| References |
| Synonyms |
|
| 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 |
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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| Size |
Global Purchasing |
| 10 mg |
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| 50 mg |
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| 100 mg |
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| 500 mg |
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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).
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