CHEBI:64395 - 1-arachidonoyl-sn-glycero-3-phosphoethanolamine

ChEBI IDCHEBI:64395
ChEBI Name1-arachidonoyl-sn-glycero-3-phosphoethanolamine
Stars
ASCII Name1-arachidonoyl-sn-glycero-3-phosphoethanolamine
DefinitionA 1-acyl-sn-glycero-3-phosphoethanolamine in which the acyl group is specified as arachidonoyl.
Last Modified19 September 2014
SubmitterSteve
DownloadsMolfile
FormulaC25H44NO7P
Net Charge0
Average Mass501.601
Monoisotopic Mass501.28554
SMILESCCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN
InChIInChI=1S/C25H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(28)31-22-24(27)23-33-34(29,30)32-21-20-26/h6-7,9-10,12-13,15-16,24,27H,2-5,8,11,14,17-23,26H2,1H3,(H,29,30)/b7-6-,10-9-,13-12-,16-15-/t24-/m1/s1
InChIKeyROPRRXYVXLDXQO-XSQXPFHXSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (21886157)
Roles Classification
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
1-arachidonoyl-sn-glycero-3-phosphoethanolamine (CHEBI:64395) has functional parent arachidonic acid (CHEBI:15843)
1-arachidonoyl-sn-glycero-3-phosphoethanolamine (CHEBI:64395) has role human metabolite (CHEBI:77746)
1-arachidonoyl-sn-glycero-3-phosphoethanolamine (CHEBI:64395) is a 1-acyl-sn-glycero-3-phosphoethanolamine (CHEBI:29017)
1-arachidonoyl-sn-glycero-3-phosphoethanolamine (CHEBI:64395) is a lysophosphatidylethanolamine 20:4 (CHEBI:64569)
IUPAC Name 
(2R)-3-{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-2-hydroxypropyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
Synonyms  Source
1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamineLIPID MAPS
1-arachidonyl-sn-glycero-3-phosphoethanolamineChEBI
1-O-arachidonoyl-sn-glycero-3-phosphoethanolamineChEBI
1-O-arachidonyl-sn-glycero-3-phosphoethanolamineChEBI
(5Z,8Z,11Z,14Z-eicosatetraenoyl)-lysophosphatidylethanolamineHMDB
LPE(20:4)HMDB
Manual XrefsDatabases
HMDB0011517HMDB
LMGP02050009LIPID MAPS