Oleoylethanolamide
(Z)-N-(2-hydroxyethyl)octadec-9-enamide
Molecular Identity
Oleoylethanolamide
(Z)-N-(2-hydroxyethyl)octadec-9-enamide
PubChem CID: 5283454
Oleoyl ethanolamide is an N-(long-chain-acyl)ethanolamine that is the ethanolamide of oleic acid. The monounsaturated analogue of the endocannabinoid anandamide. It has a role as a geroprotector, a PPARalpha agonist and an EC 3.5.1.23 (ceramidase) inhibitor. It is a N-acylethanolamine 18:1, a N-(long-chain-acyl)ethanolamine and an endocannabinoid. It is functionally related to an oleic acid.
2D Structure
Properties
C20H39NO2
Molecular Formula
325.50
Molecular Weight
g/mol
325.2981
Exact Mass
Da
6.3
XLogP
Above Lipinski threshold
49.3
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
2
H-Bond Acceptors
277
Complexity
SMILES
Canonical SMILES
SMILES: CCCCCCCCC=CCCCCCCCC(=O)NCCOIsomeric SMILES
SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)NCCOSynonyms(20)
oleoylethanolamide111-58-0N-(2-Hydroxyethyl)oleamideOleoyl Ethanolamide(Z)-N-(2-hydroxyethyl)octadec-9-enamideOleoyl monoethanolamideOLEIC MONOETHANOLAMIDEN-(9Z-octadecenoyl)-ethanolamine1HI5J9N8E69-Octadecenamide, N-(2-hydroxyethyl)-DTXSID1044516N-(cis-9-octadecenoyl) ethanolamine9-Octadecenamide, N-(2-hydroxyethyl)-, (9Z)-CHEBI:71466RefChem:856533
Data from PubChem (NCBI)
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Trials and conditions connected to Oleoylethanolamide
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