.1.7 tRNAala + L-alanine + ATP = L-alanyl-tRNAala + diphosphate + AMP tRNA charging pathway
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(=O)(O)C(C)N LIGAND-CPD:C00041*CAS:56-41-7 2.8.1.7 a protein L-cysteine + L-cysteine = L-alanine + protein-S-sulfanylcysteine alanine biosynthesis III
aminoimidazole carboxamide ribonucleotide Z-nucleotide*AICAR*AICA ribonucleotide*5'-phosphoribosyl-5-amino-4-imidazole carboxamide*5-amino-4-imidazolecarboxamide ribotide*5'-P-ribosyl-5-amino-4-imidazole carboxamide*5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide 338.213 C9 H15 N4 O8 P1 C(OP(=O)(O)O)[CH]1(O[CH]([CH](O)[CH](O)1)n2(c(N)c(C(=O)N)nc2)) LIGAND-CPD:C04677*CAS:3031-94-5 2.1.2.3 10-formyl-tetrahydrofolate + aminoimidazole carboxamide ribonucleotide = tetrahydrofolate + phosphoribosyl-formamido-carboxamide purine nucleotides de novo biosynthesis II
aminoimidazole carboxamide ribonucleotide Z-nucleotide*AICAR*AICA ribonucleotide*5'-phosphoribosyl-5-amino-4-imidazole carboxamide*5-amino-4-imidazolecarboxamide ribotide*5'-P-ribosyl-5-amino-4-imidazole carboxamide*5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide 338.213 C9 H15 N4 O8 P1 C(OP(=O)(O)O)[CH]1(O[CH]([CH](O)[CH](O)1)n2(c(N)c(C(=O)N)nc2)) LIGAND-CPD:C04677*CAS:3031-94-5 4.3.2.2 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole = fumarate + aminoimidazole carboxamide ribonucleotide purine nucleotides de novo biosynthesis II
aminoimidazole carboxamide ribonucleotide Z-nucleotide*AICAR*AICA ribonucleotide*5'-phosphoribosyl-5-amino-4-imidazole carboxamide*5-amino-4-imidazolecarboxamide ribotide*5'-P-ribosyl-5-amino-4-imidazole carboxamide*5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide 338.213 C9 H15 N4 O8 P1 C(OP(=O)(O)O)[CH]1(O[CH]([CH](O)[CH](O)1)n2(c(N)c(C(=O)N)nc2)) LIGAND-CPD:C04677*CAS:3031-94-5 2.4.2.- phosphoribulosylformimino-AICAR-P + L-glutamine = L-glutamate + D-erythro-imidazole-glycerol-phosphate + aminoimidazole carboxamide ribonucleotide histidine biosynthesis I
2-C-methyl-D-erythritol-4-phosphate MEP 216.127 C5 H13 O7 P1 C(OP(O)(=O)O)C(O)C(O)(C)CO LIGAND-CPD:C11434 1.1.1.267 1-deoxy-D-xylulose 5-phosphate + NADPH = 2-C-methyl-D-erythritol-4-phosphate + NADP+ methylerythritol phosphate pathway
2-C-methyl-D-erythritol-4-phosphate MEP 216.127 C5 H13 O7 P1 C(OP(O)(=O)O)C(O)C(O)(C)CO LIGAND-CPD:C11434 2.7.7.60 2-C-methyl-D-erythritol-4-phosphate + CTP = 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + diphosphate methylerythritol phosphate pathway
5-methylthioribose-1-phosphate S5-methyl-5-thio-D-ribose-1-phosphate*5-methylthio-D-ribose-1-phosphate*5-MTR-1-P*1-phosphomethylthioribose*1-phospho-5-S-methylthioribose*1-PMTR*1-phospho-5-S-methylthio-α-D-ribofuranoside*S-methyl-5-thio-α-D-ribose 1-phosphate*S-methyl-5-thio-D-ribose 1-phosphate 260.198 C6 H13 O7 P1 S1 C1(OC(CSC)C(O)C(O)1)(OP(O)(=O)O) PUBCHEM:440251*LIGAND-CPD:C04188 5.3.1.23 5-methylthioribose-1-phosphate = 5-methylthioribulose-1-phosphate methionine salvage pathway
5-methylthioribose-1-phosphate S5-methyl-5-thio-D-ribose-1-phosphate*5-methylthio-D-ribose-1-phosphate*5-MTR-1-P*1-phosphomethylthioribose*1-phospho-5-S-methylthioribose*1-PMTR*1-phospho-5-S-methylthio-α-D-ribofuranoside*S-methyl-5-thio-α-D-ribose 1-phosphate*S-methyl-5-thio-D-ribose 1-phosphate 260.198 C6 H13 O7 P1 S1 C1(OC(CSC)C(O)C(O)1)(OP(O)(=O)O) PUBCHEM:440251*LIGAND-CPD:C04188 2.7.1.100 ATP + S-methyl-5-thio-D-ribose = ADP + 5-methylthioribose-1-phosphate methionine salvage pathway
FMN flavin mononucleotide 456.348 C17 H21 N4 O9 P1 C1(c2(c(=NC(=O)N1)n(c3(c(n2)cc(C)c(c3)C))CC(O)C(O)C(O)COP(=O)(O)O))(=O) PUBCHEM:710*LIGAND-CPD:C00061*CAS:146-17-8 2.7.7.2 FMN + ATP = FAD + diphosphate flavin biosynthesis
FMN flavin mononucleotide 456.348 C17 H21 N4 O9 P1 C1(c2(c(=NC(=O)N1)n(c3(c(n2)cc(C)c(c3)C))CC(O)C(O)C(O)COP(=O)(O)O))(=O) PUBCHEM:710*LIGAND-CPD:C00061*CAS:146-17-8 2.7.1.26 riboflavin + ATP = FMN + ADP flavin biosynthesis
Mg-protoporphyrin monomethyl ester magnesium-protoporphyrin IX 13-monomethyl ester*Mg-protoporphyrin monomethyl ester*magnesium protoporphyrin monomethyl ester*MgPMME*magnesium-protoporphyrin IX 13-methyl ester*MgP monomethyl ester 598.983 C35 H34 N4 O4 MG1 Cc6(c(CCC(=O)OC)c1(n7([Mg]35(n4(c(C=C2(C(C)=C(C(C=1)=N23)CCC(O)=O))c(C)c(C=C)c4C=C8(N5=C(C=c67)C(C=C)=C(C)8)))))) 1.14.13.81 Mg-protoporphyrin monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis I
Mg-protoporphyrin monomethyl ester magnesium-protoporphyrin IX 13-monomethyl ester*Mg-protoporphyrin monomethyl ester*magnesium protoporphyrin monomethyl ester*MgPMME*magnesium-protoporphyrin IX 13-methyl ester*MgP monomethyl ester 598.983 C35 H34 N4 O4 MG1 Cc6(c(CCC(=O)OC)c1(n7([Mg]35(n4(c(C=C2(C(C)=C(C(C=1)=N23)CCC(O)=O))c(C)c(C=C)c4C=C8(N5=C(C=c67)C(C=C)=C(C)8)))))) 2.1.1.11 Mg-protoporphyrin + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + Mg-protoporphyrin monomethyl ester chlorophyllide a biosynthesis I
histidinol histidol*histidinol*L-histidinol 141.172 C6 H11 N3 O1 c1(c(nc[nH]1)CC(N)CO) LIGAND-CPD:C00860*CAS:501-28-0 1.1.1.23 histidinol + NAD+ = histidinal + NADH histidine biosynthesis I
histidinol histidol*histidinol*L-histidinol 141.172 C6 H11 N3 O1 c1(c(nc[nH]1)CC(N)CO) LIGAND-CPD:C00860*CAS:501-28-0 3.1.3.15 L-histidinol-phosphate + H2O = histidinol + phosphate histidine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.2 (1,4-alpha-D-glucosyl)(n+1) + H2O = (1,4-alpha-D-glucosyl)(n-1) + alpha-maltose starch degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine S-adenosylmethionine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine methionine degradation I (to homocysteine)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine S-adenosyl-L-methionine cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.11 fructose-1,6-bisphosphate + H2O = fructose-6-phosphate + phosphate Calvin-Benson-Bassham cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.11 fructose-1,6-bisphosphate + H2O = fructose-6-phosphate + phosphate glycolysis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.11 fructose-1,6-bisphosphate + H2O = fructose-6-phosphate + phosphate gluconeogenesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.4.1.11 L-methionine + H2O = methanethiol + ammonia + 2-oxobutanoate methionine degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.2.6 S-lactoyl-glutathione + H2O = glutathione + D-lactate methylglyoxal degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.15 1,4-alpha-D-galacturonosyl + H2O = 1,4-alpha-D-galacturonosyl homogalacturonan degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.3 cis-aconitate + H2O = D-isocitrate + D-isocitrate TCA cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.53 N-carbamoylputrescine + H2O = putrescine + CO2 + ammonia putrescine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.4 L-glutamine + L-aspartate + ATP + H2O = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.4.3 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + a protein dithiol = 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H2O + a protein disulfide methylerythritol phosphate pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.4 (1-4-beta-D-glucan)(m+n) + H2O = (1-4-beta-D-glucan)(m) + (1-4-beta-D-glucan)(n) cellulose biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.9 D-glyceraldehyde-3-phosphate + NADP+ + H2O = 3-phosphoglycerate + NADPH glycolysis IV (plant cytosol)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ salvage pathways of adenine, hypoxanthine, and their nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ purine degradation I (aerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.37 H2O + D-sedoheptulose-1,7-bisphosphate = phosphate + D-sedoheptulose-7-phosphate Calvin-Benson-Bassham cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine homocysteine and cysteine interconversion
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.4.2 ATP + UTP + L-glutamine + H2O = ADP + phosphate + CTP + L-glutamate pyrimidine ribonucleotides interconversion
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.4.4 a phosphatidylcholine + H2O = an L-phosphatidate + choline phospholipases
