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

ChEBI IDCHEBI:74344
ChEBI Name1-arachidonoyl-sn-glycero-3-phosphocholine
Stars
ASCII Name1-arachidonoyl-sn-glycero-3-phosphocholine
DefinitionA 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.
Last Modified12 August 2016
Submittermwilliams
DownloadsMolfile
FormulaC28H50NO7P
Net Charge0
Average Mass543.682
Monoisotopic Mass543.33249
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
InChIInChI=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
InChIKeyLAXQYRRMGGEGOH-JXRLJXCWSA-N
Species of MetaboliteComponentSourceComments
Mus musculus (ncbitaxon:10090) - MetaboLights (MTBLS143)
Roles Classification
Biological Roles:
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).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
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  Source
1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholineLIPID MAPS
1-Arachidonoyl-glycero-3-phosphocholineHMDB
1-arachidonoyl-GPCChEBI
GPC(20:4n6)ChEBI
LPC 20:4(5Z,8Z,11Z,14Z)/0:0ChEBI
LPC(20:4(5Z,8Z,11Z,14Z)/0:0)ChEBI
UniProt Name  Source
1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholineUniProt
Manual XrefsDatabases
HMDB0010395HMDB
LMGP01050048LIPID MAPS
Registry NumbersSources
Reaxys:20093030Reaxys