linoleoyl ethanolamide (CHEBI:64032)

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ChEBI Name	linoleoyl ethanolamide

ChEBI ID	CHEBI:64032

Definition	An N-acylethanolamine 18:2 that is the ethanolamide of linoleic acid.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Alan Bridge

Supplier Information

Download	Molfile XML SDF

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Formula

C20H37NO2

Net Charge

Average Mass

323.521

Monoisotopic Mass

323.28243

InChI

InChI=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-

InChIKey

KQXDGUVSAAQARU-HZJYTTRNSA-N

SMILES

CCCCC\C=C/C\C=C/CCCCCCCC(=O)NCCO

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):	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	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	Sources
(9Z,12Z)-N-(2-Hydroxyethyl)octadeca-9,12-dien-1-amide	ChemIDplus
Anandamide (18:2, n-6)	LIPID MAPS
Linoleamide MEA	HMDB
Linoleic ethanolamide	ChemIDplus
Linoleoyl monoethanolamide	ChemIDplus
Monoethanolamine linoleic acid amide	HMDB
N-(2-Hydroxyethyl)-9,12-octadecadienamide	ChemIDplus
N-(2-Hydroxyethyl)linoleamide	ChemIDplus
N-(9Z,12Z-octadecadienoyl)-ethanolamine	LIPID MAPS
N-(9Z,12Z-octadecadienoyl)-ethanolamine	UniProt
N-cis-9-cis-12-octadecadienoylethanolamine	LIPID MAPS

Last Modified

24 March 2022