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-5216 2-O-(6-phospho-alpha-mannosyl)-D-glycerate + H2O = D-mannose-6-phosphate + D-glycerate 2-O-alpha-mannosyl-D-glycerate degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.3.1 O-phospho-L-homoserine + H2O = phosphate + L-threonine threonine biosynthesis from homoserine
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.3 a triacylglycerol + H2O = a diacylglycerol + a fatty acid triacylglycerol degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 PSII-RXN 2 H2O = 4 H+ + 4 e- + O2 photosynthesis, light reaction
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.3.1.1 S-adenosyl-L-homocysteine + H2O = L-homocysteine + adenosine methionine degradation I (to homocysteine)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.3.1.1 S-adenosyl-L-homocysteine + H2O = L-homocysteine + adenosine S-adenosyl-L-methionine cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.4 a phosphatidylcholine + H2O = a 1-acyl-2-lyso-glycerophosphocholine + linolenate jasmonic acid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.32 a phosphatidylcholine + H2O = a 1-lyso-2-acyl-sn-glycero-3-phosphocholine + a carboxylate phospholipases
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH UDP-D-xylose biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH galactose degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.2.12 S-formylglutathione + H2O = formate + glutathione formaldehyde oxidation II (glutathione-dependent)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine degradation I (aerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine nucleotides de novo biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.4.1.4 ammonia + 2-ketoglutarate + NADPH = L-glutamate + H2O + NADP+ glutamate biosynthesis III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.4.1.4 ammonia + 2-ketoglutarate + NADPH = L-glutamate + H2O + NADP+ nitrate reduction V (assimilatory)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + 2-ketoglutarate alanine degradation II (to D-lactate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + 2-ketoglutarate glutamate degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.4.1.3 NAD(P)+ + H2O + L-glutamate = ammonia + NAD(P)H + 2-ketoglutarate glutamate biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.4.1.3 NAD(P)+ + H2O + L-glutamate = ammonia + NAD(P)H + 2-ketoglutarate glutamate degradation X
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.6.1.- tetrahydrodipicolinate + L-glutamate + H2O = L,L-diaminopimelate + 2-ketoglutarate lysine biosynthesis VI
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 GMP + H2O = guanosine + phosphate salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 GMP + H2O = guanosine + phosphate purine degradation I (aerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 inosine-5'-phosphate + H2O = inosine + phosphate salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 inosine-5'-phosphate + H2O = inosine + phosphate purine degradation I (aerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 AMP + H2O = adenosine + phosphate salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.18 H2O + 2-phosphoglycolate = glycolate + phosphate photorespiration
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.1.1.39 D-ribulose-1,5-bisphosphate + CO2 + H2O = 2 3-phosphoglycerate + 2 H+ Calvin-Benson-Bassham cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.1.1.39 D-ribulose-1,5-bisphosphate + CO2 + H2O = 2 3-phosphoglycerate + 2 H+ Rubisco shunt
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.10 phosphoribosyl-formamido-carboxamide = inosine-5'-phosphate + H2O purine nucleotides de novo biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP purine nucleotides de novo biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.3.3.9 acetyl-CoA + H2O + glyoxylate = malate + coenzyme A glycolate and glyoxylate degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.55 D-arabinose 5-phosphate + H2O + phosphoenolpyruvate = 3-deoxy-D-manno-octulosonate 8-P + phosphate CMP-KDO biosynthesis II (from D-arabinose 5-phosphate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.11 methylesterified 1,4-alpha-D-galacturonosyl + H2O = 1,4-alpha-D-galacturonosyl + methanol homogalacturonan degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.25 3 H2O + GTP = diphosphate + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate + formate flavin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia purine degradation I (aerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.2.2 H2O + dihydrouracil = 3-ureidopropionate beta-alanine biosynthesis III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.6 H2O + 3-ureidopropionate = ammonia + CO2 + beta-alanine beta-alanine biosynthesis III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.3.3.13 2-keto-isovalerate + acetyl-CoA + H2O = 2-isopropylmalate + coenzyme A leucine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.54 phosphoenolpyruvate + D-erythrose-4-phosphate + H2O = 3-deoxy-D-arabino-heptulosonate-7-phosphate + phosphate chorismate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = L-glutamate + ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine purine nucleotides de novo biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate pentose phosphate pathway (oxidative branch)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP glycolysis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP gluconeogenesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.4 an L-phosphatidate + H2O = a 1,2-diacylglycerol + phosphate triacylglycerol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-902 hypoxanthine + H2O = 2 H+ + xanthine salvage pathways of adenine, hypoxanthine, and their nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.3 H2O + guanine = ammonia + xanthine salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.3 H2O + guanine = ammonia + xanthine purine degradation I (aerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-6321 5,10-methenyltetrahydrofolate + H2O = 5-formyl-tetrahydrofolate formylTHF biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.9 H2O + 5,10-methenyltetrahydrofolate = 10-formyl-tetrahydrofolate formylTHF biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.20 citrulline + H2O = L-ornithine + CO2 + ammonia proline biosynthesis V (from arginine)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.6 H2O + L-arginine = ammonia + citrulline proline biosynthesis V (from arginine)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ purine degradation I (aerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.1 guanosine + H2O = guanine + D-ribose salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.1 guanosine + H2O = guanine + D-ribose purine degradation I (aerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.15 H2O + guanosine = ammonia + xanthosine salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.15 H2O + guanosine = ammonia + xanthosine purine degradation I (aerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.1 xanthosine + H2O = xanthine + D-ribose salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.1 xanthosine + H2O = xanthine + D-ribose purine degradation I (aerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate purine degradation I (aerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose purine degradation I (aerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.7 H2O + adenosine = D-ribose + adenine salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.26 sucrose + H2O = alpha-D-glucose + fructose sucrose degradation III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.24 sucrose-6-phosphate + H2O = sucrose + phosphate sucrose biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.5.4 2 H2O + 3-cyano-L-alanine = ammonia + L-aspartate asparagine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.26 H2O + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate = 5-amino-6-(5'-phosphoribosylamino)uracil + ammonia flavin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RIBOPHOSPHAT-RXN 5-amino-6-(5'-phosphoribitylamino)uracil + H2O = 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + phosphate flavin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.3 3-phospho-serine + H2O = L-serine + phosphate serine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 R83-RXN 2-hydroxy-3-keto-5-methylthio-1-phosphopentene + H2O = 1,2-dihydroxy-3-keto-5-methylthiopentene + phosphate methionine salvage pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.16 S-methyl-5'-thioadenosine + H2O = S-methyl-5-thio-D-ribose + adenine methionine salvage pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.45 3-deoxy-D-manno-octulosonate 8-P + H2O = 3-deoxy-D-manno-octulosonate + phosphate CMP-KDO biosynthesis II (from D-arabinose 5-phosphate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.75 phosphoryl-choline + H2O = choline + phosphate choline biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.