CHEBI:74344 - 1-arachidonoyl-sn-glycero-3-phosphocholine

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ChEBI Name 1-arachidonoyl-sn-glycero-3-phosphocholine
ChEBI ID CHEBI:74344
ChEBI ASCII Name 1-arachidonoyl-sn-glycero-3-phosphocholine
Definition A lysophosphatidylcholine 20:4 in which the acyl group at position 1 is (5Z,8Z,11Z,14Z)-icosatetraenoyl (arachidonoyl) and the hydroxy group at position 2 is unsubstituted.
Stars This entity has been manually annotated by the ChEBI Team.
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)34-25-27(30)26-36-37(32,33)35-24-23-29(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 LAXQYRRMGGEGOH-JXRLJXCWSA-N
SMILES [H][C@@](O)(COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)COP([O-])(=O)OCC[N+](C)(C)C
Metabolite of Species Details
Mus musculus (NCBI:txid10090) See: MetaboLights Study
Roles Classification
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via lysophosphatidylcholine(20:4/0:0) )
(via lysophosphatidylcholine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 1-arachidonoyl-sn-glycero-3-phosphocholine (CHEBI:74344) has functional parent arachidonic acid (CHEBI:15843)
1-arachidonoyl-sn-glycero-3-phosphocholine (CHEBI:74344) has role mouse metabolite (CHEBI:75771)
1-arachidonoyl-sn-glycero-3-phosphocholine (CHEBI:74344) is a lysophosphatidylcholine(20:4/0:0) (CHEBI:91310)
IUPAC Name
(2R)-2-hydroxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propyl 2-(trimethylammonio)ethyl phosphate
Synonyms Sources
1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine LIPID MAPS
1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine UniProt
1-Arachidonoyl-glycero-3-phosphocholine HMDB
1-arachidonoyl-GPC ChEBI
GPC(20:4n6) ChEBI
LPC 20:4(5Z,8Z,11Z,14Z)/0:0 ChEBI
LPC(20:4(5Z,8Z,11Z,14Z)/0:0) ChEBI
LysoPC 20:4(5Z,8Z,11Z,14Z)/0:0 ChEBI
LysoPC(20:4(5Z,8Z,11Z,14Z)/0:0) ChEBI
lysophosphatidylcholine(20:4(5Z,8Z,11Z,14Z)/0:0) ChEBI
PC 20:4(5Z,8Z,11Z,14Z)/0:0 ChEBI
PC(20:4(5Z,8Z,11Z,14Z)/0:0) ChEBI
Manual Xrefs Databases
HMDB0010395 HMDB
LMGP01050048 LIPID MAPS
View more database links
Registry Number Type Source
20093030 Reaxys Registry Number Reaxys
Last Modified
12 August 2016