CHEBI:136992 - N-(20-hydroxyarachidonoyl)ethanolamine

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ChEBI Name N-(20-hydroxyarachidonoyl)ethanolamine
ChEBI ID CHEBI:136992
ChEBI ASCII Name N-(20-hydroxyarachidonoyl)ethanolamine
Definition An N-(polyunsaturated fatty acyl)ethanolamine that is anandamide in which one of the methyl hydrogens at position 20 has been replaced by a hydroxy group.
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/c24-20-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-22(26)23-19-21-25/h1,3-4,6-7,9-10,12,24-25H,2,5,8,11,13-21H2,(H,23,26)/b3-1-,6-4-,9-7-,12-10-
InChIKey QRMZDMUHHZLRMH-DTLRTWKJSA-N
SMILES C(CCCO)C/C=C\C/C=C\C/C=C\C/C=C\CCCC(NCCO)=O
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-(20-hydroxyarachidonoyl)ethanolamine (CHEBI:136992) has functional parent 20-HETE (CHEBI:34306)
N-(20-hydroxyarachidonoyl)ethanolamine (CHEBI:136992) has functional parent anandamide (CHEBI:2700)
N-(20-hydroxyarachidonoyl)ethanolamine (CHEBI:136992) has role human xenobiotic metabolite (CHEBI:76967)
N-(20-hydroxyarachidonoyl)ethanolamine (CHEBI:136992) is a N-(long-chain-acyl)ethanolamine (CHEBI:15897)
N-(20-hydroxyarachidonoyl)ethanolamine (CHEBI:136992) is a N-(polyunsaturated fatty acyl)ethanolamine (CHEBI:85281)
N-(20-hydroxyarachidonoyl)ethanolamine (CHEBI:136992) is a endocannabinoid (CHEBI:67197)
N-(20-hydroxyarachidonoyl)ethanolamine (CHEBI:136992) is a oxidized N-(fatty acyl)-ethanolamine (CHEBI:167118)
IUPAC Name
(5Z,8Z,11Z,14Z)-20-hydroxy-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide
Synonyms Sources
20-HETE-EA LIPID MAPS
20-HETE-ethanolamine HMDB
20-hydroxy-5,8,11,14-eicosatetraenoic acid ethanolamide ChEBI
20-hydroxy-5,8,11,14-icosatetraenoic acid ethanolamide ChEBI
20-hydroxyanandamide ChEBI
20-hydroxyarachidonic acid ethanolamide ChEBI
N-(20-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine UniProt
N-(20-hydroxy-5Z,8Z,11Z,14Z-icosatetraenoyl)ethanolamine ChEBI
N-[5Z,8Z,11Z,14Z-20-hydroxyicosatetraenoyl]ethanolamine ChEBI
Manual Xrefs Databases
HMDB0013630 HMDB
LMFA08040039 LIPID MAPS
View more database links
Registry Number Type Source
10206454 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17272674 PubMed citation Europe PMC
18698000 PubMed citation SUBMITTER
21289075 PubMed citation Europe PMC
21689782 PubMed citation Europe PMC
27000802 PubMed citation Europe PMC
Last Modified
28 July 2017