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CHEBI:137580 - 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-icosatetraenoyl]-sn-glycero-3-phosphoethanolamine zwitterion

ChEBI IDCHEBI:137580
ChEBI Name2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-icosatetraenoyl]-sn-glycero-3-phosphoethanolamine zwitterion
Stars
ASCII Name2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-icosatetraenoyl]-sn-glycero-3-phosphoethanolamine zwitterion
DefinitionA 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of 2-(11R)-hydroxy-(5Z,8Z,12E,14Z)-icosatetraenoyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.
Last Modified30 August 2017
Submitternhn
DownloadsMolfile
FormulaC25H44NO8P
Net Charge0
Average Mass517.600
Monoisotopic Mass517.28045
SMILESCCCCC/C=C\C=C\[C@H](O)C/C=C\C/C=C\CCCC(=O)O[C@H](CO)COP(=O)([O-])OCC[NH3+]
InChIInChI=1S/C25H44NO8P/c1-2-3-4-5-7-10-13-16-23(28)17-14-11-8-6-9-12-15-18-25(29)34-24(21-27)22-33-35(30,31)32-20-19-26/h6-7,9-11,13-14,16,23-24,27-28H,2-5,8,12,15,17-22,26H2,1H3,(H,30,31)/b9-6-,10-7-,14-11-,16-13+/t23-,24+/m0/s1
InChIKeyYYNINOSNLIMLAJ-XQSHPIDZSA-N
ChEBI Ontology
Outgoing Relation(s)
2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-icosatetraenoyl]-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:137580) is a 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:65213)
2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-icosatetraenoyl]-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:137580) is a oxidized 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:167121)
2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-icosatetraenoyl]-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:137580) is tautomer of 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-icosatetraenoyl]-sn-glycero-3-phosphoethanolamine (CHEBI:138339)
Incoming Relation(s)
2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-icosatetraenoyl]-sn-glycero-3-phosphoethanolamine (CHEBI:138339) is tautomer of 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-icosatetraenoyl]-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:137580)
IUPAC Name 
2-azaniumylethyl (2R)-3-hydroxy-2-{[(5Z,8Z,11R,12E,14Z)-11-hydroxyicosa-5,8,12,14-tetraenoyl]oxy}propyl phosphate
Synonym  Source
2-(11R)-HETE-LPE zwitterionSUBMITTER
UniProt Name  Source
2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphoethanolamineUniProt
Citations