CHEBI:76091 - 2-arachidonoyl-sn-glycero-3-phosphoethanolamine zwitterion

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ChEBI Name 2-arachidonoyl-sn-glycero-3-phosphoethanolamine zwitterion
ChEBI ID CHEBI:76091
ChEBI ASCII Name 2-arachidonoyl-sn-glycero-3-phosphoethanolamine zwitterion
Definition A 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of 2-arachidonoyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Lucila Aimo
Supplier Information
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Formula C25H44NO7P
Net Charge 0
Average Mass 501.59310
Monoisotopic Mass 501.28554
InChI InChI=1S/C25H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(28)33-24(22-27)23-32-34(29,30)31-21-20-26/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
InChIKey YWOCITMXHHTBAW-XSQXPFHXSA-N
SMILES CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)O[C@H](CO)COP([O-])(=O)OCC[NH3+]
ChEBI Ontology
Outgoing 2-arachidonoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:76091) has functional parent arachidonic acid (CHEBI:15843)
2-arachidonoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:76091) is a 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:65213)
2-arachidonoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:76091) is tautomer of 2-arachidonyl-sn-glycero-3-phosphoethanolamine (CHEBI:72741)
Incoming 2-arachidonyl-sn-glycero-3-phosphoethanolamine (CHEBI:72741) is tautomer of 2-arachidonoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:76091)
IUPAC Name
2-azaniumylethyl (2R)-3-hydroxy-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propyl phosphate
Synonyms Sources
2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine UniProt
2-(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycero-3-phosphoethanolamine zwitterion SUBMITTER
2-arachidonoyl-GPE ChEBI
2-arachidonoyllysophosphatidylethanolamine zwitterion SUBMITTER
GPE(20:4) ChEBI
LPE[0:0/20:4(ω-6)] zwitterion SUBMITTER
Last Modified
12 August 2016