Olvanil

Olvanil is a structural analog of capsaicin, which is the noxious active component of hot peppers of the Capsicum genus. It is the amide of vanillylamine and oleic acid. Olvanil acts as an agonist at the vanilloid receptor, VR1, inducing desensitization analgesia in rat and mouse models of pain. Olvanil has complex interactions with the cannabinoid system, in that it potentiates the agonist activity of endogenous cannabinoids by inhibiting the reuptake of arachidonyl ethanolamide (AEA). Olvanil is a more potent reuptake inhibitor than AM404, which is commonly used for this purpose (50% inhibition of reuptake at 10 µM versus 12% for AM404 at the same dose). Olvanil is also a CB1 agonist, but does not bind to CB2 receptors or inhibit fatty acid amide hydrolase. The overall activity of olvanil in most models is that of an analgesic, but it is unclear how these effects are mediated by VR1, the CB1 receptor, or other components of the endogenous pain sensation system.Formal Name: N-[(4-hydroxy-3-methoxyphenyl)methyl]-9Z-octadecenamide. CAS Number: 58493-49-5. Synonyms: NE 19550, N-Vanillyloleamide. Molecular Formula: C26H43NO3. Formula Weight: 417.6. Purity: >98%. Formulation: (Request formulation change), A solution in ethanol. Solubility: 0.1 M Na2CO3: 1 mg/ml, DMF: 15 mg/ml, DMSO: 13 mg/ml, Ethanol: 31 mg/ml. lambdamax: 229, 281 nm. SMILES: CCCCCCCC/C=C\CCCCCCCC(N([H])CC1=CC(OC)=C(O)C=C1)=O. InChi Code: InChI=1S/C26H43NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26(29)27-22-23-19-20-24(28)25(21-23)30-2/h10-11,19-21,28H,3-9,12-18,22H2,1-2H3,(H,27,29)/b11-10-. InChi Key: OPZKBPQVWDSATI-KHPPLWFESA-N.