A partial agonist of TRPV1
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Capsiconiate

Item No. 18172

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-methyl-6E-nonenoic acid 3-(4-hydroxy-3-methoxyphenyl)-2E-propen-1-yl ester
CAS Number
946572-73-2
Molecular Formula
C20H28O4
Formula Weight
332.4
Purity
≥98%
Formulation
A 5 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.25 mg/ml
λmax
213, 254, 294 nm
SMILES
COC1=C(O)C=CC(/C=C/COC(CCCC/C=C/C(C)C)=O)=C1
InChi Code
InChI=1S/C20H28O4/c1-16(2)9-6-4-5-7-11-20(22)24-14-8-10-17-12-13-18(21)19(15-17)23-3/h6,8-10,12-13,15-16,21H,4-5,7,11,14H2,1-3H3/b9-6+,10-8+
InChi Key
ZEWSMOFWZCBFSU-OAMUUVBCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $69

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    5 mg

    $297

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    10 mg

    $525

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    25 mg

    $1,146

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    Product Description

    Capsiconiate is a coniferyl ester that has been isolated from certain plants in the Solanaceae family, including plants in the genus Capsicum.1 It is structurally related to capsaicin (Item No. 92350), the primary heat- and pain-eliciting compound from the Capsicum pepper.2 Like capsaicin, capsiconiate is an agonist of the transient receptor potential vanilloid receptor TRPV1 (EC50 = 3.2 µM).1 However, the maximum response induced by capsiconiate through TRPV1 is only 20% of that of capsaicin, indicating that it’s a partial agonist of TRPV1.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kobata, K., Tate, H., Iwasaki, Y., et al. Isolation of coniferyl esters from Capsicum baccatum L., and their enzymatic preparation and agonist activity for TRPV1. Phytochemistry 69(5), 1179-1184 (2008).

    2. Gannett, P.M., Nagel, D.L., Reilly, P.J., et al. The capsaicinoids: Their separation, synthesis, and mutagenicity. The Journal of Organic Chemistry 53(5), 1064-1071 (1988).