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17215925 ChemSpider 439162 PubChem-compound HMDB00250 HMDB PS(14:0(3-OH)/12:0) Cytidine triphosphate SMILES CCCCCCCCCCCC(O)CC(=O)OC[C@H](COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC Reaction4767 false Cytidine triphosphate + DG(14:0/12:0/0:0) + Hydrogen Ion → CDP-DG(14:0/12:0) + Pyrophosphate LEFT_TO_RIGHT Pyrophosphate 1.0 6131 PubChem-compound HMDB01114 HMDB CHEBI:17115 ChEBI 1.0 1-acyl-sn-glycerol-3-phosphate acyltransferase 388366 ChemSpider HMDB01473 HMDB Dihydroxyacetone phosphate CHEBI:62837 ChEBI 6816 PubChem-compound 1.0 C3H7O6P Dihydroxyacetone phosphate 169.99803 559142 ChemSpider CDP-diacylglycerol--serine O-phosphatidyltransferase ReactionCatalysis3084 ACTIVATION 53-59-8 CAS 1038 PubChem-compound CHEBI:16474 ChEBI P26647 UniProt HMDB59597 HMDB 274 ChemSpider 1.0 5736 ChemSpider CDP-DG(14:0/12:0) HMDB00126 HMDB 1.0 C32H60NO11P PS(14:0(3-OH)/12:0) 665.3904 NADPH 1.0 1010 ChemSpider SER BioCyc SMILES CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCS Acyl carrier protein NADP PPI BioCyc C21H30N7O17P3 NADPH 745.0911 C21H29N7O17P3 NADP 744.08325 glycolysis and pyruvate dehydrogenase SubPathway Glycerol-3-phosphate acyltransferase 63-37-6 CAS 1.0 1.0 ReactionCatalysis4740 ACTIVATION 1.0 NADPH BioCyc HMDB01423 HMDB Hydrogen Ion PW000785 PathWhiz Glycerol-3-phosphate dehydrogenase [NAD(P)+] HMDB00217 HMDB C00111 KEGG Compound 1.1.1.94 false 1.1.1.94 Dihydroxyacetone phosphate + Hydrogen Ion + NADPH → Glycerol 3-phosphate + NADP LEFT_TO_RIGHT ReactionCatalysis4912 ACTIVATION Phosphatidate cytidylyltransferase ReactionCatalysis4910 ACTIVATION 1.0 phospholipid biosynthesis CDP-DG(14:0/12:0) II C39H70N7O17P3S Stearoyl-CoA 1033.3762 124-38-9 CAS 1.0 SMILES CCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCC 5311263 PubChem-compound HMDB00221 HMDB C21H41O7P LPA(18:1(9Z)/0:0) 436.259 Octadecenoyl-CoA (N-C18:1CoA) 4470776 ChemSpider C00006 KEGG Compound CHEBI:18009 ChEBI CTP BioCyc CHEBI:18361 ChEBI C00005 KEGG Compound SMILES NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O C3H9O6P Glycerol 3-phosphate 172.01367 CDP-diacylglycerol--serine O-phosphatidyltransferase SMILES NC(=O)C1=CN(C=CC1)[C@H]1O[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2O[C@@H]([C@@H](OP(O)(O)=O)[C@H]2O)N2C=NC3=C(N)N=CN=C23)[C@H](O)[C@@H]1O PW001855 PathWhiz 57-04-5 CAS Glycerol 3-phosphate 1.0 53-57-6 CAS LPA(18:1(9Z)/0:0) C39H64N7O17P3S Octadecenoyl-CoA (N-C18:1CoA) 1027.3292 SMILES CCCCCCCCC\C=C/CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCC\C=C/CCCCCCCC Reaction3818 false LPA(18:1(9Z)/0:0) + Stearoyl-CoA → Coenzyme A + DG(19:1(9Z)/18:1(9Z)/0:0) LEFT_TO_RIGHT Reaction3817 false