A phenolic antioxidant present in red wine
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cis-Resveratrol

Item No. 10004235

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5[(1Z)-2-(4-hydroxyphenyl)ethenyl]-1,3-benzenediol
CAS Number
61434-67-1
Synonyms
  • (Z)-Resveratrol
Molecular Formula
C14H12O3
Formula Weight
228.2
Purity
≥98% (may contain 1-5% trans)
Formulation (Request formulation change)
A 50 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): < 0.1 mg/ml
λmax
286 nm
SMILES
OC1=CC(/C=C\C2=CC=C(O)C=C2)=CC(O)=C1
InChi Code
InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1-
InChi Key
LUKBXSAWLPMMSZ-UPHRSURJSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    5 mg

    $82

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    10 mg

    $154

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    50 mg

    $530

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    100 mg

    $896

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    Product Description

    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.1 It blocks production of reactive oxygen species (ROS) by inhibition of NAD(P)H oxidase and also inhibits production of nitric oxide.1 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.2 cis-Resveratrol inhibits uptake of noradrenaline and 5-HT by synaptosomes from rat brain with IC50 values of 79 and 51 µM, respectively.3 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.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. 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).

    3. 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).