17215925
ChemSpider
SMILES
CCCCCCCC\C=C/CCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCC1CC1CCCC
CL(18:1(9Z)/15:0cycw5/17:0cycw7/18:1(9Z))
C02737
KEGG Compound
937
ChemSpider
439162
PubChem-compound
L-1-PHOSPHATIDYL-GLYCEROL-P
BioCyc
Cytidine triphosphate
Oleoyl-CoA
SMILES
O
56-81-5
CAS
HMDB0000095
HMDB
Pyrophosphate
1.0
Phosphatidylglycerophosphatase A
6131
PubChem-compound
CHEBI:17115
ChEBI
1.0
1-acyl-sn-glycerol-3-phosphate acyltransferase
C00681
KEGG Compound
Dihydroxyacetone phosphate
SubPathwayOutput
ReactionCatalysis170297
ACTIVATION
SMILES
CCCCCCCC\C=C/CCCCCCCC(=O)O[C@@H]1COC(=O)CCCCCCCC2CC(CCCCCC)[C@H](O)[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OC1)O[C@H]2N1C=CC(N)=NC1=O
P18200
UniProt
6816
PubChem-compound
HMDB0007855
HMDB
CHEBI:62837
ChEBI
C3H7O6P
Dihydroxyacetone phosphate
169.99803
5280355
PubChem-compound
Putative cardiolipin synthase ybhO
559142
ChemSpider
SMILES
CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H]1COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H](C(CC(CCCC)[C@H](O)[C@@H]2O)CCCCCCCC(=O)O1)N1C=CC(N)=NC1=O
CDP-diacylglycerol--serine O-phosphatidyltransferase
ReactionCatalysis3084
ACTIVATION
53-59-8
CAS
700
PubChem-compound
1038
PubChem-compound
CHEBI:16474
ChEBI
P26647
UniProt
274
ChemSpider
C77H142O17P2
CL(18:1(9Z)/15:0cycw5/17:0cycw7/18:1(9Z))
1400.9722
5736
ChemSpider
CHEBI:18303
ChEBI
Cardiolipin synthase
O4P
Phosphate
94.95342
NADPH
CHEBI:16000
ChEBI
1010
ChemSpider
SER
BioCyc
C00344
KEGG Compound
CARDIOLIPIN
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@@H](O)C(=O)NCCC(=O)NCCS
1.0
NADP
PPI
BioCyc
C21H30N7O17P3
NADPH
745.0911
C21H29N7O17P3
NADP
744.08325
ACYL-SN-GLYCEROL-3P
BioCyc
Glycerol-3-phosphate acyltransferase
63-37-6
CAS
1.0
1.0
NADPH
BioCyc
C00116
KEGG Compound
Hydrogen Ion
PW000785
PathWhiz
Glycerol-3-phosphate dehydrogenase [NAD(P)+]
C00111
KEGG Compound
1716-06-9
CAS
1.1.1.94
false
1.1.1.94
Dihydroxyacetone phosphate + Hydrogen Ion + NADPH → Glycerol 3-phosphate + NADP
LEFT_TO_RIGHT
Ethanolamine
HMDB0001423
HMDB
CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase
Phosphatidate cytidylyltransferase
Phosphatidylglycerophosphatase A
SMILES
[O-]P([O-])([O-])=O
HMDB0000217
HMDB
1.0
1.0
124-38-9
CAS
PS(18:1(9Z)/15:0cycw5)
5311263
PubChem-compound
C00009
KEGG Compound
C21H41O7P
LPA(18:1(9Z)/0:0)
436.259
4470776
ChemSpider
C00006
KEGG Compound
2.7.8.-
false
2.7.8.-
PG(17:0cycw7/18:1(9Z)) + PG(18:1(9Z)/15:0cycw5) → CL(18:1(9Z)/15:0cycw5/17:0cycw7/18:1(9Z)) + Glycerol
LEFT_TO_RIGHT
CHEBI:15534
ChEBI
CHEBI:18009
ChEBI
Reaction182786
false
PE(18:1(9Z)/15:0cycw5) + PG(17:0cycw7/18:1(9Z)) → CL(18:1(9Z)/15:0cycw5/17:0cycw7/18:1(9Z)) + Ethanolamine
LEFT_TO_RIGHT
C00001
KEGG Compound
HMDB0001429
HMDB
CTP
BioCyc
CHEBI:18361
ChEBI
C00005
KEGG Compound
CHEBI:18367
ChEBI
1.0
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
HMDB0000221
HMDB
