DIACYLGLYCEROL
BioCyc
1.0
Reaction56210
false
Eicosapentaenoyl-CoA + Glycerol 3-phosphate → Coenzyme A + LPA(20:5(5Z,8Z,11Z,14Z,17Z)/0:0)
LEFT_TO_RIGHT
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
SMILES
CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OCC(O)COP(O)(O)=O
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
P21695
UniProt
439153
PubChem-compound
56927904
PubChem-compound
SMILES
O
C38H65O8P
PA(20:5(5Z,8Z,11Z,14Z,17Z)/15:0)
680.4417
HMDB0007561
HMDB
1.0
30778384
ChemSpider
C58H92O6
TG(20:5(5Z,8Z,11Z,14Z,17Z)/15:0/20:5(5Z,8Z,11Z,14Z,17Z))
884.6894
CO-A
BioCyc
SMILES
CCCCCCCCCCCCCCC(=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
NAD
C00165
KEGG Compound
C00681
KEGG Compound
24766247
ChemSpider
648
ChemSpider
C41H64N7O17P3S
Eicosapentaenoyl-CoA
1051.3292
26606353
ChemSpider
Coenzyme A
Dihydroxyacetone phosphate
Phosphatidate phosphatase LPIN1
De Novo Triacylglycerol Biosynthesis TG(20:5(5Z,8Z,11Z,14Z,17Z)/15:0/20:5(5Z,8Z,11Z,14Z,17Z))
C21H36N7O16P3S
Coenzyme A
767.11523
SMILES
[H][C@](CO)(COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCCCCC
6816
PubChem-compound
C3H7O6P
Dihydroxyacetone phosphate
169.99803
Glycolysis
SubPathway
1.0
Reaction55814
false
Dihydroxyacetone phosphate + Hydrogen Ion + NADH → Glycerol 3-phosphate + NAD
LEFT_TO_RIGHT
CHEBI:15846
ChEBI
HMDB0060311
HMDB
Diacylglycerol O-acyltransferase 1
HMDB0001473
HMDB
1.0
6557
ChemSpider
668
PubChem-compound
Homo sapiens
Pentadecanoyl-CoA
1038
PubChem-compound
388299
ChemSpider
7732-18-5
CAS
HMDB0001487
HMDB
GO:0005829
GENE ONTOLOGY
1.0
Eicosapentaenoyl-CoA
C36H64N7O17P3S
Pentadecanoyl-CoA
991.3292
CHEBI:63539
ChEBI
SubPathwayInteraction17562
SubPathway17562Reaction
SubPathwayReaction
SMP0026014
SMPDB
CHEBI:16908
ChEBI
PW026889
PathWhiz
CPD-14018
BioCyc
DIHYDROXY-ACETONE-PHOSPHATE
BioCyc
1.0
1-Acyl-sn-glycerol-3-phosphate acyltransferase alpha
O4P
Phosphate
94.95342
1.0
SMILES
[H]C(COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCCCCC
1010
ChemSpider
LPA(20:5(5Z,8Z,11Z,14Z,17Z)/0:0)
C23H37O7P
LPA(20:5(5Z,8Z,11Z,14Z,17Z)/0:0)
456.2277
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
SMILES
OCC(=O)COP(O)(O)=O
1.0
O75907
UniProt
ACYL-SN-GLYCEROL-3P
BioCyc
9606
TAXONOMY
962
PubChem-compound
CPD-14724
BioCyc
PA(20:5(5Z,8Z,11Z,14Z,17Z)/15:0)
ReactionCatalysis45943
ACTIVATION
CHEBI:16975
ChEBI
CHEBI:16337
ChEBI
Hydrogen Ion
ReactionCatalysis45941
ACTIVATION
ReactionCatalysis45942
ACTIVATION
PW000146
PathWhiz
C00111
KEGG Compound
C38H64O5
DG(20:5(5Z,8Z,11Z,14Z,17Z)/15:0/0:0)
600.4754
Cytosol
Reaction67305
false
DG(20:5(5Z,8Z,11Z,14Z,17Z)/15:0/0:0) + Eicosapentaenoyl-CoA → Coenzyme A + TG(20:5(5Z,8Z,11Z,14Z,17Z)/15:0/20:5(5Z,8Z,11Z,14Z,17Z))
LEFT_TO_RIGHT
HMDB0055689
HMDB
2.0
Phosphate
5893
PubChem-compound
1.0
TG(20:5(5Z,8Z,11Z,14Z,17Z)/15:0/20:5(5Z,8Z,11Z,14Z,17Z))
58-68-4
CAS
HMDB0114748
HMDB
C00080
KEGG Compound
Glycerol-3-phosphate acyltransferase 1, mitochondrial
SMP0000040
SMPDB
HMDB0001423
HMDB
Reaction67303
false
LPA(20:5(5Z,8Z,11Z,14Z,17Z)/0:0) + Pentadecanoyl-CoA → Coenzyme A + PA(20:5(5Z,8Z,11Z,14Z,17Z)/15:0)
LEFT_TO_RIGHT
Reaction67304
false
PA(20:5(5Z,8Z,11Z,14Z,17Z)/15:0) + Water → DG(20:5(5Z,8Z,11Z,14Z,17Z)/15:0/0:0) + Phosphate
LEFT_TO_RIGHT
SMILES
[O-]P([O-])([O-])=O
Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
HMDB0002111
HMDB
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
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
CHEBI:74574
ChEBI
1.0
GLYCEROL-3P
BioCyc
1.0
Q99943
UniProt
C00093
KEGG Compound
HMDB0115200
HMDB
57-04-5
CAS
Glycerol 3-phosphate
C00416
KEGG Compound
C16165
KEGG Compound
53478339
PubChem-compound
C21H28N7O14P2
NAD
664.11694
C00010
KEGG Compound
HMDB0000902
HMDB
1-Acyl-sn-glycerol-3-phosphate acyltransferase alpha
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
71581247
PubChem-compound
C21H29N7O14P2
NADH
665.12476
H2O
Water
18.010565
CHEBI:15978
ChEBI
NADH
BioCyc
NAD
BioCyc
H
Hydrogen Ion
1.007825
1061
PubChem-compound
1.0
SMILES
[H][C@@](COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCC
HMDB0059597
HMDB
388308
ChemSpider
1.0
53-84-9
CAS
DG(20:5(5Z,8Z,11Z,14Z,17Z)/15:0/0:0)
ReactionCatalysis45939
ACTIVATION
HMDB0000126
HMDB
ReactionCatalysis45940
ACTIVATION
85-61-0
CAS
HMDB0062518
HMDB
SMILES
OC[C@@H](O)COP(O)(O)=O