DIACYLGLYCEROL
BioCyc
1.0
937
ChemSpider
SMILES
NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O
CPD-8587
BioCyc
439162
PubChem-compound
1.0
5682
ChemSpider
SMILES
NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O
Glycerol-3-phosphate acyltransferase 1, mitochondrial
Dihydroxyacetone phosphate
SubPathwayOutput
Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
NADH
CHEBI:1146900
ChEBI
Water
1.0
P21695
UniProt
Reaction61087
false
Glycerol 3-phosphate + Myristoleoyl-CoA → Coenzyme A + LPA(14:1(9Z)/0:0)
LEFT_TO_RIGHT
439153
PubChem-compound
56927904
PubChem-compound
SMILES
O
C37H61O8P
PA(14:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z))
664.4104
1.0
SMILES
CCCC\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
CO-A
BioCyc
C51H84O6
TG(14:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)/14:1(9Z))
792.6268
NAD
C00165
KEGG Compound
C00681
KEGG Compound
648
ChemSpider
C41H64N7O17P3S
Eicosapentaenoyl-CoA
1051.3292
Coenzyme A
26606353
ChemSpider
De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)/14:1(9Z))
Dihydroxyacetone phosphate
Phosphatidate phosphatase LPIN1
C21H36N7O16P3S
Coenzyme A
767.11523
HMDB0048322
HMDB
6816
PubChem-compound
C3H7O6P
Dihydroxyacetone phosphate
169.99803
Glycolysis
SubPathway
Reaction55814
false
Dihydroxyacetone phosphate + Hydrogen Ion + NADH → Glycerol 3-phosphate + NAD
LEFT_TO_RIGHT
CHEBI:15846
ChEBI
70678650
PubChem-compound
HMDB0060311
HMDB
HMDB0007056
HMDB
Diacylglycerol O-acyltransferase 1
HMDB0001473
HMDB
6557
ChemSpider
668
PubChem-compound
Homo sapiens
Myristoleoyl-CoA
Reaction61621
false
Eicosapentaenoyl-CoA + LPA(14:1(9Z)/0:0) → Coenzyme A + PA(14:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z))
LEFT_TO_RIGHT
1038
PubChem-compound
388299
ChemSpider
7732-18-5
CAS
Reaction61623
false
DG(14:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)/0:0) + Myristoleoyl-CoA → Coenzyme A + TG(14:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)/14:1(9Z))
LEFT_TO_RIGHT
Reaction61622
false
PA(14:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) + Water → DG(14:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)/0:0) + Phosphate
LEFT_TO_RIGHT
HMDB0001487
HMDB
HMDB0114803
HMDB
GO:0005829
GENE ONTOLOGY
1.0
Eicosapentaenoyl-CoA
CHEBI:63539
ChEBI
SMP0021120
SMPDB
C35H60N7O17P3S
Myristoleoyl-CoA
975.2979
CHEBI:16908
ChEBI
CPD-14018
BioCyc
DIHYDROXY-ACETONE-PHOSPHATE
BioCyc
1.0
PW021995
PathWhiz
1-Acyl-sn-glycerol-3-phosphate acyltransferase alpha
O4P
Phosphate
94.95342
1.0
SMILES
[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC
1010
ChemSpider
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
SMILES
OCC(=O)COP(O)(O)=O
HMDB0112236
HMDB
O75907
UniProt
SubPathwayInteraction12669
SubPathwayReaction
SubPathway12669Reaction
ACYL-SN-GLYCEROL-3P
BioCyc
9606
TAXONOMY
PA(14:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z))
962
PubChem-compound
1.0
ReactionCatalysis45943
ACTIVATION
CHEBI:16975
ChEBI
CHEBI:16337
ChEBI
Hydrogen Ion
ReactionCatalysis45941
ACTIVATION
ReactionCatalysis45942
ACTIVATION
PW000146
PathWhiz
C00111
KEGG Compound
TG(14:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)/14:1(9Z))
Cytosol
2.0
Phosphate
5893
PubChem-compound
SMILES
CCCC\C=C/CCCCCCCC(=O)OCC(O)COP(O)(O)=O
1.0
58-68-4
CAS
C00080
KEGG Compound
Glycerol-3-phosphate acyltransferase 1, mitochondrial
SMP0000040
SMPDB
HMDB0001423
HMDB
SMILES
[O-]P([O-])([O-])=O
Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
87935-97-5
CAS
HMDB0002111
HMDB
SMILES
[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC
CHEBI:15377
ChEBI
C00009
KEGG Compound
CHEBI:15378
ChEBI
SMILES
[H+]
14265-44-2
CAS
CHEBI:16108
ChEBI
17989-41-2
CAS
Q14693
UniProt
C00001
KEGG Compound
C37H60O5
DG(14:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)/0:0)
584.4441
HMDB0001429
HMDB
Diacylglycerol O-acyltransferase 1
C00004
KEGG Compound
1.0
CHEBI:18367
ChEBI
C00003
KEGG Compound
1032
ChemSpider
Q9HCL2
UniProt
Phosphatidate phosphatase LPIN1
C3H9O6P
Glycerol 3-phosphate
172.01367
1.0
GLYCEROL-3P
BioCyc
Q99943
UniProt
C00093
KEGG Compound
57-04-5
CAS
Glycerol 3-phosphate
C00416
KEGG Compound
C16165
KEGG Compound
C21H28N7O14P2
NAD
664.11694
CHEBI:65087
ChEBI
C00010
KEGG Compound
HMDB0000902
HMDB
1-Acyl-sn-glycerol-3-phosphate acyltransferase alpha
C17H33O7P
LPA(14:1(9Z)/0:0)
380.19638
DG(14:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)/0:0)
SMILES
CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(=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
L-PHOSPHATIDATE
BioCyc
Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
C21H29N7O14P2
NADH
665.12476
H2O
Water
18.010565
1.0
CHEBI:15978
ChEBI
30777871
ChemSpider
NADH
BioCyc
NAD
BioCyc
H
Hydrogen Ion
1.007825
1061
PubChem-compound
HMDB0059597
HMDB
388308
ChemSpider
1.0
53-84-9
CAS
LPA(14:1(9Z)/0:0)
SMILES
[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC
ReactionCatalysis45939
ACTIVATION
53477991
PubChem-compound
24765890
ChemSpider
HMDB0000126
HMDB
ReactionCatalysis45940
ACTIVATION
85-61-0
CAS
SMILES
OC[C@@H](O)COP(O)(O)=O