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17215925 ChemSpider 53481808 PubChem-compound 937 ChemSpider 1.0 439162 PubChem-compound HMDB00250 HMDB HMDB00131 HMDB Cytidine triphosphate 56-81-5 CAS SMILES O PGP(18:1(9Z)/18:1(9Z)) Pyrophosphate 1.0 Phosphatidylglycerophosphatase A 6131 PubChem-compound HMDB01114 HMDB CHEBI:17115 ChEBI H Hydrogen ion 1.007825 1.0 HMDB00149 HMDB PE(15:0/19:iso) PW001140 PathWhiz 1-acyl-sn-glycerol-3-phosphate acyltransferase 388366 ChemSpider HMDB01473 HMDB Dihydroxyacetone phosphate P18200 UniProt CHEBI:62837 ChEBI 6816 PubChem-compound C3H7O6P Dihydroxyacetone phosphate 169.99803 Putative cardiolipin synthase ybhO 559142 ChemSpider PS(15:0/19:iso) ReactionCatalysis3873 ACTIVATION C40H76NO10P PS(15:0/19:iso) 761.5207 CDP-diacylglycerol--serine O-phosphatidyltransferase C39H78NO8P PE(15:0/19:iso) 719.5465 ReactionCatalysis3084 ACTIVATION 53-59-8 CAS 700 PubChem-compound 1038 PubChem-compound PS(19:iso/18:1(9Z)) CHEBI:16474 ChEBI P26647 UniProt HMDB59597 HMDB 274 ChemSpider C38H71O10P PG(16:1(9Z)/16:1(9Z)) 718.47845 5736 ChemSpider HMDB00126 HMDB Cardiolipin synthase 1.0 O4P Phosphate 94.95342 NADPH phospholipid biosynthesis CL(15:0cyclo/16:1(9Z)/19:0cycv8c/16:1(9Z)) CHEBI:16000 ChEBI 1010 ChemSpider 1.0 SER BioCyc glycolysis and pyruvate dehydrogenase SubPathway 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 Glycerol-3-phosphate acyltransferase 63-37-6 CAS 1.0 1.0 1.0 NADPH BioCyc HMDB01423 HMDB C00116 KEGG Compound Hydrogen Ion PW000785 PathWhiz Glycerol-3-phosphate dehydrogenase [NAD(P)+] HMDB00217 HMDB C00111 KEGG Compound CL(15:0cyclo/16:1(9Z)/19:0cycv8c/16:1(9Z)) 1.1.1.94 false 1.1.1.94 Dihydroxyacetone phosphate + Hydrogen Ion + NADPH → Glycerol 3-phosphate + NADP LEFT_TO_RIGHT Ethanolamine CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase Phosphatidate cytidylyltransferase Phosphatidylglycerophosphatase A SMILES [O-]P([O-])([O-])=O HMDB13536 HMDB 1.0 SMILES [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC C39H70N7O17P3S Stearoyl-CoA 1033.3762 124-38-9 CAS 1.0 1.0 5311263 PubChem-compound HMDB00221 HMDB C00009 KEGG Compound C21H41O7P LPA(18:1(9Z)/0:0) 436.259 Octadecenoyl-CoA (N-C18:1CoA) 4470776 ChemSpider C00006 KEGG Compound SMILES CCCCCCCCC\C=C/CCCCCCCC(=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)CCCCCCC\C=C/CCCCCCCC CHEBI:18009 ChEBI C00001 KEGG Compound CTP BioCyc CHEBI:18361 ChEBI C00005 KEGG Compound CHEBI:18367 ChEBI 1032 ChemSpider 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 Glycerol 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 13835336 ChemSpider HMDB01429 HMDB Reaction3900 false 2 PG(16:1(9Z)/16:1(9Z)) → CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(9Z)) + Glycerol LEFT_TO_RIGHT 57-04-5 CAS Glycerol 3-phosphate cardiolipin synthase c C3H8O3 Glycerol 92.04734 1.0 1.0 53-57-6 CAS Hydrogen ion Reaction3819 false Cytidine triphosphate + DG(19:1(9Z)/18:1(9Z)/0:0) + Hydrogen Ion → CDP-DG(19:1(9Z)/18:1(9Z)) + Pyrophosphate LEFT_TO_RIGHT 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 1.0 CHEBI:17361 ChEBI C00011 KEGG Compound SMILES O=C=O C00010 KEGG Compound Putative cardiolipin synthase ybhO 5951 PubChem-compound SMP00807 SMPDB C00013 KEGG Compound 1.0 L-PHOSPHATIDATE BioCyc O7P2 Pyrophosphate 173.91193 24768085 ChemSpider NAD(P) BioCyc Stearoyl-CoA CHEBI:15978 ChEBI C9H16N3O14P3 Cytidine triphosphate 482.9845 P0A8K1 UniProt C42H80O13P2 PGP(18:1(9Z)/18:1(9Z)) 854.5074 1.0 H Hydrogen Ion 1.007825 1.0 P0A6H8 UniProt Reaction3929 false Hydrogen ion + PS(15:0/19:iso) → Carbon dioxide + PE(15:0/19:iso) LEFT_TO_RIGHT 388308 ChemSpider 1.0 C75H138O17P2 CL(15:0cyclo/16:1(9Z)/19:0cycv8c/16:1(9Z)) 1372.9409 Acyl carrier protein Cytidine monophosphate Glycerol-3-phosphate acyltransferase SMILES N[C@@H](CO)C(O)=O ReactionCatalysis3614 ACTIVATION SMILES CCCCCC\C=C/CCCCCCCC(=O)OC[C@]([H])(COP(=O)(O)OC[C@@]([H])(O)COP(=O)(O)O)OC(=O)CCCCCCC\C=C/CCCCCC ReactionCatalysis3979 ACTIVATION 1.0 C9H14N3O8P Cytidine monophosphate 323.05185 Phosphatidylserine decarboxylase proenzyme C40H74O5 DG(19:1(9Z)/18:1(9Z)/0:0) 634.55365 2.0 SMILES CCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC(C)C P0A6A8 UniProt CPD-8587 BioCyc HMDB00095 HMDB CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase CHEBI:1146900 ChEBI Water 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 ReactionCatalysis3902 ACTIVATION SMILES CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](O)COP(=O)(O)O)OC(=O)CCCCCCC\C=C/CCCCCCCC HMDB10586 HMDB STEAROYL-COA BioCyc Phosphatidylglycerophosphatase B SMILES [O-]P([O-])(=O)OP([O-])([O-])=O Reaction4006 false PE(15:0/19:iso) + PG(16:1(9Z)/16:1(9Z)) → CL(15:0cyclo/16:1(9Z)/19:0cycv8c/16:1(9Z)) + Ethanolamine LEFT_TO_RIGHT 14000-31-8 CAS 753 PubChem-compound HMDB07855 HMDB CO-A BioCyc GLYCEROL BioCyc 5675 ChemSpider 648 ChemSpider cardiolipin synthase c 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 C73H134O17P2 CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(9Z)) 1344.9097 Reaction3821 false CDP-DG(19:1(9Z)/18:1(9Z)) + Glycerol 3-phosphate → Cytidine monophosphate + Hydrogen Ion + PGP(18:1(9Z)/18:1(9Z)) LEFT_TO_RIGHT Reaction3820 false CDP-DG(19:1(9Z)/18:1(9Z)) + L-Serine → Cytidine monophosphate + Hydrogen Ion + PS(19:iso/18:1(9Z)) LEFT_TO_RIGHT 34448616 ChemSpider CHEBI:15541 ChEBI 5901 ChemSpider 6557 ChemSpider 668 PubChem-compound 1.0 C00055 KEGG Compound 7732-18-5 CAS 1.0 1.0 C00063 KEGG Compound P0A6S7 UniProt ETHANOL-AMINE BioCyc P0AA84 UniProt C2H7NO Ethanolamine 61.052765 SMILES CCCCCCCC\C=C/CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O DIHYDROXY-ACETONE-PHOSPHATE BioCyc 1.0 CHEBI:16526 ChEBI HMDB00082 HMDB C00065 KEGG Compound C00189 KEGG Compound 65-47-4 CAS Phosphatidylserine decarboxylase proenzyme CHEBI:82848 ChEBI SMILES OCC(=O)COP(O)(O)=O HMDB01967 HMDB 962 PubChem-compound CDP-DG(19:1(9Z)/18:1(9Z)) 