EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:133732 - 1-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterion

Default Structure
ChEBI IDCHEBI:133732
ChEBI Name1-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterion
Stars
ASCII Name1-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterion
DefinitionA lysophosphatidylethanolamine zwitterion obtained by transfer of a proton from the phosphate group to the amino group of 1-linoleoyl-sn-glycero-3-phosphoethanolamine. Major species at pH 7.3.
Last Modified24 February 2022
Submitterjjtluanloet
DownloadsMolfile
FormulaC23H44NO7P
Net Charge0
Average Mass477.579
Monoisotopic Mass477.28554
SMILESCCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[NH3+]
InChIInChI=1S/C23H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24/h6-7,9-10,22,25H,2-5,8,11-21,24H2,1H3,(H,27,28)/b7-6-,10-9-/t22-/m1/s1
InChIKeyDBHKHNGBVGWQJE-USWSLJGRSA-N
Roles Classification
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
1-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:133732) has role human metabolite (CHEBI:77746)
1-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:133732) is a 1-acyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:64381)
1-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:133732) is a lysophosphatidylethanolamine zwitterion 18:2 (CHEBI:72389)
1-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:133732) is tautomer of 1-linoleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:83058)
Incoming Relation(s)
1-linoleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:83058) is tautomer of 1-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:133732)
IUPAC Name 
2-azaniumylethyl (2R)-2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphate
Synonyms  Source
1-linoleoyl-GPE (18:2) zwitterionChEBI
1-linoleoyl-GPE zwitterionChEBI
LPE(18:2(9Z,12Z)/0:0) zwitterionChEBI
LPE(18:2(9Z,12Z)) zwitterionChEBI
lysophosphatidylethanolamine (18:2(9Z,12Z)/0:0) zwitterionChEBI
lysophosphatidylethanolamine (18:2(9Z,12Z)) zwitterionChEBI
UniProt Name  Source
1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamineUniProt
Manual XrefsDatabases
CPD-8356MetaCyc