- nicotinate nucleotide + H2O = nicotinate + D-ribose-5-phosphate pyridine nucleotide cycling (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.1 nicotinamide riboside + H2O = nicotinamide + D-ribose pyridine nucleotide cycling (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 nicotinamide mononucleotide + H2O = nicotinamide riboside + phosphate pyridine nucleotide cycling (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ pyridine nucleotide cycling (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.14 nicotinamide mononucleotide + H2O = D-ribose-5-phosphate + nicotinamide pyridine nucleotide cycling (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.19 nicotinamide + H2O = ammonia + nicotinate pyridine nucleotide cycling (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP pyridine nucleotide cycling (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.19 phosphoribosyl-AMP + H2O = phosphoribosylformiminoAICAR-phosphate histidine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.6.1.31 phosphoribosyl-ATP + H2O = phosphoribosyl-AMP + diphosphate histidine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.15 L-histidinol-phosphate + H2O = histidinol + phosphate histidine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.20 alpha-maltose + H2O = 2 alpha-D-glucose starch degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.7.1.4 3 NAD(P)H + nitrite = 3 NAD(P)+ + ammonium hydroxide + H2O nitrate reduction V (assimilatory)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.7.1.3 nitrate + NADPH = nitrite + H2O + NADP+ nitrate reduction V (assimilatory)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.4 H2O + adenosine = ammonia + inosine salvage pathways of adenine, hypoxanthine, and their nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.- NADPH + H2O = NADH + phosphate NAD/NADH phosphorylation and dephosphorylation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.- H2O + NADP+ = NAD+ + phosphate NAD/NADH phosphorylation and dephosphorylation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.17 H2O + a trans-2-enoyl-CoA = a (3S)-3-hydroxyacyl-CoA fatty acid beta-oxidation II (core pathway)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.3 acetaldehyde + NAD+ + H2O = NADH + acetate oxidative ethanol degradation III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + phosphate + ADP + 2 H+ chlorophyllide a biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.4.3 a phosphatidylcholine + H2O = phosphoryl-choline + a 1,2-diacylglycerol phospholipases
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.4 a phosphatidylcholine + H2O = a 1-acyl-2-lyso-glycerophosphocholine + a carboxylate phospholipases
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.4.11 1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + H2O = a 1,2-diacylglycerol + D-myo-inositol (1,4,5)-trisphosphate phospholipases
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine putrescine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate glutamate degradation III (via 4-aminobutyrate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.5 H2O + cytidine = ammonia + uridine salvage pathways of pyrimidine ribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.1 H2O + cytosine = ammonia + uracil salvage pathways of pyrimidine ribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.8.7.1 sulfite + 3 a reduced ferredoxin = hydrogen sulfide + 3 an oxidized ferredoxin + 3 H2O sulfate reduction II (assimilatory)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7679 7-hydroxy-chlorophyll a + H2O + NADP+ = chlorophyll a + O2 + NADPH chlorophyll cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7678 chlorophyll b + 2 H2O + NADP+ = 7-hydroxy-chlorophyll a + O2 + NADPH chlorophyll cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.- a diacylglycerol + H2O = 2-monoacylglycerol + a fatty acid triacylglycerol degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.23 H2O + 1-monoacylglycerol = a fatty acid + glycerol triacylglycerol degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-8387 psoralen + NADPH + H2O = bergaptol + NADP+ linear furanocoumarin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-8953 GDP-4-dehydro-6-deoxy-D-mannose + L-glutamate + H2O = GDP-D-perosamine + 2-ketoglutarate GDP-alpha-D-perosamine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine homocysteine and cysteine interconversion
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXNQT-4141 GDP-L-galactose + H2O = L-galactose-1-phosphate + GMP L-ascorbate biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXNQT-4142 L-galactose-1-phosphate + H2O = L-galactose + phosphate L-ascorbate biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 ADDALT-RXN ammonia + deoxyinosine = H2O + deoxyadenosine salvage pathways of adenine, hypoxanthine, and their nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.4 AMP + H2O = D-ribose-5-phosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.61 H2O + 4 porphobilinogen = 4 ammonia + hydroxymethylbilane tetrapyrrole biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.3.3.10 acetoacetyl-CoA + H2O + acetyl-CoA = coenzyme A + 3-hydroxy-3-methyl-glutaryl-CoA mevalonate pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-9153 trichloroethylene + H2O = trichloroethanol trichloroethylene degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-9155 trichloroethanol + NADPH + O2 + H+ = trichloroacetate + NADP+ + H2O trichloroethylene degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 QUINOLINATE-SYNTHA-RXN iminoaspartate + dihydroxy-acetone phosphate = quinolinate + 2 H2O + phosphate NAD biosynthesis I (from aspartate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-5721 2-amino-3-carboxymuconate semialdehyde = quinolinate + H2O NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.75 hydroxymethylbilane = uroporphyrinogen-III + H2O tetrapyrrole biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.22 L-homocysteine + L-serine = H2O + cystathionine homocysteine and cysteine interconversion
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-8504 13-HPOD = etheroleate + H2O divinyl ether biosynthesis II (13-LOX)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-8383 demethylsuberosin + O2 + NADPH = marmesin + NADP+ + H2O linear furanocoumarin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.102 marmesin + NADPH + H+ + O2 = psoralen + NADP+ + acetone + 2 H2O linear furanocoumarin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = dimethylallyl-diphosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = isopentenyl diphosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.13.12.14 chlorophyllide a + O2 + NADPH = 7-hydroxy-chlorophyllide a + H2O + NADP+ chlorophyll cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.13.12.14 7-hydroxy-chlorophyllide a + O2 + NADPH = chlorophyllide b + 2 H2O + NADP+ chlorophyll cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.13.99.1 O2 + myo-inositol = H2O + glucuronate UDP-D-glucuronate biosynthesis (from myo-inositol)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.92 13-HPOT = H2O + 12,13(S)-epoxylinolenate jasmonic acid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.3.3.4 protoporphyrinogen IX + 1.5 O2 = protoporphyrin IX + 3 H2O heme biosynthesis from uroporphyrinogen I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.3.3.4 protoporphyrinogen IX + 1.5 O2 = protoporphyrin IX + 3 H2O chlorophyllide a biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + 