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cis-trismethoxy Resveratrol

Cayman Chemical Item Number 13199

cis-Trimethoxy Stilbene (CAS 94608-23-8)

cis-trismethoxy Resveratrol (CAS 94608-23-8)

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Description

Resveratrol is a potent antioxidant found in grapes and red wine that also has anti-proliferative, anti-neoplastic and anti-angiogenic activities. In addition, resveratrol activates sirtuins1 and, in yeast, extends lifespan.2 cis-trismethoxy Resveratrol is a potent anti-mitotic drug that is 100-fold more active than resveratrol at inhibiting the growth of human colon cancer Caco-2 cells.3 It inhibits tubulin polymerization in a dose-dependent manner (IC50 = 4 μM) and inhibits enzymes involved in the synthesis of the polyamines, putrescine, and spermidine.3,4 trans-trismethoxy Resveratrol has superior pharmacokinetic characteristics when compared with resveratrol, including greater plasma exposure, longer elimination half-life, and lower clearance.5

1 Borra, M.T., Smith, B.C., and Denu, J.M. Mechanism of human SIRT1 activation by resveratrol. J Biol Chem 280(17) 17187-17195 (2005).

2 Howitz, K.T., Bitterman, K.J., Cohen, H.Y., et al. Small molecule activators of sirtuins extend Saccharomyces cerevisiae lifespan. Nature 425 191-196 (2003).

3 Schneider, Y., Chabert, P., Stutzmann, J., et al. Resveratrol analog (Z)-3,5,4'-trimethoxystilbene is a potent anti-mitotic drug inhibiting tubulin polymerization. Int J Cancer 107 189-196 (2003).

4 Cushman, M., Nagarathnam, D., Gopal, D., et al. Synthesis and evaluation of stilbene and dihydrostilbene derivatives as potential anticancer agents that inhibit tubulin polymerization. J Med Chem 34 2579-2588 (1991).

5 Lin, H., and Ho, P.C. A rapid HPLC method for the quantification of 3,5,4'-trimethoxy-trans-stilbene (TMS) in rat plasma and its application in pharmacokinetic study. J Pharm Biomed Anal 49 387-392 (2009).

Synonyms
  • cis-Trimethoxy Stilbene
Formal Name 1,​3-​dimethoxy-​5-​[(1Z)-​2-​(4-​methoxyphenyl)ethenyl]-​benzene
CAS Number 94608-23-8
Molecular Formula C17H18O3
Formula Weight 270.3
Formulation A solution in ethanol
Purity ≥98%
Stability 6 months
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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COC1=CC(/C=C\C2=CC=C(OC)​C=C2)​=CC(OC)​=C1

Background Reading

Lin, H., and Ho, P.C. A rapid HPLC method for the quantification of 3,5,4'-trimethoxy-trans-stilbene (TMS) in rat plasma and its application in pharmacokinetic study. J Pharm Biomed Anal 49 387-392 (2009).

Borra, M.T., Smith, B.C., and Denu, J.M. Mechanism of human SIRT1 activation by resveratrol. J Biol Chem 280(17) 17187-17195 (2005).

Howitz, K.T., Bitterman, K.J., Cohen, H.Y., et al. Small molecule activators of sirtuins extend Saccharomyces cerevisiae lifespan. Nature 425 191-196 (2003).

Schneider, Y., Chabert, P., Stutzmann, J., et al. Resveratrol analog (Z)-3,5,4'-trimethoxystilbene is a potent anti-mitotic drug inhibiting tubulin polymerization. Int J Cancer 107 189-196 (2003).

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cis-trismethoxy Resveratrol is available in the following screening library:

Size Price Quantity Subtotal
10 mg $12.00 $0.00
50 mg $54.00 $0.00
100 mg $96.00 $0.00
500 mg $420.00 $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 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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