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
57-04-5
CAS
Glycerol 3-phosphate
cardiolipin synthase c
C3H8O3
Glycerol
92.04734
9,10-Methylenetetradecanoyl-CoA
1.0
53-57-6
CAS
4444057
ChemSpider
Glycolysis and Pyruvate Dehydrogenase
SubPathway
LPA(18:1(9Z)/0:0)
CHEBI:17361
ChEBI
1.0
C00011
KEGG Compound
SMILES
O=C=O
C00010
KEGG Compound
Putative cardiolipin synthase ybhO
5951
PubChem-compound
C00013
KEGG Compound
1.0
HMDB0001322
HMDB
L-PHOSPHATIDATE
BioCyc
C39H68N7O17P3S
Oleoyl-CoA
1031.3605
O7P2
Pyrophosphate
173.91193
NAD(P)
BioCyc
CHEBI:15978
ChEBI
C9H16N3O14P3
Cytidine triphosphate
482.9845
C39H70NO10P
PS(18:1(9Z)/15:0cycw5)
743.47485
P0A8K1
UniProt
562
TAXONOMY
PA(18:1(9Z)/15:0cycw5)
H
Hydrogen Ion
1.007825
P0A6H8
UniProt
388308
ChemSpider
1.0
L-1-PHOSPHATIDYL-GLYCEROL
BioCyc
C00269
KEGG Compound
C03892
KEGG Compound
SMILES
CCCCCCCC\C=C/CCCCCCCC(=O)OC(COC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OCC(O)CO
Cytidine monophosphate
PGP(17:0cycw7/18:1(9Z))
Glycerol-3-phosphate acyltransferase
SMILES
N[C@@H](CO)C(O)=O
HMDB0000126
HMDB
C41H78O13P2
PGP(17:0cycw7/18:1(9Z))
840.49176
SMILES
[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCC
1.0
CHEBI:28494
ChEBI
C9H14N3O8P
Cytidine monophosphate
323.05185
Phosphatidylserine decarboxylase proenzyme
C36H67O8P
PA(18:1(9Z)/15:0cycw5)
658.45734
1.0
CPD-8587
BioCyc
SMP0000807
SMPDB
CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase
CHEBI:1146900
ChEBI
Water
SMILES
CCCCCCCC\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](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
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
HMDB0000250
HMDB
Phosphatidylglycerophosphatase B
SMILES
[O-]P([O-])(=O)OP([O-])([O-])=O
14000-31-8
CAS
HMDB0000131
HMDB
753
PubChem-compound
PE(18:1(9Z)/15:0cycw5)
SMILES
[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC
CHEBI:17517
ChEBI
CO-A
BioCyc
PG(18:1(9Z)/15:0cycw5)
GLYCEROL
BioCyc
C41H77O10P
PG(17:0cycw7/18:1(9Z))
760.52545
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
C05980
KEGG Compound
HMDB0000149
HMDB
HMDB0001473
HMDB
C39H73O10P
PG(18:1(9Z)/15:0cycw5)
732.49414
5901
ChemSpider
C36H62N7O17P3S
9,10-Methylenetetradecanoyl-CoA
989.3136
C38H72NO8P
PE(18:1(9Z)/15:0cycw5)
701.4996
CHEBI:17962
ChEBI
Reaction181048
false
CDP-DG(18:1(9Z)/15:0cycw5) + L-Serine → Cytidine monophosphate + Hydrogen Ion + PS(18:1(9Z)/15:0cycw5)
LEFT_TO_RIGHT
Reaction181047
false
Cytidine triphosphate + Hydrogen Ion + PA(18:1(9Z)/15:0cycw5) → CDP-DG(18:1(9Z)/15:0cycw5) + Pyrophosphate
LEFT_TO_RIGHT
6557
ChemSpider
668
PubChem-compound
C00055
KEGG Compound
Escherichia coli
7732-18-5
CAS
1.0
1.0
C00063
KEGG Compound
CDPDIACYLGLYCEROL
BioCyc
P0A6S7
UniProt
ETHANOL-AMINE
BioCyc
PW001529
PathWhiz
Reaction181046
false
9,10-Methylenetetradecanoyl-CoA + LPA(18:1(9Z)/0:0) → Coenzyme A + PA(18:1(9Z)/15:0cycw5)
LEFT_TO_RIGHT
P0AA84
UniProt
1.0