2 H2O chlorophyllide a biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.81 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + 2 H2O chlorophyllide a biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.81 Mg-protoporphyrin monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7797 a plant ceramide (I) + NAD(P)H = a plant ceramide (III) + NAD(P)+ + H2O sphingolipid biosynthesis (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-8888 ammonium hydroxide = ammonia + H2O nitrate reduction V (assimilatory)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.1.1.48 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate = indole-3-glycerol-phosphate + CO2 + H2O tryptophan biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.20 indole + L-serine = L-tryptophan + H2O tryptophan biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O phenylpropanoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O phenylpropanoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O phenylpropanoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 R145-RXN 5-methylthioribulose-1-phosphate = 2,3-diketo-5-methylthio-1-phosphopentane + H2O methionine salvage pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 LUMAZINESYN-RXN 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + 3,4-dihydroxy-2-butanone-4-P = 6,7-dimethyl-8-(1-D-ribityl)lumazine + phosphate + 2 H2O flavin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.3.1.170 4-coumaroyl-CoA + 3 malonyl-CoA + NADPH = isoliquiritigenin + 4 coenzyme A + 3 CO2 + NADP+ + H2O flavonoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.18 H2O + 3-methylglutaconyl-CoA = 3-hydroxy-3-methyl-glutaryl-CoA leucine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.9 2,3-dihydroxy-3-methylvalerate = 2-keto-3-methyl-valerate + H2O isoleucine biosynthesis from threonine
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.9 2,3-dihydroxy-isovalerate = 2-keto-isovalerate + H2O valine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 RXN1F-143 GA12 + O2 = GA53 + H2O gibberellin biosynthesis III (early C-13 hydroxylation)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate proline biosynthesis V (from arginine)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.10 3-dehydroquinate = H2O + 3-dehydro-shikimate chorismate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.33 H2O + 2-isopropylmalate = isopropylmaleate + H2O leucine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.33 isopropylmaleate + H2O = 3-isopropylmalate leucine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 gluconeogenesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.- GA37 + 2-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.- GA15 + 2-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 3.13.1.1 sulfite + UDP-D-glucose = UDP-sulfoquinovose + H2O sulfolipid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + diphosphate + L-glutamate purine nucleotides de novo biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.19 D-erythro-imidazole-glycerol-phosphate = imidazole acetol-phosphate + H2O histidine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.52 pyruvate + L-aspartate-semialdehyde = 2 H2O + L-2,3-dihydrodipicolinate lysine biosynthesis VI
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.-.- sphinganine + O2 + NADPH = 4-hydroxysphinganine + H2O + NADP+ sphingolipid biosynthesis (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.9.3.1 O2 + 4 reduced cytochrome c = 2 H2O + 4 oxidized cytochrome c aerobic respiration -- electron donor II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O heme biosynthesis from uroporphyrinogen I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O chlorophyllide a biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.76 UDP-D-glucose = H2O + UDP-4-dehydro-6-deoxy-D-glucose UDP-L-rhamnose biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.47 GDP-D-mannose = H2O + GDP-4-dehydro-6-deoxy-D-mannose GDP-alpha-D-perosamine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.47 GDP-D-mannose = H2O + GDP-4-dehydro-6-deoxy-D-mannose GDP-L-fucose biosynthesis I (from GDP-D-mannose)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.93 (+)-abscisate + NADPH + O2 = 8'-hydroxyabscisate + NADP+ + H2O phaseic acid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.91 L-arogenate = CO2 + H2O + L-phenylalanine phenylalanine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.24 2 5-amino-levulinate = 2 H2O + porphobilinogen tetrapyrrole biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O glycine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O photorespiration
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O folate polyglutamylation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 2.1.2.1 L-serine + tetrahydrofolate = 5,10-methylene-THF + glycine + H2O formylTHF biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.65 H2O + 3-cyano-L-alanine = L-asparagine asparagine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.2 fumarate + H2O = malate TCA cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.11.1.6 2 H2O2 = 2 H2O + O2 removal of superoxide radicals
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 1.11.1.6 ethanol + H2O2 = 2 H2O + acetaldehyde oxidative ethanol degradation III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis IV (plant cytosol)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O Rubisco shunt
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O gluconeogenesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] PUBCHEM:962*LIGAND-CPD:C00001*CHEBI:15377*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.3 citrate = cis-aconitate + H2O TCA cycle
13-HPOD (9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoate*13(S)-hydroperoxyoctadeca-9,11-dienoate 312.448 C18 H32 O4 CCCCCC(OO)C=CC=CCCCCCCCC(O)=O HYDROHEX-RXN 13-HPOD = 12-oxo-cis-9-dodecenoate + hexanal 13-LOX and 13-HPL pathway
13-HPOD (9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoate*13(S)-hydroperoxyoctadeca-9,11-dienoate 312.448 C18 H32 O4 CCCCCC(OO)C=CC=CCCCCCCCC(O)=O RXN-8504 13-HPOD = etheroleate + H2O divinyl ether biosynthesis II (13-LOX)
13-HPOD (9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoate*13(S)-hydroperoxyoctadeca-9,11-dienoate 312.448 C18 H32 O4 CCCCCC(OO)C=CC=CCCCCCCCC(O)=O 1.13.11.12 linoleate + O2 = 13-HPOD divinyl ether biosynthesis II (13-LOX)
13-HPOD (9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoate*13(S)-hydroperoxyoctadeca-9,11-dienoate 312.448 C18 H32 O4 CCCCCC(OO)C=CC=CCCCCCCCC(O)=O 1.13.11.12 linoleate + O2 = 13-HPOD 13-LOX and 13-HPL pathway
deoxyinosine 2-deoxyinosine 252.229 C10 H12 N4 O4 c1(=O)(c2(c(nc[nH]1)n(cn2)[CH]3(O[CH]([CH]([CH2]3)O)CO))) CAS:890-38-0*LIGAND-CPD:C05512 DEOXYINOPHOSPHOR-RXN hypoxanthine + deoxyribose-1-phosphate = deoxyinosine + phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
deoxyinosine 2-deoxyinosine 252.229 C10 H12 N4 O4 c1(=O)(c2(c(nc[nH]1)n(cn2)[CH]3(O[CH]([CH]([CH2]3)O)CO))) CAS:890-38-0*LIGAND-CPD:C05512 ADDALT-RXN ammonia + deoxyinosine = H2O + deoxyadenosine salvage pathways of adenine, hypoxanthine, and their nucleosides
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.7 5-phosphoribosyl 1-pyrophosphate + adenine = AMP + diphosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.7 5-phosphoribosyl 1-pyrophosphate + adenine = AMP + diphosphate salvage pathways of purine nucleosides II (plant)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + diphosphate + nicotinate nucleotide NAD biosynthesis I (from aspartate)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + diphosphate + nicotinate nucleotide NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.9 5-phosphoribosyl 1-pyrophosphate + uracil = diphosphate + UMP salvage pathways of pyrimidine ribonucleotides
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.1.90 fructose-6-phosphate + diphosphate = phosphate + fructose-1,6-bisphosphate glycolysis IV (plant cytosol)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.11 nicotinate + 5-phosphoribosyl 1-pyrophosphate = nicotinate nucleotide + diphosphate pyridine nucleotide cycling (plants)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.18 anthranilate + 5-phosphoribosyl 1-pyrophosphate = N-(5'-phosphoribosyl)-anthranilate + diphosphate tryptophan biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + diphosphate + L-glutamate purine nucleotides de novo biosynthesis II
