CIS-TRIMETHOXY STILBENE Chemical Properties

Melting point:

55-57 °C

Boiling point:

423.8±35.0 °C(Predicted)

Density 

1.104±0.06 g/cm3(Predicted)

storage temp. 

Store at -20°C

solubility 

≤50mg/ml in DMSO;50mg/ml in dimethyl formamide

form 

solution in ethanol.

color 

Colorless to light yellow

CAS DataBase Reference

94608-23-8

Safety Information

Hazard Codes 

Xi

Risk Statements 

41

Safety Statements 

26-39

CIS-TRIMETHOXY STILBENE Usage And Synthesis

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 sirtuins and, in yeast, extends lifespan. 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. 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. trans-trismethoxy Resveratrol has superior pharmacokinetic characteristics when compared with resveratrol, including greater plasma exposure, longer elimination half-life, and lower clearance.

Uses

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 sirtuins and, in yeast, extends lifespan. 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. 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. trans-trismethoxy Resveratrol has superior pharmacokinetic characteristics when compared with resveratrol, including greater plasma exposure, longer elimination half-life, and lower clearance.

Uses

cis-trismethoxy Resveratrol is a potent antioxidant found in grapes and red wine. Also, it is a resveratrol analog with increased antiproliferative activity towards a number of cancer cell lines.

in vitro

cis-trismethoxy resveratrol at 0.3 microm could exert a 80% growth inhibition of human colon cancer caco-2 cells and arrest growth completely at 0.4 microm. the cis conformation of cis-trismethoxy resveratrol was also 100-fold more potent than the trans isomer. cis-trismethoxy resveratrol was able to cause cell cycle arrest at the g2/m phase transition and inhibit tubulin polymerization dose-dependently, leading to the depletion of the polyamines, putrescine and spermidine. in addition, cis-trismethoxy resveratrol inhibited partially colchicine binding to its binding site on tubulin [1].

in vivo

previous study found that from the angle of pharmacokinetics, cis-trismethoxy resveratrol appeared to be a superior analog of resveratrol since it was orally available and showed greater plasma exposure, longer elimination half-life and lower clearance. due to the superior pharmacokinetic characteristics of cis-trismethoxy resveratrol had, its potentials as a preventive or therapeutic agent in resveratrol-effective diseases would be considered [2].

IC 50

4 microm for tubulin polymerization

References

[1] schneider, y. ,chabert, p.,stutzmann, j., et al. resveratrol analog (z)-3,5,4'-trimethoxystilbene is a potent anti-mitotic drug inhibiting tubulin polymerization. international journal of cancer 107, 189-196 (2003).
[2] lin, h. s. 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. journal of pharmaceutical & biomedical analysis 49, 387-392 (2009).

CIS-TRIMETHOXY STILBENE(94608-23-8)Related Product Information

• 3,4',5-TRIMETHOXY-TRANS-STILBENE
• cis Resveratrol
• Dihydroresveratrol
• trans Resveratrol 3-O-β-D-Glucuronide
• trans Resveratrol 4O-b-D-Glucuronide
• Azo-Resveratrol
• trans/cis Resveratrol-D4
• Oxyresveratrol
• 4'-Methoxyresveratrol
• Resveratrol
• Resveratrol-13C6
• 3,5-DIHYDROXY-4'-METHOXYSTILBENE 3-O-BETA-D-GLUCOSIDE
• PICEATANNOL
• 3,5-DIHYDROXY-4'-BROMOSTILBENE
• Acetyl-trans-resveratrol
• trans Resveratrol 3-Sulfate
• cis Resveratrol 3-O-b-D-Glucuronide
• 1-O-Levulinoyl Resveratrol Diacetate