LPA(18:1(9Z)/0:0) + acyl-[acp] → DG(19:1(9Z)/18:1(9Z)/0:0) + a holo-[acyl-carrier protein]  LEFT_TO_RIGHT Reaction3816 false Glycerol 3-phosphate + acyl-[acp] → LPA(18:1(9Z)/0:0) + a holo-[acyl-carrier protein]  LEFT_TO_RIGHT Reaction3815 false Glycerol 3-phosphate + Octadecenoyl-CoA (N-C18:1CoA) → Coenzyme A + LPA(18:1(9Z)/0:0) LEFT_TO_RIGHT CHEBI:17361 ChEBI C00011 KEGG Compound SMILES O=C=O C00010 KEGG Compound 5951 PubChem-compound http://identifiers.org/smpdb/SMP00807 SMPDB C00013 KEGG Compound L-PHOSPHATIDATE BioCyc O7P2 Pyrophosphate 173.91193 NAD(P) BioCyc Stearoyl-CoA CHEBI:15978 ChEBI C9H16N3O14P3 Cytidine triphosphate 482.9845 P0A8K1 UniProt H Hydrogen Ion 1.007825 1.0 388308 ChemSpider Acyl carrier protein Cytidine monophosphate Glycerol-3-phosphate acyltransferase SMILES N[C@@H](CO)C(O)=O 1.0 C9H14N3O8P Cytidine monophosphate 323.05185 Phosphatidylserine decarboxylase proenzyme C40H74O5 DG(19:1(9Z)/18:1(9Z)/0:0) 634.55365 PE(14:0(3-OH)/12:0) P0A6A8 UniProt HMDB00095 HMDB CHEBI:1146900 ChEBI SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O STEAROYL-COA BioCyc http://identifiers.org/smpdb/SMP01870 SMPDB SMILES [O-]P([O-])(=O)OP([O-])([O-])=O 14000-31-8 CAS SMILES CCCCCCCCCCCC(O)CC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCC HMDB07855 HMDB CO-A BioCyc 5675 ChemSpider 648 ChemSpider Phosphatidate cytidylyltransferase Coenzyme A SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O C21H36N7O16P3S Coenzyme A 767.11523 1.0 SMILES CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC CHEBI:15541 ChEBI 5901 ChemSpider 1.0 6557 ChemSpider 668 PubChem-compound C00055 KEGG Compound 1.0 1.0 C00063 KEGG Compound P0A6S7 UniProt C31H62NO9P PE(14:0(3-OH)/12:0) 623.4162 Reaction4939 false Hydrogen Ion + PS(14:0(3-OH)/12:0) → Carbon dioxide + PE(14:0(3-OH)/12:0) LEFT_TO_RIGHT DIHYDROXY-ACETONE-PHOSPHATE BioCyc 1.0 2.7.8.8 false 2.7.8.8 CDP-DG(14:0/12:0) + L-Serine → Cytidine monophosphate + Hydrogen Ion + PS(14:0(3-OH)/12:0) LEFT_TO_RIGHT CHEBI:16526 ChEBI HMDB00082 HMDB C00065 KEGG Compound 65-47-4 CAS Phosphatidylserine decarboxylase proenzyme SMILES OCC(=O)COP(O)(O)=O HMDB01967 HMDB C38H69N3O15P2 CDP-DG(14:0/12:0) 869.4204 SMILES [H]C(O)(C([O-])=NCCC([O-])=NCCSC(=O)C=CCCCCCCCCCCCCCCC)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O glycerol-3-phosphate dehydrogenase (aerobic) CO2 Carbon dioxide 43.98983 ReactionCatalysis3789 ACTIVATION CMP BioCyc C00080 KEGG Compound P23830 UniProt 1-acyl-sn-glycerol-3-phosphate acyltransferase DG(14:0/12:0/0:0) CHEBI:17677 ChEBI CHEBI:15378 ChEBI SMILES [H+] 6176 PubChem-compound CHEBI:16108 ChEBI 17989-41-2 CAS 56-45-1 CAS 5886 PubChem-compound HMDB00187 HMDB GLYCEROL-3P BioCyc 280 PubChem-compound C00093 KEGG