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trans-trismethoxy Resveratrol

Cayman Chemical Item Number 10188

(E)-5-[2-(4-hydroxyphenyl)ethenyl]-1,3-benzene diol (CAS 22255-22-7)

trans-trismethoxy Resveratrol (CAS 22255-22-7)

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Description

Phenolic compounds, particularly flavonoids, from plant sources have long been observed to have antioxidant activity with potential benefits for human health.1,2,3 Resveratrol is a potent phenolic antioxidant found in grapes and red wine that also has antiproliferative and anti-inflammatory activity.4 When the three phenolic hydroxyl groups of resveratrol are converted to methyl ethers, the inhibition of cell growth and pro-apoptotic activities of resveratrol are enhanced.5

1 Frémont, L., Belguendouz, L., and Delpal, S. Antioxidant activity of resveratrol and alcohol-free wine polyphenols related to LDL oxidation and polyunsaturated fatty acids. Life Sci 64 2511-2521 (1999).

2 Johnson, J.L., and Maddipati, K.R. Paradoxical effects of resveratrol on the two prostaglandin H synthases. Prostaglandins Other Lipid Mediat 56 131-143 (1998).

3 Miller, N.J., and Rice-Evans, C. Antioxidant activity of resveratrol in red wine. Clin Chem 41 1789 (1995).

4 Rotondo, S., Rajtar, G., Manarini, S., et al. Effect of trans-resveratrol, a natural polyphenolic compound, on human polymorphonuclear leukocyte function. Br J Pharmacol 123 1691-1699 (1998).

5 Nam, K.A., Kim, S., Heo, Y.H., et al. Resveratrol analog, 3,5,2',4'-tetramethoxy-trans-stilbene, potentiates the inhibition of cell growth and induces apoptosis in human cancer cells. Arch Pharm Res 24(5) 441-445 (2001).

Synonyms
  • (E)-5-[2-(4-hydroxyphenyl)ethenyl]-1,3-benzene diol
Formal Name 1,​3-​dimethoxy-​5-​[(1E)-​2-​(4-​methoxyphenyl)ethenyl]-​benzene
CAS Number 22255-22-7
Molecular Formula C17H18O3
Formula Weight 270.3
Formulation A crystalline solid
Purity >98%
λmax 218, 306, 319 nm
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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COc1ccc(cc1)​\C=C/c1cc(OC)​cc(OC)​c1

Background Reading

Frémont, L., Belguendouz, L., and Delpal, S. Antioxidant activity of resveratrol and alcohol-free wine polyphenols related to LDL oxidation and polyunsaturated fatty acids. Life Sci 64 2511-2521 (1999).

Nam, K.A., Kim, S., Heo, Y.H., et al. Resveratrol analog, 3,5,2',4'-tetramethoxy-trans-stilbene, potentiates the inhibition of cell growth and induces apoptosis in human cancer cells. Arch Pharm Res 24(5) 441-445 (2001).

Pettit, G.R., Grealish, M.P., Jung, M.K., et al. Antineoplastic agents. 465. Structural modification of resveratrol: Sodium resverastatin phosphate. J Med Chem 45 2534-2542 (2002).

Johnson, J.L., and Maddipati, K.R. Paradoxical effects of resveratrol on the two prostaglandin H synthases. Prostaglandins Other Lipid Mediat 56 131-143 (1998).

Miller, N.J., and Rice-Evans, C. Antioxidant activity of resveratrol in red wine. Clin Chem 41 1789 (1995).

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Size Price Quantity Subtotal
50 mg $27.00 $0.00
100 mg $51.00 $0.00
250 mg $122.00 $0.00
500 mg $216.00 $0.00
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Pricing updated 2012-05-26. Prices are subject to change without notice.

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