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = diphosphate + inosine-5'-phosphate salvage pathways of purine nucleosides II (plant)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.17 ATP + 5-phosphoribosyl 1-pyrophosphate = phosphoribosyl-ATP + diphosphate histidine biosynthesis I
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.18 tRNAgln + L-glutamine + ATP = L-glutaminyl-tRNAgln + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.9 tRNAval + L-valine + ATP = L-valyl-tRNAval + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.7 tRNAala + L-alanine + ATP = L-alanyl-tRNAala + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.1 L-tyrosine + tRNAtyr + ATP = L-tyrosyl-tRNAtyr + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.2 ATP + tRNAtrp + L-tryptophan = AMP + diphosphate + L-tryptophanyl-tRNAtrp tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.15 L-proline + tRNApro + ATP = L-prolyl-tRNApro + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.10 tRNAmet + L-methionine + ATP = L-methionyl-tRNAmet + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.20 octanoate + acyl carrier protein + ATP = octanoyl-ACP + AMP + diphosphate lipoate biosynthesis and incorporation I
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 RXN-2761 homogentisate + solanyl pyrophosphate = 2-methyl-6-solanyl-1,4-benzoquinone + CO2 + diphosphate plastoquinone biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 RXN-2541 homogentisate + phytyl diphosphate = 2-methyl-6-phytyl-1,4-benzoquinone + CO2 + diphosphate vitamin E biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tetrapyrrole biosynthesis I
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 HYPXPRIBOSYLTRAN-RXN 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = inosine-5'-phosphate + diphosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 RXN-8813 isopentenyl diphosphate + all-trans-geranyl-geranyl diphosphate = geranylfarnesyl diphosphate + diphosphate octaprenyl diphosphate biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.33 geranylfarnesyl diphosphate + isopentenyl diphosphate = all-trans-hexaprenyl diphosphate + diphosphate octaprenyl diphosphate biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.30 all-trans-hexaprenyl diphosphate + isopentenyl diphosphate = all-trans-heptaprenyl diphosphate + diphosphate octaprenyl diphosphate biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.29 isopentenyl diphosphate + (E,E)-farnesyl diphosphate = all-trans-geranyl-geranyl diphosphate + diphosphate octaprenyl diphosphate biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.29 isopentenyl diphosphate + (E,E)-farnesyl diphosphate = all-trans-geranyl-geranyl diphosphate + diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.60 2-C-methyl-D-erythritol-4-phosphate + CTP = 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + diphosphate methylerythritol phosphate pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.3 pantetheine 4'-phosphate + ATP = dephospho-CoA + diphosphate coenzyme A biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + diphosphate + CMP coenzyme A biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 3.6.1.31 phosphoribosyl-ATP + H2O = phosphoribosyl-AMP + diphosphate histidine biosynthesis I
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD NAD biosynthesis I (from aspartate)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD pyridine nucleotide cycling (plants)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ pyridine nucleotide cycling (plants)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.38 3-deoxy-D-manno-octulosonate + CTP = CMP-3-deoxy-D-manno-octulosonate + diphosphate CMP-KDO biosynthesis II (from D-arabinose 5-phosphate)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.2 FMN + ATP = FAD + diphosphate flavin biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = diphosphate + GMP salvage pathways of purine nucleosides II (plant)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose degradation III
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate galactose degradation II
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.10 alpha-D-galactose 1-phosphate + UTP = UDP-galactose + diphosphate galactose degradation II
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 3.5.4.25 3 H2O + GTP = diphosphate + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate + formate flavin biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + diphosphate + AMP phenylpropanoid biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + diphosphate + AMP flavonoid biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP salvage pathways of purine nucleosides II (plant)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP purine nucleotides de novo biosynthesis II
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.6 tRNAlys + L-lysine + ATP = L-lysyl-tRNAlys + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP oxidative ethanol degradation III
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP acetate conversion to acetyl-CoA
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.14 tRNAgly + glycine + ATP = glycyl-tRNAgly + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate activation for sulfonation
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate reduction II (assimilatory)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.44 alpha-D-glucuronate 1-phosphate + UTP = UDP-D-glucuronate + diphosphate UDP-D-glucuronate biosynthesis (from myo-inositol)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.- chlorophyllide a + all-trans-geranyl-geranyl diphosphate = geranylgeranyl-chlorophyll a + diphosphate chlorophyll a biosynthesis II
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.- chlorophyllide b + phytyl diphosphate = chlorophyll b + diphosphate chlorophyll cycle
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.62 chlorophyllide a + phytyl diphosphate = chlorophyll a + diphosphate chlorophyll a biosynthesis I
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.62 chlorophyllide a + phytyl diphosphate = chlorophyll a + diphosphate chlorophyll cycle
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.10 geranyl-diphosphate + isopentenyl diphosphate = diphosphate + (E,E)-farnesyl diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.10 geranyl-diphosphate + isopentenyl diphosphate = diphosphate + (E,E)-farnesyl diphosphate trans,trans-farnesyl diphosphate biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.1 dimethylallyl-diphosphate + isopentenyl diphosphate = diphosphate + geranyl-diphosphate geranyldiphosphate biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.1 dimethylallyl-diphosphate + isopentenyl diphosphate = diphosphate + geranyl-diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.1 dimethylallyl-diphosphate + isopentenyl diphosphate = diphosphate + geranyl-diphosphate trans,trans-farnesyl diphosphate biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.- umbelliferone + dimethylallyl-diphosphate = demethylsuberosin + diphosphate linear furanocoumarin biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 RXN-8992 all-trans-heptaprenyl diphosphate + isopentenyl diphosphate = diphosphate + all-trans-octaprenyl diphosphate octaprenyl diphosphate biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.3 tRNAthr + L-threonine + ATP = L-threonyl-tRNAthr + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.3 coenzyme A + a fatty acid + ATP = an acyl-CoA + diphosphate + AMP fatty acid beta-oxidation II (core pathway)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.13 alpha-D-mannose 1-phosphate + GTP = GDP-D-mannose + diphosphate GDP-mannose biosynthesis II
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + diphosphate CDP-diacylglycerol biosynthesis I
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + diphosphate CDP-diacylglycerol biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.5.4 L-glutamine + L-aspartate + ATP + H2O = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis I