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 SMILES CCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@H](O)COP(=O)(O)OC[C@@H](COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC glycerol-3-phosphate dehydrogenase (aerobic) CO2 Carbon dioxide 43.98983 SubPathwayInteraction2211 SubPathway2211Reaction SubPathwayReaction Phosphate 1.0 733 ChemSpider HMDB02111 HMDB ReactionCatalysis3789 ACTIVATION CMP BioCyc C00080 KEGG Compound Phosphatidylglycerophosphatase B SMILES NCCO P23830 UniProt 1-acyl-sn-glycerol-3-phosphate acyltransferase 1.0 HMDB57478 HMDB P0A924 UniProt SMP01156 SMPDB PG(16:1(9Z)/16:1(9Z)) 52927230 PubChem-compound CHEBI:17677 ChEBI CHEBI:15377 ChEBI CHEBI:15378 ChEBI SMILES [H+] 6176 PubChem-compound 14265-44-2 CAS CHEBI:16108 ChEBI 17989-41-2 CAS SMILES CCCCCC\C=C/CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC 56-45-1 CAS C43H80NO10P PS(19:iso/18:1(9Z)) 801.552 5886 PubChem-compound HMDB00187 HMDB 1.0 HMDB13488 HMDB PGP(16:1(9Z)/16:1(9Z)) 1.0 GLYCEROL-3P BioCyc phosphatidylglycerophosphatase 280 PubChem-compound C38H72O13P2 PGP(16:1(9Z)/16:1(9Z)) 798.4448 C00093 KEGG Compound L-Serine ReactionCatalysis3792 ACTIVATION CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(9Z)) ReactionCatalysis3793 ACTIVATION Reaction3626 false PGP(16:1(9Z)/16:1(9Z)) + Water → PG(16:1(9Z)/16:1(9Z)) + Phosphate LEFT_TO_RIGHT ReactionCatalysis3790 ACTIVATION ReactionCatalysis3791 ACTIVATION 1.0 C3H7NO3 L-Serine 105.042595 ReactionCatalysis3794 ACTIVATION 439229 PubChem-compound ReactionCatalysis3795 ACTIVATION C00416 KEGG Compound 362-66-3 CAS 644102 PubChem-compound CHEBI:17522 ChEBI 5941 ChemSpider P0ABG1 UniProt P0A7A7 UniProt Cardiolipin synthase C00412 KEGG Compound 22833512 PubChem-compound P0ABF8 UniProt H2O Water 18.010565 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 1061 PubChem-compound SMILES [H+] C49H87N3O15P2 CDP-DG(19:1(9Z)/18:1(9Z)) 1019.5612 1.0 DG(19:1(9Z)/18:1(9Z)/0:0) 53481854 PubChem-compound 141-43-5 CAS Carbon dioxide Glycerol-3-phosphate dehydrogenase [NAD(P)+] SMILES CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@](O)([H])COP(O)(=O)O P75919 UniProt 2.0 SMILES OCC(O)CO cardiolipin synthase 85-61-0 CAS SMILES OC[C@@H](O)COP(O)(O)=O SMILES CCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCC(C)C 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 CDP- diacylglycerol- -glycerol-3- phosphate 3- phosphatidyltransferase Putative cardiolipin synthase ybhO Cardiolipin synthase Phosphatidylglycerophosphatase B Phosphatidylglycerophosphatase A Phosphatidylserine decarboxylase proenzyme cardiolipin synthase c 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 H + Cytidine triphosphate PP i CDP- DG(19:1(9Z)/18:1(9Z)) L-Serine H + Cytidine monophosphate PS(19:iso/18:1(9Z)) Glycerol 3-phosphate H + Cytidine monophosphate PG(16:1(9Z)/16:1(9Z)) Glycerol CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(9Z)) H 2 O PGP(16:1(9Z)/16:1(9Z)) P i PS(15:0/19:iso) Hydrogen ion PE(15:0/19:iso) CO 2 PE(15:0/19:iso) Ethanolamine CL(15:0cyclo/16:1(9Z)/19:0cycv8c/16:1(9Z)) glycolysis and pyruvate dehydrogenase
