CHEBI:132121 - 2-glyceryl 14,15-epoxy-(5Z,8Z,11Z)-icosatrienoate

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ChEBI Name 2-glyceryl 14,15-epoxy-(5Z,8Z,11Z)-icosatrienoate
ChEBI ID CHEBI:132121
ChEBI ASCII Name 2-glyceryl 14,15-epoxy-(5Z,8Z,11Z)-icosatrienoate
Definition A 2-monoglyceride obtained by formal condensation of the carboxy group of 14,15-EET with the 2-hydroxy group of glycerol.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Nevila Nouspikel
Supplier Information
Download Molfile XML SDF
Formula C23H38O5
Net Charge 0
Average Mass 394.546
Monoisotopic Mass 394.27192
InChI InChI=1S/C23H38O5/c1-2-3-12-15-21-22(28-21)16-13-10-8-6-4-5-7-9-11-14-17-23(26)27-20(18-24)19-25/h4,6-7,9-10,13,20-22,24-25H,2-3,5,8,11-12,14-19H2,1H3/b6-4-,9-7-,13-10-
InChIKey LPMVKZXODWQHGJ-ILYOTBPNSA-N
SMILES C(CCC)CC1C(C/C=C\C/C=C\C/C=C\CCCC(OC(CO)CO)=O)O1
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Biological Role(s): human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
mitogen
A chemical substance that encourages a cell to commence cell division, triggering mitosis.
PPARalpha agonist
A PPAR modulator which activates the peroxisome proliferator-activated receptor-alpha.
human urinary metabolite
Any metabolite (endogenous or exogenous) found in human urine samples.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2-glyceryl 14,15-epoxy-(5Z,8Z,11Z)-icosatrienoate (CHEBI:132121) has functional parent 14,15-EET (CHEBI:34157)
2-glyceryl 14,15-epoxy-(5Z,8Z,11Z)-icosatrienoate (CHEBI:132121) has role human urinary metabolite (CHEBI:84087)
2-glyceryl 14,15-epoxy-(5Z,8Z,11Z)-icosatrienoate (CHEBI:132121) has role human xenobiotic metabolite (CHEBI:76967)
2-glyceryl 14,15-epoxy-(5Z,8Z,11Z)-icosatrienoate (CHEBI:132121) has role mitogen (CHEBI:52290)
2-glyceryl 14,15-epoxy-(5Z,8Z,11Z)-icosatrienoate (CHEBI:132121) has role PPARα agonist (CHEBI:70782)
2-glyceryl 14,15-epoxy-(5Z,8Z,11Z)-icosatrienoate (CHEBI:132121) is a 2-monoglyceride (CHEBI:17389)
2-glyceryl 14,15-epoxy-(5Z,8Z,11Z)-icosatrienoate (CHEBI:132121) is a epoxide (CHEBI:32955)
2-glyceryl 14,15-epoxy-(5Z,8Z,11Z)-icosatrienoate (CHEBI:132121) is a polyunsaturated fatty ester (CHEBI:145039)
IUPAC Name
1,3-dihydroxypropan-2-yl (5Z,8Z,11Z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoate
Synonyms Sources
14,15-EET 2-glyceryl ester ChEBI
14,15-epoxy-(5Z,8Z,11Z)-eicosatrienoic acid 2-glyceryl ester ChEBI
14,15-epoxy-(5Z,8Z,11Z)-icosatrienoic acid 2-glyceryl ester ChEBI
2-(14,15-Epoxyeicosatrienoyl) Glycerol HMDB
2-14,15-EG ChEBI
2-[14,15-epoxy-(5Z,8Z,11Z)-eicosatrienoyl]glycerol ChEBI
2-[14,15-epoxy-(5Z,8Z,11Z)-icosatrienoyl]glycerol ChEBI
2-glyceryl 14,15-EET ChEBI
2-glyceryl-14,15-epoxy-(5Z,8Z,11Z)-eicosatrienoate UniProt
Manual Xref Database
HMDB0013651 HMDB
View more database links
Registry Numbers Types Sources
24312050 Reaxys Registry Number Reaxys
848667-56-1 CAS Registry Number HMDB
Citations Waiting for Citations Types Sources
16113065 PubMed citation Europe PMC
17283047 PubMed citation Europe PMC
18606824 PubMed citation SUBMITTER
26093338 PubMed citation Europe PMC
PMC1951943 PubMed Central citation Europe PMC
Last Modified
07 October 2019