CHEBI:136988 - N-[(8Z,11Z,14Z)-5,6-epoxyicosatrienoyl]ethanolamine

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ChEBI Name N-[(8Z,11Z,14Z)-5,6-epoxyicosatrienoyl]ethanolamine
ChEBI ID CHEBI:136988
ChEBI ASCII Name N-[(8Z,11Z,14Z)-5,6-epoxyicosatrienoyl]ethanolamine
Definition An N-(polyunsaturated fatty acyl)ethanolamine obtained by formal epoxidation across the 5,6-double bond of anandamide.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Nevila Nouspikel
Supplier Information
Download Molfile XML SDF
Formula C22H37NO3
Net Charge 0
Average Mass 363.535
Monoisotopic Mass 363.27734
InChI InChI=1S/C22H37NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-20-21(26-20)16-14-17-22(25)23-18-19-24/h6-7,9-10,12-13,20-21,24H,2-5,8,11,14-19H2,1H3,(H,23,25)/b7-6-,10-9-,13-12-
InChIKey RTDIKSCKKJORSI-QNEBEIHSSA-N
SMILES C(CCC)C/C=C\C/C=C\C/C=C\CC1C(CCCC(NCCO)=O)O1
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via endocannabinoid )
cannabinoid receptor agonist
An agonist that binds to and activates cannabinoid receptors.
(via cannabinoid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-[(8Z,11Z,14Z)-5,6-epoxyicosatrienoyl]ethanolamine (CHEBI:136988) has functional parent 5,6-EET (CHEBI:34450)
N-[(8Z,11Z,14Z)-5,6-epoxyicosatrienoyl]ethanolamine (CHEBI:136988) has functional parent anandamide (CHEBI:2700)
N-[(8Z,11Z,14Z)-5,6-epoxyicosatrienoyl]ethanolamine (CHEBI:136988) has role human xenobiotic metabolite (CHEBI:76967)
N-[(8Z,11Z,14Z)-5,6-epoxyicosatrienoyl]ethanolamine (CHEBI:136988) is a N-(long-chain-acyl)ethanolamine (CHEBI:15897)
N-[(8Z,11Z,14Z)-5,6-epoxyicosatrienoyl]ethanolamine (CHEBI:136988) is a N-(polyunsaturated fatty acyl)ethanolamine (CHEBI:85281)
N-[(8Z,11Z,14Z)-5,6-epoxyicosatrienoyl]ethanolamine (CHEBI:136988) is a endocannabinoid (CHEBI:67197)
N-[(8Z,11Z,14Z)-5,6-epoxyicosatrienoyl]ethanolamine (CHEBI:136988) is a epoxide (CHEBI:32955)
IUPAC Name
N-(2-hydroxyethyl)-4-{3-[(2Z,5Z,8Z)-tetradeca-2,5,8-trien-1-yl]oxiran-2-yl}butanamide
Synonyms Sources
5(6)-EET-EA SUBMITTER
5(6)-EpETrE-EA LIPID MAPS
5,6-EET-EA ChEBI
N-(5,6-epoxy-8Z,11Z,14Z-eicosatrienoyl)-ethanolamine UniProt
N-(5,6-epoxy-8Z,11Z,14Z-icosatrienoyl)ethanolamine ChEBI
Manual Xref Database
LMFA08040032 LIPID MAPS
View more database links
Registry Number Type Source
24168686 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
18698000 PubMed citation Europe PMC
19171674 PubMed citation Europe PMC
20702771 PubMed citation SUBMITTER
21689782 PubMed citation Europe PMC
Last Modified
28 July 2017