A capsaicin analog with diverse biological activities
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Capsiate

Item No. 9002596

Technical Information
Formal Name
8-methyl-6E-nonenoic acid, (4-hydroxy-3-methoxyphenyl)methyl ester
CAS Number
205687-01-0
Molecular Formula
C18H26O4
Formula Weight
Purity
≥85% (mixture of isomers)
A liquid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
SMILES
CC(C)/C=C/CCCCC(OCC1=CC(OC)=C(C=C1)O)=O
InChi Code
InChI=1S/C18H26O4/c1-14(2)8-6-4-5-7-9-18(20)22-13-15-10-11-16(19)17(12-15)21-3/h6,8,10-12,14,19H,4-5,7,9,13H2,1-3H3/b8-6+
InChi Key
ZICNYIDDNJYKCP-SOFGYWHQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Capsiate is a non-pungent analog of capsaicin (Item Nos. 92350 | 10010743) that has been found in C. annuum and has diverse biological activities.1,2,3,4 It inhibits Src in, as well as VEGF-induced proliferation of and tube formation by, human umbilical vein endothelial cells (HUVECs) when used at concentrations ranging from 5 to 25 µM.1 Capsiate activates transient receptor potential vanilloid 1 (TRPV1) in HEK293 cells expressing the human channel (EC50 = 290 nM) and induces licking and biting behaviors, markers of nociception, in mice.2 Topical application of capsiate reduces antigen-induced increases in ear thickness in a mouse model of passive cutaneous anaphylaxis and decreases epidermal thickness and eosinophil and mast cell infiltration in a mouse model of atopic dermatitis.3 Capsiate (10 mg/kg) decreases body weight gain and perirenal fat weight, as well as increases oxygen consumption, fat oxidation, and carbohydrate oxidation, in a mouse model of ad libitum feeding-induced weight gain.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pyun, B.-J., Choi, S., Lee, Y., et alCapsiate, a nonpungent capsaicin-like compound, inhibits angiogenesis and vascular permeability via a direct inhibition of Src kinase activity. Cancer Res. 68(1), 227-235 (2008).

    2. Iida, Y., Kobata, T.M., Morita, A., et alTRPV1 activation and induction of nociceptive response by a non-pungent capsaicin-like compound, capsiate. Neuropharmacology 44(7), 958-967 (2003).

    3. Lee, J.J., Lee, Y.S., Lee, E.-J., et alCapsiate inhibits DNFB-induced atopic dermatitis in NC/Nga mice through mast cell and CD4+ T-cell inactivation. J. Invest. Dermatol. 135(8), 1977-1985 (2015).

    4. Haramizu, S., Kawabata, F., Ohnuki, K., et alCapsiate, a non-pungent capsaicin analog, reduces body fat without weight rebound like swimming exercise in mice. Biomed. Res. 32(4), 279-284 (2011).