CHEBI:79059 - 2-arachidonoyl-sn-glycero-3-phosphate

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ChEBI Name 2-arachidonoyl-sn-glycero-3-phosphate
ChEBI ID CHEBI:79059
ChEBI ASCII Name 2-arachidonoyl-sn-glycero-3-phosphate
Definition A 2-acyl-sn-glycerol 3-phosphate in which the phosphatidyl acyl group is specified as arachidonoyl.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C23H39O7P
Net Charge 0
Average Mass 458.52530
Monoisotopic Mass 458.24334
InChI InChI=1S/C23H39O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(25)30-22(20-24)21-29-31(26,27)28/h6-7,9-10,12-13,15-16,22,24H,2-5,8,11,14,17-21H2,1H3,(H2,26,27,28)/b7-6-,10-9-,13-12-,16-15-/t22-/m1/s1
InChIKey BDCFJMBXZCIVRH-NZRYSPDRSA-N
SMILES CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)O[C@H](CO)COP(O)(O)=O
Roles Classification
Biological Role(s): mammalian metabolite
Any animal metabolite produced during a metabolic reaction in mammals.
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
(via 2-acyl-sn-glycero-3-phosphate )
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via 2-acyl-sn-glycero-3-phosphate )
(via monoacylglycerol phosphate )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2-arachidonoyl-sn-glycero-3-phosphate (CHEBI:79059) has functional parent arachidonic acid (CHEBI:15843)
2-arachidonoyl-sn-glycero-3-phosphate (CHEBI:79059) has role mammalian metabolite (CHEBI:75768)
2-arachidonoyl-sn-glycero-3-phosphate (CHEBI:79059) is a 2-acyl-sn-glycero-3-phosphate (CHEBI:17936)
2-arachidonoyl-sn-glycero-3-phosphate (CHEBI:79059) is conjugate acid of 2-arachidonoyl-sn-glycero-3-phosphate(2−) (CHEBI:78209)
Incoming 2-arachidonoyl-sn-glycero-3-phosphate(2−) (CHEBI:78209) is conjugate base of 2-arachidonoyl-sn-glycero-3-phosphate (CHEBI:79059)
IUPAC Name
(2R)-1-hydroxy-3-(phosphonooxy)propan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
Synonyms Sources
2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphate ChEBI
2-(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycero-3-phosphate ChEBI
2-arachidonoyllysophosphatidic acid ChEBI
LPA(0:0/20:4ω6) ChEBI
Manual Xref Database
HMDB0012496 HMDB
View more database links
Registry Number Type Source
24288607 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
12051682 PubMed citation Europe PMC
Last Modified
03 July 2014