Compound L-Serine ReactionCatalysis3792 ACTIVATION ReactionCatalysis3790 ACTIVATION ReactionCatalysis3791 ACTIVATION C3H7NO3 L-Serine 105.042595 439229 PubChem-compound C00416 KEGG Compound 362-66-3 CAS 644102 PubChem-compound 5941 ChemSpider P0ABG1 UniProt P0A7A7 UniProt C00412 KEGG Compound 22833512 PubChem-compound SMILES CCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N C29H56O5 DG(14:0/12:0/0:0) 484.41278 SubPathwayInteraction2919 SubPathwayReaction SubPathway2919Reaction 1.0 DG(19:1(9Z)/18:1(9Z)/0:0) Carbon dioxide Glycerol-3-phosphate dehydrogenase [NAD(P)+] SMILES CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@](O)([H])COP(O)(=O)O 2.0 85-61-0 CAS SMILES OC[C@@H](O)COP(O)(O)=O Glycerol-3- phosphate dehydrogenase [NAD(P)+] Acyl carrier protein Acyl carrier protein Glycerol-3- phosphate acyltransferase Glycerol-3- phosphate acyltransferase Acyl carrier protein Acyl carrier protein 1-acyl-sn- glycerol-3- phosphate acyltransferase 1-acyl-sn- glycerol-3- phosphate acyltransferase Phosphatidate cytidylyltransferase CDP- diacylglycerol- -serine O- phosphatidyltransferase Phosphatidylserine decarboxylase proenzyme Dihydroxyacetone phosphate H + NADPH NADP Glycerol 3-phosphate LPA(18:1(9Z)/0:0) Octadecenoyl- CoA (N-C18:1CoA) LPA(18:1(9Z)/0:0) CoA DG(19:1(9Z)/18:1(9Z)/0:0) Stearoyl-CoA DG(19:1(9Z)/18:1(9Z)/0:0) CoA DG(14:0/12:0/0:0) H + Cytidine triphosphate CDP- DG(14:0/12:0) PP i L-Serine PS(14:0(3- OH)/12:0) Cytidine monophosphate H + H + PE(14:0(3- OH)/12:0) CO 2 glycolysis and pyruvate dehydrogenase
17215925 ChemSpider 439162 PubChem-compound HMDB00250 HMDB PS(14:0(3-OH)/12:0) Cytidine triphosphate SMILES CCCCCCCCCCCC(O)CC(=O)OC[C@H](COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC Reaction4767 false Cytidine triphosphate + DG(14:0/12:0/0:0) + Hydrogen Ion → CDP-DG(14:0/12:0) + Pyrophosphate LEFT_TO_RIGHT Pyrophosphate 1.0 6131 PubChem-compound HMDB01114 HMDB CHEBI:17115 ChEBI 1.0 1-acyl-sn-glycerol-3-phosphate acyltransferase 388366 ChemSpider HMDB01473 HMDB Dihydroxyacetone phosphate CHEBI:62837 ChEBI 6816 PubChem-compound 1.0 C3H7O6P Dihydroxyacetone phosphate 169.99803 559142 ChemSpider CDP-diacylglycerol--serine O-phosphatidyltransferase ReactionCatalysis3084 ACTIVATION 53-59-8 CAS 1038 PubChem-compound CHEBI:16474 ChEBI P26647 UniProt HMDB59597 HMDB 274 ChemSpider 1.0 5736 ChemSpider CDP-DG(14:0/12:0) HMDB00126 HMDB 1.0 C32H60NO11P PS(14:0(3-OH)/12:0) 665.3904 NADPH 1.0 1010 ChemSpider SER BioCyc SMILES CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCS Acyl carrier protein NADP PPI BioCyc C21H30N7O17P3 NADPH 745.0911 C21H29N7O17P3 NADP 744.08325 glycolysis and pyruvate dehydrogenase SubPathway Glycerol-3-phosphate acyltransferase 