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine S-adenosylmethionine biosynthesis
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine methionine degradation I (to homocysteine)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine S-adenosyl-L-methionine cycle
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.11 tRNAser + L-serine + ATP = L-seryl-tRNAser + diphosphate + AMP tRNA charging pathway
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + diphosphate glycogen biosynthesis I (from ADP-D-Glucose)
diphosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + diphosphate starch biosynthesis
nitrate NO3*NO3- 62.005 N1 O3 [N+]([O-])([O-])=O LIGAND-CPD:C00244*CAS:14797-55-8 1.7.1.3 nitrate + NADPH = nitrite + H2O + NADP+ nitrate reduction V (assimilatory)
phosphoribosylformiminoAICAR-phosphate 1-(5-Phosphoribosyl)-5-[(5-phosphoribosylamino)methylideneamino]imidazole-4-carboxamide*phosphoribosyl-formimino-aicar-P*phosphoribosylformiminoAICAR-P*5-(5-phospho-D-ribosyl-aminoformimino)-1-(5-phosphoribosyl)-imidazole4-carboxamide*5-(5'-phospho-D-ribosyl-aminoformimino)-1-(5-phosphoribosyl)-imidazole-4-carboxamide*N-5-phosphoribosyl-formimino-5-amino-imidazole-4-carboxamide ribonucleotide*N-(5'-phospho-D-ribosylformimino)-5-amino-1-(5''-phosphoribosyl)-4-imidazolecarboxamide 577.334 C15 H25 N5 O15 P2 C(OP(=O)(O)O)[CH]1(O[CH]([CH](O)[CH]1O)NC=Nc2(n(cnc2C(=O)N)[CH]3(O[CH]([CH](O)[CH](O)3)COP(=O)(O)O))) PUBCHEM:440534*LIGAND-CPD:C04896 5.3.1.16 phosphoribosylformiminoAICAR-phosphate = phosphoribulosylformimino-AICAR-P histidine biosynthesis I
phosphoribosylformiminoAICAR-phosphate 1-(5-Phosphoribosyl)-5-[(5-phosphoribosylamino)methylideneamino]imidazole-4-carboxamide*phosphoribosyl-formimino-aicar-P*phosphoribosylformiminoAICAR-P*5-(5-phospho-D-ribosyl-aminoformimino)-1-(5-phosphoribosyl)-imidazole4-carboxamide*5-(5'-phospho-D-ribosyl-aminoformimino)-1-(5-phosphoribosyl)-imidazole-4-carboxamide*N-5-phosphoribosyl-formimino-5-amino-imidazole-4-carboxamide ribonucleotide*N-(5'-phospho-D-ribosylformimino)-5-amino-1-(5''-phosphoribosyl)-4-imidazolecarboxamide 577.334 C15 H25 N5 O15 P2 C(OP(=O)(O)O)[CH]1(O[CH]([CH](O)[CH]1O)NC=Nc2(n(cnc2C(=O)N)[CH]3(O[CH]([CH](O)[CH](O)3)COP(=O)(O)O))) PUBCHEM:440534*LIGAND-CPD:C04896 3.5.4.19 phosphoribosyl-AMP + H2O = phosphoribosylformiminoAICAR-phosphate histidine biosynthesis I
coumaryl-alcohol 150.177 C9 H10 O2 C(O)C=Cc1(ccc(O)cc1) LIGAND-CPD:C02646 1.1.1.195 coumaraldehyde + NADPH = coumaryl-alcohol + NADP+ phenylpropanoid biosynthesis
pantothenate (R)-pantothenate*vitamin B5*pantothenic acid*D-pantothenic acid 219.237 C9 H17 N1 O5 CC(C)(CO)C(O)C(=O)NCCC(O)=O LIGAND-CPD:C00864*CAS:79-83-4 2.7.1.33 pantothenate + ATP = D-4'-phosphopantothenate + ADP coenzyme A biosynthesis
3,4-dihydroxy-2-butanone-4-P 3,4-dihydroxy-2-butanone-4-phosphate*tetrolose phosphate 184.085 C4 H9 O6 P1 CC(=O)C(O)COP(O)(O)=O LIGAND-CPD:C15556 LUMAZINESYN-RXN 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + 3,4-dihydroxy-2-butanone-4-P = 6,7-dimethyl-8-(1-D-ribityl)lumazine + phosphate + 2 H2O flavin biosynthesis
3,4-dihydroxy-2-butanone-4-P 3,4-dihydroxy-2-butanone-4-phosphate*tetrolose phosphate 184.085 C4 H9 O6 P1 CC(=O)C(O)COP(O)(O)=O LIGAND-CPD:C15556 DIOHBUTANONEPSYN-RXN D-ribulose-5-phosphate = 3,4-dihydroxy-2-butanone-4-P + formate flavin biosynthesis
tRNAGlu TRNA(GLT)*tRNAglt LIGAND-CPD:C01641 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tRNA charging pathway
tRNAGlu TRNA(GLT)*tRNAglt LIGAND-CPD:C01641 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tetrapyrrole biosynthesis I
tRNAGlu TRNA(GLT)*tRNAglt LIGAND-CPD:C01641 1.2.1.70 L-glutamyl-tRNAGlu + NADPH + H+ = glutamate-1-semialdehyde + NADP+ + tRNAGlu tetrapyrrole biosynthesis I
a deoxyribonucleic acid 2.1.1.37 a deoxyribonucleic acid + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + DNA containing 5-methylcytosine methionine degradation I (to homocysteine)
S-methyl-5'-thioadenosine methylthioadenosine*5'-methylthioadenosine*5'-S-methyl-5'-thioadenosine*MTA*S-methyl-adenosine 297.331 C11 H15 N5 O3 S1 C1(OC(CSC)C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00170*CAS:2457-80-9 3.2.2.16 S-methyl-5'-thioadenosine + H2O = S-methyl-5-thio-D-ribose + adenine methionine salvage pathway
S-methyl-5'-thioadenosine methylthioadenosine*5'-methylthioadenosine*5'-S-methyl-5'-thioadenosine*MTA*S-methyl-adenosine 297.331 C11 H15 N5 O3 S1 C1(OC(CSC)C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00170*CAS:2457-80-9 2.5.1.22 spermidine + S-adenosyl-L-methioninamine = spermine + S-methyl-5'-thioadenosine spermine biosynthesis
S-methyl-5'-thioadenosine methylthioadenosine*5'-methylthioadenosine*5'-S-methyl-5'-thioadenosine*MTA*S-methyl-adenosine 297.331 C11 H15 N5 O3 S1 C1(OC(CSC)C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00170*CAS:2457-80-9 2.5.1.16 putrescine + S-adenosyl-L-methioninamine = spermidine + S-methyl-5'-thioadenosine spermidine biosynthesis
a glucosylceramide a glucosylceramide C26 H50 N1 O8 R11 C([R1])C(=O)NC(COC1(OC(CO)C(O)C(O)C(O)1))C(O)CCCCCCCCCCCCCCC 2.4.1.80 a plant ceramide (I) + UDP-D-glucose = a glucosylceramide + UDP sphingolipid biosynthesis (plants)
a glucosylceramide a glucosylceramide C26 H50 N1 O8 R11 C([R1])C(=O)NC(COC1(OC(CO)C(O)C(O)C(O)1))C(O)CCCCCCCCCCCCCCC 2.4.1.- a plant ceramide (I) + an O-glucosylsterol = a glucosylceramide + a sterol sphingolipid biosynthesis (plants)
trichloroethylene TCE*trichloroethene 131.389 C(Cl)(Cl)=[CH]Cl LIGAND-CPD:C06790 RXN-9149 trichloroethylene = trichloroacetate trichloroethylene degradation
trichloroethylene TCE*trichloroethene 131.389 C(Cl)(Cl)=[CH]Cl LIGAND-CPD:C06790 RXN-9151 trichloroethylene = dichloroacetate trichloroethylene degradation
trichloroethylene TCE*trichloroethene 131.389 C(Cl)(Cl)=[CH]Cl LIGAND-CPD:C06790 RXN-9153 trichloroethylene + H2O = trichloroethanol trichloroethylene degradation
lipoamide acyltransferase N6-(dihydrolipoyl)lysine enzyme N6-(dihydrolipoyl)lysine 1.8.1.4 lipoamide acyltransferase N6-(dihydrolipoyl)lysine + NAD+ = lipoamide acyltransferase N6-(lipoyl)lysine + NADH + H+ branched-chain alpha-keto acid dehydrogenase complex
lipoamide acyltransferase N6-(dihydrolipoyl)lysine enzyme N6-(dihydrolipoyl)lysine 2.3.1.168 lipoamide acyltransferase N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine + coenzyme A = lipoamide acyltransferase N6-(dihydrolipoyl)lysine + isobutyryl-CoA branched-chain alpha-keto acid dehydrogenase complex
sulfur donor (S) S NCI:403664*CAS:7704-34-9 2.8.1.6 dethiobiotin + sulfur donor = 9-mercaptodethiobiotin biotin biosynthesis II
CDP cytidine-diphosphate*cytidine-5'-diphosphate 403.179 C9 H15 N3 O11 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00112*CAS:63-38-7 2.7.4.6 CDP + ATP = CTP + ADP salvage pathways of pyrimidine ribonucleotides
CDP cytidine-diphosphate*cytidine-5'-diphosphate 403.179 C9 H15 N3 O11 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00112*CAS:63-38-7 2.7.4.6 CDP + ATP = CTP + ADP pyrimidine ribonucleotides interconversion
CDP cytidine-diphosphate*cytidine-5'-diphosphate 403.179 C9 H15 N3 O11 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00112*CAS:63-38-7 2.7.4.14 ATP + CMP = ADP + CDP salvage pathways of pyrimidine ribonucleotides
CDP cytidine-diphosphate*cytidine-5'-diphosphate 403.179 C9 H15 N3 O11 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00112*CAS:63-38-7 2.7.1.108 dolichol + CTP = dolichyl-phosphate + CDP dolichyl-diphosphooligosaccharide biosynthesis
5-formyl-tetrahydrofolate 5-formyl-THF leucovorin*n5-formyltetrahydrofolate*n5-formyl-thf*N5-formyl-THF*5-formyl-H4F*5-formyl-THF*folinic acid*5-CHO-THF*folinate*formyl-H4F*citrovorum factor*N5-formyl-H4F 473.444 C20 H23 N7 O7 C([CH]1(N(C=O)C2(=C(NC1)NC(N)=NC2=O)))NC3(C=CC(=CC=3)C(=O)NC(C(O)=O)CCC(O)=O) CAS:58-05-9 6.3.3.2 5-formyl-tetrahydrofolate + ATP = 5,10-methenyltetrahydrofolate + ADP + phosphate formylTHF biosynthesis II
5-formyl-tetrahydrofolate 5-formyl-THF leucovorin*n5-formyltetrahydrofolate*n5-formyl-thf*N5-formyl-THF*5-formyl-H4F*5-formyl-THF*folinic acid*5-CHO-THF*folinate*formyl-H4F*citrovorum factor*N5-formyl-H4F 473.444 C20 H23 N7 O7 C([CH]1(N(C=O)C2(=C(NC1)NC(N)=NC2=O)))NC3(C=CC(=CC=3)C(=O)NC(C(O)=O)CCC(O)=O) CAS:58-05-9 RXN-6321 5,10-methenyltetrahydrofolate + H2O = 5-formyl-tetrahydrofolate formylTHF biosynthesis II