Phospholipid Biosynthesis CL(18:1(9Z)/15:0cycw5/17:0cycw7/18:1(9Z))
C2H7NO
Ethanolamine
61.052765
CDP-DG(18:1(9Z)/15:0cycw5)
DIHYDROXY-ACETONE-PHOSPHATE
BioCyc
1.0
ReactionCatalysis169536
ACTIVATION
CHEBI:16526
ChEBI
ReactionCatalysis169534
ACTIVATION
ReactionCatalysis169533
ACTIVATION
ReactionCatalysis169532
ACTIVATION
C00065
KEGG Compound
ReactionCatalysis169531
ACTIVATION
ReactionCatalysis169530
ACTIVATION
C00189
KEGG Compound
65-47-4
CAS
Phosphatidylserine decarboxylase proenzyme
C47H83N3O15P2
CDP-DG(17:0cycw7/18:1(9Z))
991.52997
OLEOYL-COA
BioCyc
SMILES
OCC(=O)COP(O)(O)=O
2.7.8.5
false
2.7.8.5
CDP-DG(17:0cycw7/18:1(9Z)) + Glycerol 3-phosphate → Cytidine monophosphate + Hydrogen Ion + PGP(17:0cycw7/18:1(9Z))
LEFT_TO_RIGHT
SMILES
CCCC[C@@H]1C[C@@H]1CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](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
ReactionCatalysis3131
ACTIVATION
Reaction181034
false
PGP(17:0cycw7/18:1(9Z)) + Water → PG(17:0cycw7/18:1(9Z)) + Phosphate
LEFT_TO_RIGHT
C45H79N3O15P2
CDP-DG(18:1(9Z)/15:0cycw5)
963.49866
CDP-DG(17:0cycw7/18:1(9Z))
962
PubChem-compound
ReactionCatalysis169529
ACTIVATION
CHEBI:16337
ChEBI
CHEBI:37393
ChEBI
SubPathwayInteraction110994
SubPathwayReaction
SubPathway110994Reaction
glycerol-3-phosphate dehydrogenase (aerobic)
CO2
Carbon dioxide
43.98983
C00510
KEGG Compound
Phosphate
1.0
733
ChemSpider
CMP
BioCyc
C00080
KEGG Compound
Phosphatidylglycerophosphatase B
SMILES
CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCC1CC1CCCC
SMILES
NCCO
P23830
UniProt
1-acyl-sn-glycerol-3-phosphate acyltransferase
P0A924
UniProt
HMDB0002111
HMDB
CHEBI:17677
ChEBI
CHEBI:15377
ChEBI
CHEBI:15378
ChEBI
SMILES
[H+]
6176
PubChem-compound
14265-44-2
CAS
L-1-PHOSPHATIDYL-SERINE
BioCyc
CHEBI:16108
ChEBI
17989-41-2
CAS
56-45-1
CAS
5886
PubChem-compound
1.0
1.0
1.0
GLYCEROL-3P
BioCyc
280
PubChem-compound
phosphatidylglycerophosphatase
SMILES
[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC
C00093
KEGG Compound
L-Serine
SMP0001544
SMPDB
1.0
1.0
C3H7NO3
L-Serine
105.042595
HMDB0000187
HMDB
C00416
KEGG Compound
SMILES
[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCC
1.0
644102
PubChem-compound
CHEBI:17522
ChEBI
5941
ChemSpider
P0ABG1
UniProt
P0A7A7
UniProt
Cardiolipin synthase
PG(17:0cycw7/18:1(9Z))
22833512
PubChem-compound
P0ABF8
UniProt
H2O
Water
18.010565
Reaction5838
false
Hydrogen Ion + PS(18:1(9Z)/15:0cycw5) → Carbon dioxide + PE(18:1(9Z)/15:0cycw5)
LEFT_TO_RIGHT
Reaction180670
false
Glycerol 3-phosphate + Oleoyl-CoA → Coenzyme A + LPA(18:1(9Z)/0:0)
LEFT_TO_RIGHT
1061
PubChem-compound
HMDB0059597
HMDB
1.0
141-43-5
CAS
Carbon dioxide
HMDB0001967
HMDB
Glycerol-3-phosphate dehydrogenase [NAD(P)+]
SMILES
CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)COP(O)(O)=O
P75919
UniProt
2.0
SMILES
OCC(O)CO
cardiolipin synthase
HMDB0000082
HMDB
85-61-0
CAS
SMILES
OC[C@@H](O)COP(O)(O)=O