17215925 ChemSpider 53481808 PubChem-compound 937 ChemSpider 1.0 439162 PubChem-compound HMDB00250 HMDB HMDB00131 HMDB Cytidine triphosphate 56-81-5 CAS SMILES O PGP(18:1(9Z)/18:1(9Z)) Pyrophosphate 1.0 Phosphatidylglycerophosphatase A 6131 PubChem-compound HMDB01114 HMDB CHEBI:17115 ChEBI H Hydrogen ion 1.007825 1.0 HMDB00149 HMDB PE(15:0/19:iso) PW001140 PathWhiz 1-acyl-sn-glycerol-3-phosphate acyltransferase 388366 ChemSpider HMDB01473 HMDB Dihydroxyacetone phosphate P18200 UniProt CHEBI:62837 ChEBI 6816 PubChem-compound C3H7O6P Dihydroxyacetone phosphate 169.99803 Putative cardiolipin synthase ybhO 559142 ChemSpider PS(15:0/19:iso) ReactionCatalysis3873 ACTIVATION C40H76NO10P PS(15:0/19:iso) 761.5207 CDP-diacylglycerol--serine O-phosphatidyltransferase C39H78NO8P PE(15:0/19:iso) 719.5465 ReactionCatalysis3084 ACTIVATION 53-59-8 CAS 700 PubChem-compound 1038 PubChem-compound PS(19:iso/18:1(9Z)) CHEBI:16474 ChEBI P26647 UniProt HMDB59597 HMDB 274 ChemSpider C38H71O10P PG(16:1(9Z)/16:1(9Z)) 718.47845 5736 ChemSpider HMDB00126 HMDB Cardiolipin synthase 1.0 O4P Phosphate 94.95342 NADPH phospholipid biosynthesis CL(15:0cyclo/16:1(9Z)/19:0cycv8c/16:1(9Z)) CHEBI:16000 ChEBI 1010 ChemSpider 1.0 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 1.0 NADPH BioCyc HMDB01423 HMDB C00116 KEGG Compound Hydrogen Ion PW000785 PathWhiz Glycerol-3-phosphate dehydrogenase [NAD(P)+] HMDB00217 HMDB C00111 KEGG Compound CL(15:0cyclo/16:1(9Z)/19:0cycv8c/16:1(9Z)) 1.1.1.94 false 1.1.1.94 Dihydroxyacetone phosphate + Hydrogen Ion + NADPH → Glycerol 3-phosphate + NADP LEFT_TO_RIGHT Ethanolamine CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase Phosphatidate cytidylyltransferase Phosphatidylglycerophosphatase A SMILES [O-]P([O-])([O-])=O HMDB13536 HMDB 1.0 SMILES [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC C39H70N7O17P3S Stearoyl-CoA 1033.3762 124-38-9 CAS 1.0 1.0 5311263 PubChem-compound HMDB00221 HMDB C00009 KEGG Compound C21H41O7P LPA(18:1(9Z)/0:0) 436.259 Octadecenoyl-CoA (N-C18:1CoA) 4470776 ChemSpider C00006 KEGG Compound SMILES CCCCCCCCC\C=C/CCCCCCCC(=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)CCCCCCC\C=C/CCCCCCCC CHEBI:18009 ChEBI C00001 KEGG Compound CTP BioCyc CHEBI:18361 ChEBI C00005 KEGG Compound CHEBI:18367 ChEBI 1032 ChemSpider 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 Glycerol 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 13835336 ChemSpider HMDB01429 HMDB Reaction3900 false 2 PG(16:1(9Z)/16:1(9Z)) → CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(9Z)) + Glycerol LEFT_TO_RIGHT 57-04-5 CAS Glycerol 3-phosphate cardiolipin synthase c C3H8O3 Glycerol 92.04734 1.0 1.0 53-57-6 CAS Hydrogen ion Reaction3819 false Cytidine triphosphate + DG(19:1(9Z)/18:1(9Z)/0:0) + Hydrogen Ion → CDP-DG(19:1(9Z)/18:1(9Z)) + Pyrophosphate