palmitoyl ethanolamide (CHEBI:71464)

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ChEBI Name	palmitoyl ethanolamide

ChEBI ID	CHEBI:71464

Definition	An N-(long-chain-acyl)ethanolamine that is the ethanolamide of palmitic (hexadecanoic) acid.

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

Submitter	Alan Bridge

Supplier Information	eMolecules:715863, ZINC000008860497

Download	Molfile XML SDF

Wikipedia	License
Palmitoylethanolamide (PEA) is an endogenous fatty acid amide, and lipid modulator. A main target of PEA is proposed to be the peroxisome proliferator-activated receptor alpha (PPAR-α). PEA also has affinity to cannabinoid-like G-coupled receptors GPR55 and GPR119. PEA cannot strictly be considered a classic endocannabinoid because it lacks affinity for the cannabinoid receptors CB1 and CB2.
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Formula

C18H37NO2

Net Charge

Average Mass

299.49190

Monoisotopic Mass

299.28243

InChI

InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h20H,2-17H2,1H3,(H,19,21)

InChIKey

HXYVTAGFYLMHSO-UHFFFAOYSA-N

SMILES

CCCCCCCCCCCCCCCC(=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):	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 )

Application(s):	anti-inflammatory drug A substance that reduces or suppresses inflammation. antihypertensive agent Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism. neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders. anticonvulsant A drug used to prevent seizures or reduce their severity.

ChEBI Ontology
Outgoing	palmitoyl ethanolamide (CHEBI:71464) has functional parent hexadecanoic acid (CHEBI:15756) palmitoyl ethanolamide (CHEBI:71464) has role anti-inflammatory drug (CHEBI:35472) palmitoyl ethanolamide (CHEBI:71464) has role anticonvulsant (CHEBI:35623) palmitoyl ethanolamide (CHEBI:71464) has role antihypertensive agent (CHEBI:35674) palmitoyl ethanolamide (CHEBI:71464) has role neuroprotective agent (CHEBI:63726) palmitoyl ethanolamide (CHEBI:71464) is a N-(long-chain-acyl)ethanolamine (CHEBI:15897) palmitoyl ethanolamide (CHEBI:71464) is a N-(saturated fatty acyl)ethanolamine (CHEBI:85283) palmitoyl ethanolamide (CHEBI:71464) is a endocannabinoid (CHEBI:67197)

IUPAC Name

N-(2-hydroxyethyl)hexadecanamide

Synonyms	Sources
Anandamide (16:0)	LIPID MAPS
hexadecanoyl ethanolamide	SUBMITTER
Hydroxyethylpalmitamide	ChemIDplus
Monoethanolamine palmitic acid amide	ChemIDplus
N-(2-Hydroxyethyl)palmitamide	ChemIDplus
N-hexadecanoylethanolamine	UniProt
N-palmitoylethanolamine	LIPID MAPS
Palmitamide MEA	ChemIDplus
Palmitic acid monoethanolamide	ChemIDplus
Palmitinsaeure-beta-hydroxyethylamid	ChemIDplus
Palmitoyl-EA	LIPID MAPS
Palmitoylethanolamide	KEGG COMPOUND
palmitoylethanolamide	LIPID MAPS
PEA	SUBMITTER

Last Modified

30 October 2017