63-37-6 CAS 1.0 1.0 ReactionCatalysis4740 ACTIVATION 1.0 NADPH BioCyc HMDB01423 HMDB Hydrogen Ion PW000785 PathWhiz Glycerol-3-phosphate dehydrogenase [NAD(P)+] HMDB00217 HMDB C00111 KEGG Compound 1.1.1.94 false 1.1.1.94 Dihydroxyacetone phosphate + Hydrogen Ion + NADPH → Glycerol 3-phosphate + NADP LEFT_TO_RIGHT ReactionCatalysis4912 ACTIVATION Phosphatidate cytidylyltransferase ReactionCatalysis4910 ACTIVATION 1.0 phospholipid biosynthesis CDP-DG(14:0/12:0) II C39H70N7O17P3S Stearoyl-CoA 1033.3762 124-38-9 CAS 1.0 SMILES CCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCC 5311263 PubChem-compound HMDB00221 HMDB C21H41O7P LPA(18:1(9Z)/0:0) 436.259 Octadecenoyl-CoA (N-C18:1CoA) 4470776 ChemSpider C00006 KEGG Compound CHEBI:18009 ChEBI CTP BioCyc CHEBI:18361 ChEBI C00005 KEGG Compound SMILES NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O C3H9O6P Glycerol 3-phosphate 172.01367 CDP-diacylglycerol--serine O-phosphatidyltransferase SMILES NC(=O)C1=CN(C=CC1)[C@H]1O[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2O[C@@H]([C@@H](OP(O)(O)=O)[C@H]2O)N2C=NC3=C(N)N=CN=C23)[C@H](O)[C@@H]1O PW001855 PathWhiz 57-04-5 CAS Glycerol 3-phosphate 1.0 53-57-6 CAS LPA(18:1(9Z)/0:0) C39H64N7O17P3S Octadecenoyl-CoA (N-C18:1CoA) 1027.3292 SMILES CCCCCCCCC\C=C/CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCC\C=C/CCCCCCCC Reaction3818 false LPA(18:1(9Z)/0:0) + Stearoyl-CoA → Coenzyme A + DG(19:1(9Z)/18:1(9Z)/0:0) LEFT_TO_RIGHT Reaction3817 false LPA(18:1(9Z)/0:0) + acyl-[acp] → DG(19:1(9Z)/18:1(9Z)/0:0) + a holo-[acyl-carrier protein]  LEFT_TO_RIGHT Reaction3816 false Glycerol 3-phosphate + acyl-[acp] → LPA(18:1(9Z)/0:0) + a holo-[acyl-carrier protein]  LEFT_TO_RIGHT Reaction3815 false Glycerol 3-phosphate + Octadecenoyl-CoA (N-C18:1CoA) → Coenzyme A + LPA(18:1(9Z)/0:0) LEFT_TO_RIGHT CHEBI:17361 ChEBI C00011 KEGG Compound SMILES O=C=O C00010 KEGG Compound 5951 PubChem-compound http://identifiers.org/smpdb/SMP00807 SMPDB C00013 KEGG Compound L-PHOSPHATIDATE BioCyc O7P2 Pyrophosphate 173.91193 NAD(P) BioCyc Stearoyl-CoA CHEBI:15978 ChEBI C9H16N3O14P3 Cytidine triphosphate 482.9845 P0A8K1 UniProt H Hydrogen Ion 1.007825 1.0 388308 ChemSpider Acyl carrier protein Cytidine monophosphate Glycerol-3-phosphate acyltransferase SMILES N[C@@H](CO)C(O)=O 1.0 C9H14N3O8P Cytidine monophosphate 323.05185 Phosphatidylserine decarboxylase proenzyme C40H74O5 DG(19:1(9Z)/18:1(9Z)/0:0) 634.55365 PE(14:0(3-OH)/12:0) P0A6A8 UniProt HMDB00095 HMDB CHEBI:1146900 ChEBI SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O STEAROYL-COA BioCyc http://identifiers.org/smpdb/SMP01870 SMPDB SMILES [O-]P([O-])(=O)OP([O-])([O-])=O 14000-31-8 CAS SMILES CCCCCCCCCCCC(O)CC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCC