CHEBI:132278 - 1-O-[(9S,10R)-epoxystearoyl]-sn-glycero-3-phosphocholine

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ChEBI Name 1-O-[(9S,10R)-epoxystearoyl]-sn-glycero-3-phosphocholine
ChEBI ID CHEBI:132278
ChEBI ASCII Name 1-O-[(9S,10R)-epoxystearoyl]-sn-glycero-3-phosphocholine
Definition An lysophosphatidylcholine derived from epoxidation across the double bond of 1-O-oleoyl-sn-glycero-3-phosphocholine.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Nevila Nouspikel
Supplier Information
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Formula C26H52NO8P
Net Charge 0
Average Mass 537.668
Monoisotopic Mass 537.34305
InChI InChI=1S/C26H52NO8P/c1-5-6-7-8-10-13-16-24-25(35-24)17-14-11-9-12-15-18-26(29)32-21-23(28)22-34-36(30,31)33-20-19-27(2,3)4/h23-25,28H,5-22H2,1-4H3/t23-,24-,25+/m1/s1
InChIKey UURNKRUZAWHJOR-SDHSZQHLSA-N
SMILES O[C@@H](COP(=O)(OCC[N+](C)(C)C)[O-])COC(CCCCCCC[C@H]1[C@@H](CCCCCCCC)O1)=O
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via lysophosphatidylcholine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 1-O-[(9S,10R)-epoxystearoyl]-sn-glycero-3-phosphocholine (CHEBI:132278) is a 1-O-acyl-sn-glycero-3-phosphocholine (CHEBI:58168)
1-O-[(9S,10R)-epoxystearoyl]-sn-glycero-3-phosphocholine (CHEBI:132278) is a lysophosphatidylcholine 18:0 (CHEBI:64561)
1-O-[(9S,10R)-epoxystearoyl]-sn-glycero-3-phosphocholine (CHEBI:132278) is a oxidized 1-acyl-sn-glycero-3-phosphocholine zwitterion (CHEBI:167116)
IUPAC Name
(2R)-2-hydroxy-3-({8-[(2S,3R)-3-octyloxiran-2-yl]octanoyl}oxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
Synonyms Sources
1-[(9S,10R)-epoxy-octadecanoyl]-sn-glycero-3-phosphocholine UniProt
1-[(9S,10R)-epoxyoctadecanoyl]-sn-glycero-3-phosphocholine ChEBI
1-[(9S,10R)-epoxystearoyl]-sn-glycero-3-phosphocholine ChEBI
1-[(9S,10R)-octadecanoyl]-sn-glycero-3-phosphocholine ChEBI
Citation Waiting for Citations Type Source
22591743 PubMed citation SUBMITTER
Last Modified
19 October 2016