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Capsaicin is the primary active component of the heat and pain-eliciting lipid soluble fraction of the Capsicum pepper.1 Capsaicin signals are transduced by a heat-activated ion channel, the vanilloid receptor 1 (VR1), or transient receptor potential vanilloid 1 (TRPV1).2 CAY10448 is an iodinated nonivamide, a potent capsaicin receptor antagonist with an IC50 of approximately 10 nM.3
1
Gannett, P.M., Nagel, D.L., Reilly, P.J., et al. The capsaicinoids: Their separation, synthesis, and mutagenicity. J Org Chem53(5)1064-1071(1988).
2
Caterina, M.J., Schumacher, M.A., Tominaga, M., et al. The capsaicin receptor: A heat-activated ion channel in the pain pathway. Nature389816-824(1997).
3
Daddario, N., Minassi, A., Appendino, G., et al. The taming of capsaicin. Synthesis and vanilloid antagonistic activity of isosteric and regioisomeric halononiv amides and their products of halogen-carbon exchange. 14th Annual Symposium on the Cannabinoids137(2004).
Room temperature
in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
COc1cc(CNC(=O)CCCCCCC(C)C)c(I)cc1O
Background Reading
Gannett, P.M., Nagel, D.L., Reilly, P.J., et al. The capsaicinoids: Their separation, synthesis, and mutagenicity. J Org Chem53(5)1064-1071(1988).
Caterina, M.J., Schumacher, M.A., Tominaga, M., et al. The capsaicin receptor: A heat-activated ion channel in the pain pathway. Nature389816-824(1997).
Daddario, N., Minassi, A., Appendino, G., et al. The taming of capsaicin. Synthesis and vanilloid antagonistic activity of isosteric and regioisomeric halononiv amides and their products of halogen-carbon exchange. 14th Annual Symposium on the Cannabinoids137(2004).
CAY10448 is available in the following screening
library: