CHEBI:76079 - 2-arachidonoyl-sn-glycero-3-phosphocholine

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ChEBI Name 2-arachidonoyl-sn-glycero-3-phosphocholine
ChEBI ID CHEBI:76079
ChEBI ASCII Name 2-arachidonoyl-sn-glycero-3-phosphocholine
Definition A lysophosphatidylcholine 20:4 in which the acyl group is specified as arachidonoyl and is located at position 2.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Lucila Aimo
Supplier Information
Download Molfile XML SDF
Formula C28H50NO7P
Net Charge 0
Average Mass 543.67290
Monoisotopic Mass 543.33249
InChI InChI=1S/C28H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-28(31)36-27(25-30)26-35-37(32,33)34-24-23-29(2,3)4/h9-10,12-13,15-16,18-19,27,30H,5-8,11,14,17,20-26H2,1-4H3/b10-9-,13-12-,16-15-,19-18-/t27-/m1/s1
InChIKey IGJKYDBBINVMLH-JXRLJXCWSA-N
SMILES CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)O[C@H](CO)COP([O-])(=O)OCC[N+](C)(C)C
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via lysophosphatidylcholine(0:0/20:4) )
(via lysophosphatidylcholine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2-arachidonoyl-sn-glycero-3-phosphocholine (CHEBI:76079) has functional parent arachidonic acid (CHEBI:15843)
2-arachidonoyl-sn-glycero-3-phosphocholine (CHEBI:76079) is a lysophosphatidylcholine(0:0/20:4) (CHEBI:91303)
IUPAC Name
(2R)-3-hydroxy-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propyl 2-(trimethylazaniumyl)ethyl phosphate
Synonyms Sources
2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine UniProt
2-(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycero-3-phosphocholine SUBMITTER
2-arachidonoyl-GPC ChEBI
2-arachidonoyllysophosphatidylcholine SUBMITTER
GPC(0:0/20:4) ChEBI
GPC(20:4) ChEBI
LPC(0:0/20:4(5Z,8Z,11Z,14Z)) LIPID MAPS
PC(0:0/20:4(5Z,8Z,11Z,14Z)) LIPID MAPS
Manual Xref Database
LMGP01050121 LIPID MAPS
View more database links
Registry Number Type Source
9530194 Reaxys Registry Number Reaxys
Last Modified
16 August 2016