LEFT_TO_RIGHT 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 1.0 CHEBI:17361 ChEBI C00011 KEGG Compound SMILES O=C=O C00010 KEGG Compound Putative cardiolipin synthase ybhO 5951 PubChem-compound http://identifiers.org/smpdb/SMP00807 SMPDB C00013 KEGG Compound 1.0 L-PHOSPHATIDATE BioCyc O7P2 Pyrophosphate 173.91193 24768085 ChemSpider NAD(P) BioCyc Stearoyl-CoA CHEBI:15978 ChEBI C9H16N3O14P3 Cytidine triphosphate 482.9845 P0A8K1 UniProt C42H80O13P2 PGP(18:1(9Z)/18:1(9Z)) 854.5074 1.0 H Hydrogen Ion 1.007825 1.0 P0A6H8 UniProt Reaction3929 false Hydrogen ion + PS(15:0/19:iso) → Carbon dioxide + PE(15:0/19:iso) LEFT_TO_RIGHT 388308 ChemSpider 1.0 C75H138O17P2 CL(15:0cyclo/16:1(9Z)/19:0cycv8c/16:1(9Z)) 1372.9409 Acyl carrier protein Cytidine monophosphate Glycerol-3-phosphate acyltransferase SMILES N[C@@H](CO)C(O)=O ReactionCatalysis3614 ACTIVATION SMILES CCCCCC\C=C/CCCCCCCC(=O)OC[C@]([H])(COP(=O)(O)OC[C@@]([H])(O)COP(=O)(O)O)OC(=O)CCCCCCC\C=C/CCCCCC ReactionCatalysis3979 ACTIVATION 1.0 C9H14N3O8P Cytidine monophosphate 323.05185 Phosphatidylserine decarboxylase proenzyme C40H74O5 DG(19:1(9Z)/18:1(9Z)/0:0) 634.55365 2.0 SMILES CCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC(C)C P0A6A8 UniProt CPD-8587 BioCyc HMDB00095 HMDB CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase CHEBI:1146900 ChEBI Water 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 ReactionCatalysis3902 ACTIVATION SMILES CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](O)COP(=O)(O)O)OC(=O)CCCCCCC\C=C/CCCCCCCC HMDB10586 HMDB STEAROYL-COA BioCyc Phosphatidylglycerophosphatase B SMILES [O-]P([O-])(=O)OP([O-])([O-])=O Reaction4006 false PE(15:0/19:iso) + PG(16:1(9Z)/16:1(9Z)) → CL(15:0cyclo/16:1(9Z)/19:0cycv8c/16:1(9Z)) + Ethanolamine LEFT_TO_RIGHT 14000-31-8 CAS 753 PubChem-compound HMDB07855 HMDB CO-A BioCyc GLYCEROL BioCyc 5675 ChemSpider 648 ChemSpider cardiolipin synthase c 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 C73H134O17P2 CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(9Z)) 1344.9097 Reaction3821 false CDP-DG(19:1(9Z)/18:1(9Z)) + Glycerol 3-phosphate → Cytidine monophosphate + Hydrogen Ion + PGP(18:1(9Z)/18:1(9Z)) LEFT_TO_RIGHT Reaction3820 false CDP-DG(19:1(9Z)/18:1(9Z)) + L-Serine → Cytidine monophosphate + Hydrogen Ion + PS(19:iso/18:1(9Z)) LEFT_TO_RIGHT 34448616 ChemSpider CHEBI:15541 ChEBI 5901 ChemSpider 6557 ChemSpider 668 PubChem-compound 1.0 C00055 KEGG Compound 7732-18-5 CAS 1.0 1.0 C00063 KEGG Compound P0A6S7 UniProt ETHANOL-AMINE BioCyc P0AA84 UniProt C2H7NO Ethanolamine 61.052765 SMILES CCCCCCCC\C=C/CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O DIHYDROXY-ACETONE-PHOSPHATE BioCyc 1.0 CHEBI:16526 ChEBI HMDB00082 HMDB C00065 KEGG Compound C00189 KEGG Compound 65-47-4 CAS Phosphatidylserine decarboxylase proenzyme CHEBI:82848 ChEBI SMILES OCC(=O)COP(O)(O)=O HMDB01967 HMDB 962 PubChem-compound CDP-DG(19:1(9Z)/18:1(9Z)) 