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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

Olvanil

Cayman Chemical Item Number 90262

NE 19550; N-Vanillyloleamide (CAS 58493-49-5)

Olvanil (CAS 58493-49-5)

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Description

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 murine models of pain.1 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).2 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.

1 Janusz, J.M., Buckwalter, B.L., Young, P.A., et al. Vanilloids. 1. Analogs of capsaicin with antinociceptive and antiinflammatory activity. J Med Chem 36 2595-2604 (1993).

2 Di Marzo, V., Bisogno, T., Melck, D., et al. Interactions between synthetic vanilloids and the endogenous cannabinoid system. FEBS Lett 436 449-454 (1998).

Synonyms
  • NE 19550
  • N-Vanillyloleamide
Formal Name N-​[(4-​hydroxy-​3-​methoxyphenyl)methyl]-​9Z-​octadecenamide
CAS Number 58493-49-5
Molecular Formula C26H43NO3
Formula Weight 417.6
Formulation A solution in ethanol
Purity >98%
λmax 229, 281 nm
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCCCC/C=C\CCCCCCCC(N([H]​)​CC1=CC(OC)​=C(O)​C=C1)​=O

Background Reading

Di Marzo, V., Bisogno, T., Melck, D., et al. Interactions between synthetic vanilloids and the endogenous cannabinoid system. FEBS Lett 436 449-454 (1998).

Janusz, J.M., Buckwalter, B.L., Young, P.A., et al. Vanilloids. 1. Analogs of capsaicin with antinociceptive and antiinflammatory activity. J Med Chem 36 2595-2604 (1993).

Olvanil is available in the following screening library:

Size Price Quantity Subtotal
5 mg $41.00 $0.00
10 mg $78.00 $0.00
25 mg $185.00 $0.00
50 mg $328.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-02-09. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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