3-deoxy-D-manno-octulosonate 8-P 3-deoxy-D-manno-octulosonate 8-phosphate*2-dehydro-3-deoxy-D-octonate 8-P*2-dehydro-3-deoxy-D-octonate 8-phosphate*KDO-8P 318.174 C8 H15 O11 P1 C(OP(O)(O)=O)C(O)C(O)C(O)C(O)CC(=O)C(O)=O LIGAND-CPD:C04478 3.1.3.45 3-deoxy-D-manno-octulosonate 8-P + H2O = 3-deoxy-D-manno-octulosonate + phosphate CMP-KDO biosynthesis II (from D-arabinose 5-phosphate)
3-deoxy-D-manno-octulosonate 8-P 3-deoxy-D-manno-octulosonate 8-phosphate*2-dehydro-3-deoxy-D-octonate 8-P*2-dehydro-3-deoxy-D-octonate 8-phosphate*KDO-8P 318.174 C8 H15 O11 P1 C(OP(O)(O)=O)C(O)C(O)C(O)C(O)CC(=O)C(O)=O LIGAND-CPD:C04478 2.5.1.55 D-arabinose 5-phosphate + H2O + phosphoenolpyruvate = 3-deoxy-D-manno-octulosonate 8-P + phosphate CMP-KDO biosynthesis II (from D-arabinose 5-phosphate)
1-18:2-2-18:1-phosphatidylcholine 18:2-18:1-PC 785.115 C44 H83 N1 O8 P1 C(OP(=O)(O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 1-18:2-2-18:1-phosphatidylcholine = 1-18:2-2-18:2-sn-glycerol-3-phosphocholine phospholipid desaturation
1-18:2-2-18:1-phosphatidylcholine 18:2-18:1-PC 785.115 C44 H83 N1 O8 P1 C(OP(=O)(O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 1-18:2-2-18:1-phosphatidylcholine = 1-18:3-2-18:1-phosphatidylcholine phospholipid desaturation
1-18:2-2-18:1-phosphatidylcholine 18:2-18:1-PC 785.115 C44 H83 N1 O8 P1 C(OP(=O)(O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 1-18:1-2-18:1-sn-glycerol-3-phosphocholine = 1-18:2-2-18:1-phosphatidylcholine phospholipid desaturation
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate HMBDP*(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate 262.093 C5 H12 O8 P2 CC(CO)=CCOP(=O)(O)OP(=O)(O)O LIGAND-CPD:C11811 1.17.4.3 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + a protein dithiol = 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H2O + a protein disulfide methylerythritol phosphate pathway
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate HMBDP*(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate 262.093 C5 H12 O8 P2 CC(CO)=CCOP(=O)(O)OP(=O)(O)O LIGAND-CPD:C11811 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = isopentenyl diphosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate HMBDP*(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate 262.093 C5 H12 O8 P2 CC(CO)=CCOP(=O)(O)OP(=O)(O)O LIGAND-CPD:C11811 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = dimethylallyl-diphosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
etheroleate etheroleic acid*(9Z,11E,1'E)-12-(1'-hexenyloxy)-9,11-dodecadienoic acid 294.433 C18 H30 O3 CCCCC=COC=CC=CCCCCCCCC(=O)O RXN-8504 13-HPOD = etheroleate + H2O divinyl ether biosynthesis II (13-LOX)
glycogen 6-α-D-(1,4-α-D-glucano)-glucan 666.583 C24 H42 O21 C(OC1(C(O)C(O)C(O)C(O1)CO))C3(OC(OC2(C(CO)OC(O)C(O)C(O)2))C(O)C(O)C3OC4(C(O)C(O)C(O)C(O4)CO)) LIGAND-CPD:C00182*CAS:9005-79-2 2.4.1.18 a 1,4-alpha-D-glucan = glycogen glycogen biosynthesis I (from ADP-D-Glucose)
3-methylglutaconyl-CoA trans-3-methylglutaconyl-CoA 893.646 C27 H42 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=C(C)CC(O)=O) 6.4.1.4 ATP + 3-methylcrotonyl-CoA + HCO3- = ADP + phosphate + 3-methylglutaconyl-CoA leucine degradation I
3-methylglutaconyl-CoA trans-3-methylglutaconyl-CoA 893.646 C27 H42 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=C(C)CC(O)=O) 4.2.1.18 H2O + 3-methylglutaconyl-CoA = 3-hydroxy-3-methyl-glutaryl-CoA leucine degradation I
a tetrahydrofolate polyglutamate THF(glu)n*H4PteGlun*tetrahydropteroylpolyglutamate*THF*THF polyglutamate C19 H23 N7 O5 R11 C2([CH](NC1(C(=O)[NH]=C(N)NC=1N2))C[NH]C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC([R1])=O)) 6.3.2.17 tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate folate polyglutamylation I
a tetrahydrofolate polyglutamate THF(glu)n*H4PteGlun*tetrahydropteroylpolyglutamate*THF*THF polyglutamate C19 H23 N7 O5 R11 C2([CH](NC1(C(=O)[NH]=C(N)NC=1N2))C[NH]C3(=CC=C(C=C3)C(=O)NC(C(O)=O)CCC([R1])=O)) 6.3.2.17 tetrahydropteroyl-[gamma-Glu](n) + L-glutamate + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + ADP + phosphate formylTHF biosynthesis II
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074 2.5.1.55 D-arabinose 5-phosphate + H2O + phosphoenolpyruvate = 3-deoxy-D-manno-octulosonate 8-P + phosphate CMP-KDO biosynthesis II (from D-arabinose 5-phosphate)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074 2.5.1.19 shikimate-3-phosphate + phosphoenolpyruvate = 5-enolpyruvyl-shikimate-3-phosphate + phosphate chorismate biosynthesis
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074 2.5.1.54 phosphoenolpyruvate + D-erythrose-4-phosphate + H2O = 3-deoxy-D-arabino-heptulosonate-7-phosphate + phosphate chorismate biosynthesis
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP glycolysis I
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP gluconeogenesis
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 gluconeogenesis
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP gluconeogenesis
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis IV (plant cytosol)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis I
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O Rubisco shunt
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O gluconeogenesis
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074 2.7.1.40 ADP + phosphoenolpyruvate = ATP + pyruvate glycolysis IV (plant cytosol)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074 2.7.1.40 ADP + phosphoenolpyruvate = ATP + pyruvate glycolysis I
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074 2.7.1.40 ADP + phosphoenolpyruvate = ATP + pyruvate Rubisco shunt
chlorophyllide a chlorophyllide a 614.982 C35 H34 N4 O5 MG1 CCC9(C1(=N8([Mg]46(N5(=C(C3(C(C(=O)OC)C(=O)C2(=C(C)C(=C1)N(C2=3)4)))C(CCC(O)=O)C(C)C5=CC7(N6C(=C(C=7C)C=C)C=C8C=9C)))))) 2.5.1.62 chlorophyllide a + phytyl diphosphate = chlorophyll a + diphosphate chlorophyll a biosynthesis I
chlorophyllide a chlorophyllide a 614.982 C35 H34 N4 O5 MG1 CCC9(C1(=N8([Mg]46(N5(=C(C3(C(C(=O)OC)C(=O)C2(=C(C)C(=C1)N(C2=3)4)))C(CCC(O)=O)C(C)C5=CC7(N6C(=C(C=7C)C=C)C=C8C=9C)))))) 2.5.1.62 chlorophyllide a + phytyl diphosphate = chlorophyll a + diphosphate chlorophyll cycle
chlorophyllide a chlorophyllide a 614.982 C35 H34 N4 O5 MG1 CCC9(C1(=N8([Mg]46(N5(=C(C3(C(C(=O)OC)C(=O)C2(=C(C)C(=C1)N(C2=3)4)))C(CCC(O)=O)C(C)C5=CC7(N6C(=C(C=7C)C=C)C=C8C=9C)))))) 2.5.1.- chlorophyllide a + all-trans-geranyl-geranyl diphosphate = geranylgeranyl-chlorophyll a + diphosphate chlorophyll a biosynthesis II
chlorophyllide a chlorophyllide a 614.982 C35 H34 N4 O5 MG1 CCC9(C1(=N8([Mg]46(N5(=C(C3(C(C(=O)OC)C(=O)C2(=C(C)C(=C1)N(C2=3)4)))C(CCC(O)=O)C(C)C5=CC7(N6C(=C(C=7C)C=C)C=C8C=9C)))))) 1.13.12.14 chlorophyllide a + O2 + NADPH = 7-hydroxy-chlorophyllide a + H2O + NADP+ chlorophyll cycle
chlorophyllide a chlorophyllide a 614.982 C35 H34 N4 O5 MG1 CCC9(C1(=N8([Mg]46(N5(=C(C3(C(C(=O)OC)C(=O)C2(=C(C)C(=C1)N(C2=3)4)))C(CCC(O)=O)C(C)C5=CC7(N6C(=C(C=7C)C=C)C=C8C=9C)))))) RXN1F-10 monovinyl protochlorophyllide a + NADPH + H+ = NADP+ + chlorophyllide a chlorophyllide a biosynthesis I
3-dehydroquinate 3-dehydroquinic acid*5-dehydroquinic acid*5-dehydroquinate*5-de-H-quinate 190.152 C7 H10 O6 C(O)(=O)C1([CH2]C(=O)[CH](O)[CH]([CH2]1)O)(O) LIGAND-CPD:C00944*CAS:10534-44-8 4.2.1.10 3-dehydroquinate = H2O + 3-dehydro-shikimate chorismate biosynthesis
3-dehydroquinate 3-dehydroquinic acid*5-dehydroquinic acid*5-dehydroquinate*5-de-H-quinate 190.152 C7 H10 O6 C(O)(=O)C1([CH2]C(=O)[CH](O)[CH]([CH2]1)O)(O) LIGAND-CPD:C00944*CAS:10534-44-8 4.2.3.4 3-deoxy-D-arabino-heptulosonate-7-phosphate = 3-dehydroquinate + phosphate chorismate biosynthesis
myo-inositol meso-inositol*inositol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O)C(O)1)(O) CAS:87-89-8*LIGAND-CPD:C00137 2.4.1.123 myo-inositol + UDP-galactose = galactinol + UDP stachyose biosynthesis
myo-inositol meso-inositol*inositol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O)C(O)1)(O) CAS:87-89-8*LIGAND-CPD:C00137 1.13.99.1 O2 + myo-inositol = H2O + glucuronate UDP-D-glucuronate biosynthesis (from myo-inositol)
