CHEBI:71465 - palmitoleoyl ethanolamide

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ChEBI Name palmitoleoyl ethanolamide
ChEBI ID CHEBI:71465
Definition An N-acylethanolamine 16:1 that is the ethanolamide of palmitoleic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Alan Bridge
Supplier Information
Download Molfile XML SDF
Formula C18H35NO2
Net Charge 0
Average Mass 297.483
Monoisotopic Mass 297.26678
InChI InChI=1S/C18H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h7-8,20H,2-6,9-17H2,1H3,(H,19,21)/b8-7-
InChIKey WFRLANWAASSSFV-FPLPWBNLSA-N
SMILES CCCCCC\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): 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 agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing palmitoleoyl ethanolamide (CHEBI:71465) has functional parent palmitoleic acid (CHEBI:28716)
palmitoleoyl ethanolamide (CHEBI:71465) has role anti-inflammatory agent (CHEBI:67079)
palmitoleoyl ethanolamide (CHEBI:71465) is a N-acylethanolamine 16:1 (CHEBI:134156)
palmitoleoyl ethanolamide (CHEBI:71465) is a endocannabinoid (CHEBI:67197)
IUPAC Name
(9Z)-N-(2-hydroxyethyl)hexadec-9-enamide
Synonyms Sources
(Z)-hexadec-9-enoyl ethanolamide ChEBI
N-(2-hydroxyethyl)palmitoleylamide ChEBI
N-(9Z-hexadecenoyl) ethanolamine UniProt
N-(9Z-hexadecenoyl)-ethanolamine LIPID MAPS
Palmitoleoyl-EA LIPID MAPS
POEA SUBMITTER
Manual Xrefs Databases
HMDB0013648 HMDB
LMFA08040043 LIPID MAPS
View more database links
Registry Number Type Source
14807297 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21562563 PubMed citation SUBMITTER
32992900 PubMed citation Europe PMC
34556796 PubMed citation Europe PMC
Last Modified
24 March 2022