N-​Oleoylethanolamide

CAS: 111-58-0

Ref. TR-O527280

Product Information

• Name: N-​Oleoylethanolamide
• Synonyms: (Z)-N-(2-hydroxyethyl)octadec-9-enamide, (9Z)-N-(2-Hydroxyethyl)-9-octadecenamide, (9Z)-N-(2-hydroxyethyl)octadec-9-enamide, 9-Octadecenamide, N-(2-hydroxyethyl)-, 9-Octadecenamide, N-(2-hydroxyethyl)-, (9Z)-, 9-Octadecenamide, N-(2-hydroxyethyl)-, (Z)-, Am 3101, Monoethanolamine oleic acid amide, N-(2-Hydroxyethyl)-9-Z-octadecenamide, N-(2-Hydroxyethyl)-9-octadecenamide, N-(2-Hydroxyethyl)oleamide, N-Oleoyl-2-aminoethanol, N-Oleoylethanolamide, N-Oleoylethanolamine, Oleamide MEA, Oleamide, N-(2-hydroxyethyl)-, Oleic acid ethanolamide, Oleic acid monoethanolamide, Oleoyl monoethanolamide, Oleoylethanolamide, Unii-1Hi5J9N8E6

Description

Applications N-​Oleoylethanolamide is an agonist of peroxisome proliferator-activated receptor-α (PPAR-​α). N-​Oleoylethanolamide generates an intestinal signal that stimulates central dopamine activity establishing a link between caloric-​homeostatic and hedonic-​homeostatic controllers. Oleoylethanolamide has been implicated as the molecular mechanism associated with gastric bypass success. N-​Oleoylethanolamide is a selective GPR55 agonist.
References Sasso, O., et. al.: Pain, 154, 350 (2013); Begg, D.P., Woods, S.C.: Cell Met., 18, 459 (2013); Chem. and Eng. News p.7, Jan. 8 (2017)

• Brand: TRC

Chemical properties

• Molecular weight: 325.53
• Formula: C₂₀H₃₉NO₂
• Color/Form: Off-White
• InChI: InChI=1S/C20H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h9-10,22H,2-8,11-19H2,1H3,(H,21,23)/b10-9-
• InChI key: InChIKey=BOWVQLFMWHZBEF-KTKRTIGZSA-N
• SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)NCCO