EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:64032 - linoleoyl ethanolamide

ChEBI IDCHEBI:64032
ChEBI Namelinoleoyl ethanolamide
Stars
DefinitionAn N-acylethanolamine 18:2 that is the ethanolamide of linoleic acid.
Last Modified24 March 2022
DownloadsMolfile
FormulaC20H37NO2
Net Charge0
Average Mass323.521
Monoisotopic Mass323.28243
SMILESCCCCC/C=C\C/C=C\CCCCCCCC(=O)NCCO
InChIInChI=1S/C20H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h6-7,9-10,22H,2-5,8,11-19H2,1H3,(H,21,23)/b7-6-,10-9-
InChIKeyKQXDGUVSAAQARU-HZJYTTRNSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor  An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the action of fatty acid amide hydrolase (EC 3.5.1.99).
ChEBI Ontology
Outgoing Relation(s)
linoleoyl ethanolamide (CHEBI:64032) has functional parent linoleic acid (CHEBI:17351)
linoleoyl ethanolamide (CHEBI:64032) has role EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor (CHEBI:64033)
linoleoyl ethanolamide (CHEBI:64032) is a N-acylethanolamine 18:2 (CHEBI:134159)
IUPAC Name 
(9Z,12Z)-N-(2-hydroxyethyl)octadeca-9,12-dienamide
Synonyms  Source
N-(9Z,12Z-octadecadienoyl)-ethanolamineLIPID MAPS
Anandamide (18:2, n-6)LIPID MAPS
N-cis-9-cis-12-octadecadienoylethanolamineLIPID MAPS
N-(2-Hydroxyethyl)linoleamideChemIDplus
Linoleoyl monoethanolamideChemIDplus
Linoleic ethanolamideChemIDplus
UniProt Name  Source
N-(9Z,12Z-octadecadienoyl)-ethanolamineUniProt
Manual XrefsDatabases
LMFA08040004LIPID MAPS
EP1263286Patent
US5716627Patent
US6440434Patent
US5599548Patent
HMDB0012252HMDB
Registry NumbersSources
Reaxys:7028984Reaxys
CAS:68171-52-8ChemIDplus
Citations