| References |
| Synonyms |
|
| 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 |
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 |
Global Purchasing |
| 5 mg |
|
| 10 mg |
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| 50 mg |
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| 100 mg |
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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).
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