DIACYLGLYCEROL
BioCyc
1.0
Reaction66939
false
Glycerol 3-phosphate + Stearidonoyl-CoA → Coenzyme A + LPA(18:4(6Z,9Z,12Z,15Z)/0:0)
LEFT_TO_RIGHT
PW026691
PathWhiz
SMILES
CC\C=C/C\C=C/C\C=C/C\C=C/CCCCC(=O)OCC(O)COP(O)(O)=O
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
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
C39H66O5
DG(18:4(6Z,9Z,12Z,15Z)/18:1(11Z)/0:0)
614.491
HMDB0006519
HMDB
Water
CHEBI:75354
ChEBI
C43H68N7O17P3S
Clupanodonoyl-CoA
1079.3605
P21695
UniProt
439153
PubChem-compound
SMILES
O
1.0
SMP0025816
SMPDB
CO-A
BioCyc
NAD
C00165
KEGG Compound
C00681
KEGG Compound
648
ChemSpider
HMDB0055414
HMDB
Coenzyme A
Dihydroxyacetone phosphate
Phosphatidate phosphatase LPIN1
C21H36N7O16P3S
Coenzyme A
767.11523
6816
PubChem-compound
C3H7O6P
Dihydroxyacetone phosphate
169.99803
Glycolysis
SubPathway
SMILES
[H][C@@](COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC
Reaction55814
false
Dihydroxyacetone phosphate + Hydrogen Ion + NADH → Glycerol 3-phosphate + NAD
LEFT_TO_RIGHT
CHEBI:15846
ChEBI
HMDB0006521
HMDB
52922033
PubChem-compound
Diacylglycerol O-acyltransferase 1
HMDB0001473
HMDB
HMDB0007333
HMDB
CHEBI:63541
ChEBI
6557
ChemSpider
668
PubChem-compound
Homo sapiens
C39H62N7O17P3S
Stearidonoyl-CoA
1025.3136
C39H68N7O17P3S
cis-Vaccenoyl-CoA
1031.3605
1038
PubChem-compound
388299
ChemSpider
7732-18-5
CAS
HMDB0001487
HMDB
Clupanodonoyl-CoA
GO:0005829
GENE ONTOLOGY
1.0
DG(18:4(6Z,9Z,12Z,15Z)/18:1(11Z)/0:0)
SMILES
CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCCC(=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
53477847
PubChem-compound
SMILES
[H][C@](CO)(COC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC
CHEBI:16908
ChEBI
DIHYDROXY-ACETONE-PHOSPHATE
BioCyc
1.0
1-Acyl-sn-glycerol-3-phosphate acyltransferase alpha
O4P
Phosphate
94.95342
LPA(18:4(6Z,9Z,12Z,15Z)/0:0)
1.0
1010
ChemSpider
1.0
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
C21H35O7P
LPA(18:4(6Z,9Z,12Z,15Z)/0:0)
430.21204
O75907
UniProt
HMDB0006267
HMDB
CHEBI:63545
ChEBI
ACYL-SN-GLYCEROL-3P
BioCyc
9606
TAXONOMY
962
PubChem-compound
ReactionCatalysis45943
ACTIVATION
CHEBI:16975
ChEBI
CHEBI:16337
ChEBI
Hydrogen Ion
ReactionCatalysis45941
ACTIVATION
ReactionCatalysis45942
ACTIVATION
PW000146
PathWhiz
C00111
KEGG Compound
Cytosol
SMILES
CC\C=C/C\C=C/C\C=C/C\C=C/CCCCC(=O)SCCNC(=O)CCNC(=O)[C@@](O)([H])C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@H](C(O)[C@H]1OP(=O)(O)O)N1C=NC2=C1N=CN=C2N
2.0
SMILES
CCCCCC\C=C\CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@@](O)([H])C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@H](C(O)[C@H]1OP(=O)(O)O)N1C=NC2=C1N=CN=C2N
Phosphate
5893
PubChem-compound
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
HMDB0114745
HMDB
Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
HMDB0115033
HMDB
HMDB0002111
HMDB
CHEBI:15377
ChEBI
C00009
KEGG Compound
56928012
PubChem-compound
CHEBI:15378
ChEBI
SMILES
[H+]
14265-44-2
CAS
1.0
58346-00-2
CAS
CHEBI:16108
ChEBI
17989-41-2
CAS
Q14693
UniProt
C00001
KEGG Compound
HMDB0001429
HMDB
Diacylglycerol O-acyltransferase 1
C00004
KEGG Compound
CHEBI:18367
ChEBI
C00003
KEGG Compound
Stearidonoyl-CoA
1032
ChemSpider
cis-Vaccenoyl-CoA
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
1.0
SMILES
[H][C@@](COC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC
C00416
KEGG Compound
C16166
KEGG Compound
1.0
C21H28N7O14P2
NAD
664.11694
C16163
KEGG Compound
C00010
KEGG Compound
HMDB0000902
HMDB
1-Acyl-sn-glycerol-3-phosphate acyltransferase alpha
Reaction67008
false
Clupanodonoyl-CoA + DG(18:4(6Z,9Z,12Z,15Z)/18:1(11Z)/0:0) → Coenzyme A + TG(18:4(6Z,9Z,12Z,15Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z))
LEFT_TO_RIGHT
L-PHOSPHATIDATE
BioCyc
Reaction67004
false
PA(18:4(6Z,9Z,12Z,15Z)/18:1(11Z)) + Water → DG(18:4(6Z,9Z,12Z,15Z)/18:1(11Z)/0:0) + Phosphate
LEFT_TO_RIGHT
Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
C21H29N7O14P2
NADH
665.12476
H2O
Water
18.010565
Reaction67003
false
LPA(18:4(6Z,9Z,12Z,15Z)/0:0) + cis-Vaccenoyl-CoA → Coenzyme A + PA(18:4(6Z,9Z,12Z,15Z)/18:1(11Z))
LEFT_TO_RIGHT
SubPathwayInteraction17364
SubPathway17364Reaction
SubPathwayReaction
CHEBI:15978
ChEBI
NADH
BioCyc
NAD
BioCyc
PA(18:4(6Z,9Z,12Z,15Z)/18:1(11Z))
H
Hydrogen Ion
1.007825
1061
PubChem-compound
1.0
13673-88-6
CAS
HMDB0059597
HMDB
388308
ChemSpider
1.0
De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z))
1.0
53478162
PubChem-compound
53-84-9
CAS
ReactionCatalysis45939
ACTIVATION
HMDB0000126
HMDB
C61H98O6
TG(18:4(6Z,9Z,12Z,15Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z))
926.7363
24766070
ChemSpider
ReactionCatalysis45940
ACTIVATION
85-61-0
CAS
TG(18:4(6Z,9Z,12Z,15Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z))
C39H67O8P
PA(18:4(6Z,9Z,12Z,15Z)/18:1(11Z))
694.45734
SMILES
OC[C@@H](O)COP(O)(O)=O