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CHEBI:136991 - N-[(5Z,8Z,11Z)-14,15-epoxyicosatrienoyl]ethanolamine

ChEBI IDCHEBI:136991
ChEBI NameN-[(5Z,8Z,11Z)-14,15-epoxyicosatrienoyl]ethanolamine
Stars
ASCII NameN-[(5Z,8Z,11Z)-14,15-epoxyicosatrienoyl]ethanolamine
DefinitionAn N-(polyunsaturated fatty acyl)ethanolamine obtained by formal epoxidation across the 14,15-double bond of anandamide.
Last Modified28 July 2017
Submitternhn
DownloadsMolfile
FormulaC22H37NO3
Net Charge0
Average Mass363.542
Monoisotopic Mass363.27734
SMILESCCCCCC1OC1C/C=C\C/C=C\C/C=C\CCCC(=O)NCCO
InChIInChI=1S/C22H37NO3/c1-2-3-12-15-20-21(26-20)16-13-10-8-6-4-5-7-9-11-14-17-22(25)23-18-19-24/h4,6-7,9-10,13,20-21,24H,2-3,5,8,11-12,14-19H2,1H3,(H,23,25)/b6-4-,9-7-,13-10-
InChIKeyWYVHLKMCZZDTOU-ILYOTBPNSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (21689782)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
cannabinoid receptor agonist  An agonist that binds to and activates cannabinoid receptors.
cannabinoid receptor agonist  An agonist that binds to and activates cannabinoid receptors.
ChEBI Ontology
Outgoing Relation(s)
N-[(5Z,8Z,11Z)-14,15-epoxyicosatrienoyl]ethanolamine (CHEBI:136991) has functional parent 14,15-EET (CHEBI:34157)
N-[(5Z,8Z,11Z)-14,15-epoxyicosatrienoyl]ethanolamine (CHEBI:136991) has functional parent anandamide (CHEBI:2700)
N-[(5Z,8Z,11Z)-14,15-epoxyicosatrienoyl]ethanolamine (CHEBI:136991) has role human xenobiotic metabolite (CHEBI:76967)
N-[(5Z,8Z,11Z)-14,15-epoxyicosatrienoyl]ethanolamine (CHEBI:136991) is a N-(long-chain-acyl)ethanolamine (CHEBI:15897)
N-[(5Z,8Z,11Z)-14,15-epoxyicosatrienoyl]ethanolamine (CHEBI:136991) is a N-(polyunsaturated fatty acyl)ethanolamine (CHEBI:85281)
N-[(5Z,8Z,11Z)-14,15-epoxyicosatrienoyl]ethanolamine (CHEBI:136991) is a endocannabinoid (CHEBI:67197)
N-[(5Z,8Z,11Z)-14,15-epoxyicosatrienoyl]ethanolamine (CHEBI:136991) is a epoxide (CHEBI:32955)
N-[(5Z,8Z,11Z)-14,15-epoxyicosatrienoyl]ethanolamine (CHEBI:136991) is a oxidized N-(fatty acyl)-ethanolamine (CHEBI:167118)
IUPAC Name 
(5Z,8Z,11Z)-N-(2-hydroxyethyl)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienamide
Synonyms  Source
14(15)-EET-EASUBMITTER
14,15-EET-EAChEBI
N-(14,15-epoxy-5Z,8Z,11Z-icosatrienoyl)ethanolamineChEBI
N-[(5Z,8Z,11Z)-14,15-epoxyicosatrienoyl]ethanolamineChEBI
14,15-epoxy-5,8,11-icosatrienoic acid ethanolamideChEBI
14(15)-EpETrE-EALIPID MAPS
UniProt Name  Source
N-(14,15-epoxy-5Z,8Z,11Z-eicosatrienoyl)-ethanolamineUniProt
Manual XrefsDatabases
LMFA08040035LIPID MAPS
Registry NumbersSources
Reaxys:11069010Reaxys
Citations