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cis-Resveratrol

Cayman Chemical Item Number 10004235

(Z)-Resveratrol (CAS 61434-67-1)

cis-Resveratrol (CAS 61434-67-1)

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Description

Resveratrol is a potent phenolic antioxidant found in grapes and red wine that also has antiproliferative and anti-inflammatory activity.1 cis-Resveratrol is the double bond isomer of trans-resveratrol, the more often studied and naturally abundant of the two resveratrol isomers. cis-Resveratrol exhibits antioxidant activity in the µM range similar to that observed with trans-resveratrol.2 It blocks production of reactive oxygen species (ROS) by inhibition of NAD(P)H oxidase and also inhibits production of nitric oxide.2 At a concentration of 100 µM, cis-resveratrol significantly inhibits the expression of genes related to the Rel/NF-κB/IκB family, adhesion molecules, and acute-phase proteins in LPS and INF-γ-stimulated murine peritoneal macrophages.3 cis-Resveratrol inhibits uptake of noradrenaline and 5-HT by synaptosomes from rat brain with IC50 values of 79 and 51 µM, respectively.4 It also inhibits human monoamine oxidase-A (MOA-A) and MOA-B with IC50 values of 25 and 61 µM, respectively, which is similar to, but slightly less effective than, values obtained with trans-resveratrol.4

1 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).

2 Orallo, F. Comparative studies of the antioxidant effects of cis- and trans-resveratrol. Curr Med Chem 13 87-98 (2006).

3 Leiro, J., Arranz, J.A., Fraiz, N., et al. Effect of cis-resveratrol on genes involved in nuclear factor kappa B signaling. Int Immunopharmacol 5 393-406 (2005).

4 Yáñez, M., Fraiz, N., Cano, E., et al. Inhibitory effects of cis- and trans-resveratrol on noradrenaline and 5-hydroxytryptamine uptake and on monoamine oxidase activity. Biochem Biophys Res Commun 344 688-695 (2006).

Synonyms
  • (Z)-Resveratrol
Formal Name 5[(1Z)-​2-​(4-​hydroxyphenyl)ethenyl]-​1,​3-​benzenediol
CAS Number 61434-67-1
Molecular Formula C14H12O3
Formula Weight 228.2
Formulation A solution in ethanol
Purity >98% (may contain 1-5% trans)
λmax 286 nm
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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OC1CCC(CC1)​/C=C\C1CC(O)​CC(O)​C1

Background Reading

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).

Leiro, J., Arranz, J.A., Fraiz, N., et al. Effect of cis-resveratrol on genes involved in nuclear factor kappa B signaling. Int Immunopharmacol 5 393-406 (2005).

Yáñez, M., Fraiz, N., Cano, E., et al. Inhibitory effects of cis- and trans-resveratrol on noradrenaline and 5-hydroxytryptamine uptake and on monoamine oxidase activity. Biochem Biophys Res Commun 344 688-695 (2006).

Orallo, F. Comparative studies of the antioxidant effects of cis- and trans-resveratrol. Curr Med Chem 13 87-98 (2006).

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Size Price Quantity Subtotal
5 mg $60.00 $0.00
10 mg $114.00 $0.00
50 mg $480.00 $0.00
100 mg $840.00 $0.00
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Cart Total $0.00

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Pricing updated 2012-05-25. Prices are subject to change without notice.

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