CHEBI:78268 - 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine zwitterion

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ChEBI Name 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine zwitterion
ChEBI ID CHEBI:78268
ChEBI ASCII Name 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine zwitterion
Definition A phosphatidylethanolamine 38:4 zwitterion obtained by transfer of a proton from the phosphate to the primary amino group of 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-icosatetraenoyl)-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Nevila Nouspikel
Supplier Information
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Formula C43H78NO8P
Net Charge 0
Average Mass 768.05510
Monoisotopic Mass 767.54651
InChI InChI=1S/C43H78NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44)39-49-42(45)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,41H,3-10,12,14-16,18,20-21,23,25-27,29,31-40,44H2,1-2H3,(H,47,48)/b13-11-,19-17-,24-22-,30-28-/t41-/m1/s1
InChIKey ANRKEHNWXKCXDB-BHFWLYLHSA-N
SMILES CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[NH3+])OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
ChEBI Ontology
Outgoing 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:78268) is a 1-stearoyl-2-acyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:189703)
1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:78268) is a phosphatidylethanolamine 38:4 zwitterion (CHEBI:71737)
1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:78268) is tautomer of 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine (CHEBI:79110)
Incoming 1-stearoyl-2-(15-hydroperoxyarachidonoyl)-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:146282) has functional parent 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:78268)
1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine (CHEBI:79110) is tautomer of 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:78268)
IUPAC Name
2-azaniumylethyl (2R)-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]-3-(octadecanoyloxy)propyl phosphate
Synonyms Sources
1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine UniProt
1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycero-3-phosphoethanolamine zwitterion SUBMITTER
1-stearoyl-2-arachidonoyl-GPE ChEBI
1-stearoyl-2-arachidonoyl-GPE (18:0/20:4) ChEBI
GPE(18:0/20:4(5Z,8Z,11Z,14Z)) ChEBI
GPE(18:0/20:4) ChEBI
PE(18:0/20:4(5Z,8Z,11Z,14Z)) ChEBI
PE(18:0/20:4) ChEBI
Citation Waiting for Citations Type Source
23071296 PubMed citation SUBMITTER
Last Modified
04 October 2016