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

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ChEBI Name 1-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterion
ChEBI ID CHEBI:133732
ChEBI ASCII Name 1-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterion
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C23H44NO7P
Net Charge 0
Average Mass 477.573
Monoisotopic Mass 477.28554
InChI InChI=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
InChIKey DBHKHNGBVGWQJE-USWSLJGRSA-N
SMILES O(C(=O)CCCCCCC/C=C\C/C=C\CCCCC)C[C@H](COP(OCC[NH3+])(=O)[O-])O
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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ChEBI Ontology
Outgoing 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 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 Sources
1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine UniProt
1-linoleoyl-GPE (18:2) zwitterion ChEBI
1-linoleoyl-GPE zwitterion ChEBI
LPE(18:2(9Z,12Z)) zwitterion ChEBI
LPE(18:2(9Z,12Z)/0:0) zwitterion ChEBI
lysophosphatidylethanolamine (18:2(9Z,12Z)) zwitterion ChEBI
lysophosphatidylethanolamine (18:2(9Z,12Z)/0:0) zwitterion ChEBI
PE(18:2(9Z,12Z)) zwitterion ChEBI
PE(18:2(9Z,12Z)/0:0) zwitterion ChEBI
Manual Xref Database
CPD-8356 MetaCyc
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Last Modified
24 February 2022