HMDB07855 HMDB CO-A BioCyc 5675 ChemSpider 648 ChemSpider Phosphatidate cytidylyltransferase Coenzyme A SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O C21H36N7O16P3S Coenzyme A 767.11523 1.0 SMILES CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC CHEBI:15541 ChEBI 5901 ChemSpider 1.0 6557 ChemSpider 668 PubChem-compound C00055 KEGG Compound 1.0 1.0 C00063 KEGG Compound P0A6S7 UniProt C31H62NO9P PE(14:0(3-OH)/12:0) 623.4162 Reaction4939 false Hydrogen Ion + PS(14:0(3-OH)/12:0) → Carbon dioxide + PE(14:0(3-OH)/12:0) LEFT_TO_RIGHT DIHYDROXY-ACETONE-PHOSPHATE BioCyc 1.0 2.7.8.8 false 2.7.8.8 CDP-DG(14:0/12:0) + L-Serine → Cytidine monophosphate + Hydrogen Ion + PS(14:0(3-OH)/12:0) LEFT_TO_RIGHT CHEBI:16526 ChEBI HMDB00082 HMDB C00065 KEGG Compound 65-47-4 CAS Phosphatidylserine decarboxylase proenzyme SMILES OCC(=O)COP(O)(O)=O HMDB01967 HMDB C38H69N3O15P2 CDP-DG(14:0/12:0) 869.4204 SMILES [H]C(O)(C([O-])=NCCC([O-])=NCCSC(=O)C=CCCCCCCCCCCCCCCC)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O glycerol-3-phosphate dehydrogenase (aerobic) CO2 Carbon dioxide 43.98983 ReactionCatalysis3789 ACTIVATION CMP BioCyc C00080 KEGG Compound P23830 UniProt 1-acyl-sn-glycerol-3-phosphate acyltransferase DG(14:0/12:0/0:0) CHEBI:17677 ChEBI CHEBI:15378 ChEBI SMILES [H+] 6176 PubChem-compound CHEBI:16108 ChEBI 17989-41-2 CAS 56-45-1 CAS 5886 PubChem-compound HMDB00187 HMDB GLYCEROL-3P BioCyc 280 PubChem-compound C00093 KEGG Compound L-Serine ReactionCatalysis3792 ACTIVATION ReactionCatalysis3790 ACTIVATION ReactionCatalysis3791 ACTIVATION C3H7NO3 L-Serine 105.042595 439229 PubChem-compound C00416 KEGG Compound 362-66-3 CAS 644102 PubChem-compound 5941 ChemSpider P0ABG1 UniProt P0A7A7 UniProt C00412 KEGG Compound 22833512 PubChem-compound SMILES CCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N C29H56O5 DG(14:0/12:0/0:0) 484.41278 SubPathwayInteraction2919 SubPathwayReaction SubPathway2919Reaction 1.0 DG(19:1(9Z)/18:1(9Z)/0:0) Carbon dioxide Glycerol-3-phosphate dehydrogenase [NAD(P)+] SMILES CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@](O)([H])COP(O)(=O)O 2.0 85-61-0 CAS SMILES OC[C@@H](O)COP(O)(O)=O gpsA acpP acpP plsB plsB acpP acpP plsC plsC cdsA pssA psd Dihydroxyacetone phosphate Hydrogen Ion NADPH NADP Glycerol 3-phosphate LPA(18:1(9Z)/0:0) Octadecenoyl- CoA (N-C18:1CoA) LPA(18:1(9Z)/0:0) Coenzyme A DG(19:1(9Z)/18:1(9Z)/0:0) Stearoyl-CoA DG(19:1(9Z)/18:1(9Z)/0:0) Coenzyme A DG(14:0/12:0/0:0) Hydrogen Ion Cytidine triphosphate CDP- DG(14:0/12:0) Pyrophosphate L-Serine PS(14:0(3- OH)/12:0) Cytidine monophosphate Hydrogen Ion Hydrogen Ion PE(14:0(3- OH)/12:0) Carbon dioxide glycolysis and pyruvate dehydrogenase