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 SMILES CCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@H](O)COP(=O)(O)OC[C@@H](COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC glycerol-3-phosphate dehydrogenase (aerobic) CO2 Carbon dioxide 43.98983 SubPathwayInteraction2211 SubPathway2211Reaction SubPathwayReaction Phosphate 1.0 733 ChemSpider HMDB02111 HMDB ReactionCatalysis3789 ACTIVATION CMP BioCyc C00080 KEGG Compound Phosphatidylglycerophosphatase B SMILES NCCO P23830 UniProt 1-acyl-sn-glycerol-3-phosphate acyltransferase 1.0 HMDB57478 HMDB P0A924 UniProt http://identifiers.org/smpdb/SMP01156 SMPDB PG(16:1(9Z)/16:1(9Z)) 52927230 PubChem-compound CHEBI:17677 ChEBI CHEBI:15377 ChEBI CHEBI:15378 ChEBI SMILES [H+] 6176 PubChem-compound 14265-44-2 CAS CHEBI:16108 ChEBI 17989-41-2 CAS SMILES CCCCCC\C=C/CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC 56-45-1 CAS C43H80NO10P PS(19:iso/18:1(9Z)) 801.552 5886 PubChem-compound HMDB00187 HMDB 1.0 HMDB13488 HMDB PGP(16:1(9Z)/16:1(9Z)) 1.0 GLYCEROL-3P BioCyc phosphatidylglycerophosphatase 280 PubChem-compound C38H72O13P2 PGP(16:1(9Z)/16:1(9Z)) 798.4448 C00093 KEGG Compound L-Serine ReactionCatalysis3792 ACTIVATION CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(9Z)) ReactionCatalysis3793 ACTIVATION Reaction3626 false PGP(16:1(9Z)/16:1(9Z)) + Water → PG(16:1(9Z)/16:1(9Z)) + Phosphate LEFT_TO_RIGHT ReactionCatalysis3790 ACTIVATION ReactionCatalysis3791 ACTIVATION 1.0 C3H7NO3 L-Serine 105.042595 ReactionCatalysis3794 ACTIVATION 439229 PubChem-compound ReactionCatalysis3795 ACTIVATION C00416 KEGG Compound 362-66-3 CAS 644102 PubChem-compound CHEBI:17522 ChEBI 5941 ChemSpider P0ABG1 UniProt P0A7A7 UniProt Cardiolipin synthase C00412 KEGG Compound 22833512 PubChem-compound P0ABF8 UniProt H2O Water 18.010565 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 1061 PubChem-compound SMILES [H+] C49H87N3O15P2 CDP-DG(19:1(9Z)/18:1(9Z)) 1019.5612 1.0 DG(19:1(9Z)/18:1(9Z)/0:0) 53481854 PubChem-compound 141-43-5 CAS Carbon dioxide Glycerol-3-phosphate dehydrogenase [NAD(P)+] SMILES CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@](O)([H])COP(O)(=O)O P75919 UniProt 2.0 SMILES OCC(O)CO cardiolipin synthase 85-61-0 CAS SMILES OC[C@@H](O)COP(O)(O)=O SMILES CCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCC(C)C gpsA acpP acpP plsB plsB acpP acpP plsC plsC cdsA pssA pgsA ybhO cls pgpB pgpA psd clsC 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 Hydrogen Ion Cytidine triphosphate Pyrophosphate CDP- DG(19:1(9Z)/18:1(9Z)) L-Serine Hydrogen Ion Cytidine monophosphate PS(19:iso/18:1(9Z)) Glycerol 3-phosphate Hydrogen Ion Cytidine monophosphate PG(16:1(9Z)/16:1(9Z)) Glycerol CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(9Z)) Water PGP(16:1(9Z)/16:1(9Z)) Phosphate PS(15:0/19:iso) Hydrogen ion PE(15:0/19:iso) Carbon dioxide PE(15:0/19:iso) Ethanolamine CL(15:0cyclo/16:1(9Z)/19:0cycv8c/16:1(9Z)) glycolysis and pyruvate dehydrogenase