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

ChEBI IDCHEBI:136992
ChEBI NameN-(20-hydroxyarachidonoyl)ethanolamine
Stars
ASCII NameN-(20-hydroxyarachidonoyl)ethanolamine
DefinitionAn N-(polyunsaturated fatty acyl)ethanolamine that is anandamide in which one of the methyl hydrogens at position 20 has been replaced by a hydroxy group.
Last Modified28 July 2017
Submitternhn
DownloadsMolfile
FormulaC22H37NO3
Net Charge0
Average Mass363.542
Monoisotopic Mass363.27734
SMILESO=C(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCO)NCCO
InChIInChI=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-
InChIKeyQRMZDMUHHZLRMH-DTLRTWKJSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (27000802)
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-(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  Source
N-[5Z,8Z,11Z,14Z-20-hydroxyicosatetraenoyl]ethanolamineChEBI
20-HETE-EALIPID MAPS
N-(20-hydroxy-5Z,8Z,11Z,14Z-icosatetraenoyl)ethanolamineChEBI
20-hydroxyarachidonic acid ethanolamideChEBI
20-hydroxyanandamideChEBI
20-hydroxy-5,8,11,14-icosatetraenoic acid ethanolamideChEBI
UniProt Name  Source
N-(20-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamineUniProt
Manual XrefsDatabases
LMFA08040039LIPID MAPS
HMDB0013630HMDB
Registry NumbersSources
Reaxys:10206454Reaxys
Citations