myo-inositol meso-inositol*inositol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O)C(O)1)(O) CAS:87-89-8*LIGAND-CPD:C00137 2.4.1.82 galactinol + sucrose = myo-inositol + raffinose stachyose biosynthesis
myo-inositol meso-inositol*inositol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O)C(O)1)(O) CAS:87-89-8*LIGAND-CPD:C00137 2.4.1.67 galactinol + raffinose = myo-inositol + stachyose stachyose biosynthesis
umbelliferone 7-oxycoumarin*skimmetin*hydrangin 162.145 C9 H6 O3 c1(=O)(ccc2(c(o1)cc(O)cc2)) LIGAND-CPD:C09315*PUBCHEM:5281426 2.5.1.- umbelliferone + dimethylallyl-diphosphate = demethylsuberosin + diphosphate linear furanocoumarin biosynthesis
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis II
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 2.7.7.13 alpha-D-mannose 1-phosphate + GTP = GDP-D-mannose + diphosphate GDP-mannose biosynthesis II
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 3.5.4.25 3 H2O + GTP = diphosphate + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate + formate flavin biosynthesis
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 2.7.1.- cytidine + GTP = CMP + GDP salvage pathways of pyrimidine ribonucleotides
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 2.7.1.48 uridine + GTP = UMP + GDP salvage pathways of pyrimidine ribonucleotides
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.3.5.1 UQ + succinate = UQH2 + fumarate aerobic respiration -- electron donor II
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.3.5.1 UQ + succinate = UQH2 + fumarate aerobic respiration -- electron donors reaction list
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.3.5.1 UQ + succinate = UQH2 + fumarate TCA cycle
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.3.5.1 UQ + succinate = UQH2 + fumarate aerobic respiration -- electron donor III
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 6.2.1.5 succinyl-CoA + ADP + phosphate = succinate + coenzyme A + ATP TCA cycle
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate glutamate degradation III (via 4-aminobutyrate)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.- GA24 + 2-ketoglutarate + O2 = GA36 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.- GA25 + 2-ketoglutarate + O2 = GA13 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.- GA9 + 2-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.15 GA20 + 2-ketoglutarate + O2 = GA1 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.- GA44 + 2-ketoglutarate + O2 = GA38 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.- GA12 + 2-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.- GA15 + 2-ketoglutarate + O2 = GA37 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 RXN0-5245 succinate = fumarate + 2 H+ + 2 e- UQ + succinate = UQH2 + fumarate
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 RXN0-5245 succinate = fumarate + 2 H+ + 2 e- UQ + succinate = UQH2 + fumarate
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.- GA14 + O2 + 2-ketoglutarate = GA37 + CO2 + succinate gibberellin biosynthesis II (early C-3 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.- GA37 + 2-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.- GA36 + O2 + 2-ketoglutarate = GA4 + succinate + 2 CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.- GA19 + O2 + 2-ketoglutarate = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.- GA12 + O2 + 2-ketoglutarate = GA15 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.- GA15 + 2-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.- GA24 + O2 + 2-ketoglutarate = GA9 + 2 CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.- GA53 + O2 + 2-ketoglutarate = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.12 GA44 + 2-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.- GA19 + O2 + 2-ketoglutarate = GA20 + 2 CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.- GA24 + O2 + 2-ketoglutarate = GA25 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CAS:110-15-6*PUBCHEM:1110*LIGAND-CPD:C00042*CHEBI:15741*LIGAND-CPD:C00042*CAS:110-15-6 1.14.11.9 naringenin + O2 + 2-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
UDP-L-rhamnose UDP-rhamnose 550.306 C15 H24 N2 O16 P2 CC1(OC(C(O)C(O)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3))) RXN-5481 UDP-4-dehydro-6-deoxy-D-glucose + NADPH = UDP-L-rhamnose + NADP+ UDP-L-rhamnose biosynthesis
3-deoxy-D-manno-octulosonate deoxy-manno-octulosonate*2-dehydro-3-deoxy-D-octonate*KDO*ketodeoxyoctonate 238.194 C8 H14 O8 C(O)(=O)C(=O)CC(O)C(O)C(O)C(O)CO LIGAND-CPD:C01187 2.7.7.38 3-deoxy-D-manno-octulosonate + CTP = CMP-3-deoxy-D-manno-octulosonate + diphosphate CMP-KDO biosynthesis II (from D-arabinose 5-phosphate)
3-deoxy-D-manno-octulosonate deoxy-manno-octulosonate*2-dehydro-3-deoxy-D-octonate*KDO*ketodeoxyoctonate 238.194 C8 H14 O8 C(O)(=O)C(=O)CC(O)C(O)C(O)C(O)CO LIGAND-CPD:C01187 3.1.3.45 3-deoxy-D-manno-octulosonate 8-P + H2O = 3-deoxy-D-manno-octulosonate + phosphate CMP-KDO biosynthesis II (from D-arabinose 5-phosphate)
nicotinate riboside nicotinic acid ribose*ribosylnicotinate*nicotinic acid riboside 256.235 C11 H14 N1 O6 c2([n+]([CH]1(O[CH](CO)[CH](O)[CH]1O))cccc2C(=O)O) 2.7.1.- nicotinate riboside + ATP = nicotinate nucleotide + ADP pyridine nucleotide cycling (plants)
nicotinate riboside nicotinic acid ribose*ribosylnicotinate*nicotinic acid riboside 256.235 C11 H14 N1 O6 c2([n+]([CH]1(O[CH](CO)[CH](O)[CH]1O))cccc2C(=O)O) 2.4.2.1 nicotinate + D-ribulose-1-phosphate = nicotinate riboside + phosphate pyridine nucleotide cycling (plants)
ethanol absolute alcohol*alcohol*EtOH*eth*ethyl alcohol*grain alcohol 46.069 C2 H6 O1 C(C)[OH] LIGAND-CPD:C00469*CAS:64-17-5 1.11.1.6 ethanol + H2O2 = 2 H2O + acetaldehyde oxidative ethanol degradation III
dihydrogeranylgeranyl-chlorophyll a dihydrogeranylgeranyl-chl a*dihydroGG-chl a*dihydroGG-chlorophyll a 889.471 C55 H68 N4 O5 MG1 CC(CCCC(C)CCC=C(C)CCC=C(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 1.3.1.- dihydrogeranylgeranyl-chlorophyll a + NADPH = tetrahydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
dihydrogeranylgeranyl-chlorophyll a dihydrogeranylgeranyl-chl a*dihydroGG-chl a*dihydroGG-chlorophyll a 889.471 C55 H68 N4 O5 MG1 CC(CCCC(C)CCC=C(C)CCC=C(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 1.3.1.- geranylgeranyl-chlorophyll a + NADPH = dihydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
phosphoribulosylformimino-AICAR-P 5-[(5-phospho-1-deoxyribulos-1-ylamino)methylideneamino]-1-(5-phosphoribosyl)imidazole-4-carboxamide*N-(5'-phospho-D-1'-ribulosylformimino)-5-amino-1-(5''-phosphoribosyl)-4-imidazolecarboxamide*phosphoribulosylformiminoAICAR-phosphate*phosphoribulosyl-formimino-5-aminoimidazole-4-carboxamide ribotide phosphate*phosphoribulosyl-formimino-5-aminoimidazole-4-carboxamide ribonucleotide phosphate*PRFAR*N-(5'phospho-D-1'-ribulosylformimino)-5-amino-1-(5-phosphoribosyl)-4-imidazolecarboxamide 577.334 C15 H25 N5 O15 P2 C(N)(=O)c1(c(n(cn1)[CH]2(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O))N=CNCC(=O)[CH](O)[CH](O)COP(O)(O)=O) PUBCHEM:193735*LIGAND-CPD:C04916 2.4.2.- phosphoribulosylformimino-AICAR-P + L-glutamine = L-glutamate + D-erythro-imidazole-glycerol-phosphate + aminoimidazole carboxamide ribonucleotide histidine biosynthesis I
phosphoribulosylformimino-AICAR-P 5-[(5-phospho-1-deoxyribulos-1-ylamino)methylideneamino]-1-(5-phosphoribosyl)imidazole-4-carboxamide*N-(5'-phospho-D-1'-ribulosylformimino)-5-amino-1-(5''-phosphoribosyl)-4-imidazolecarboxamide*phosphoribulosylformiminoAICAR-phosphate*phosphoribulosyl-formimino-5-aminoimidazole-4-carboxamide ribotide phosphate*phosphoribulosyl-formimino-5-aminoimidazole-4-carboxamide ribonucleotide phosphate*PRFAR*N-(5'phospho-D-1'-ribulosylformimino)-5-amino-1-(5-phosphoribosyl)-4-imidazolecarboxamide 577.334 C15 H25 N5 O15 P2 C(N)(=O)c1(c(n(cn1)[CH]2(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O))N=CNCC(=O)[CH](O)[CH](O)COP(O)(O)=O) PUBCHEM:193735*LIGAND-CPD:C04916 5.3.1.16 phosphoribosylformiminoAICAR-phosphate = phosphoribulosylformimino-AICAR-P histidine biosynthesis I
lipoylated domain lipoyl-domain RXN0-949 an octanoylated domain + 2 S-adenosyl-L-methionine + 2 S2- = lipoylated domain + 2 5'-deoxyadenosine + 2 L-methionine lipoate biosynthesis and incorporation I