cis-Resveratrol

Resveratrol is a potent phenolic antioxidant found in grapes, red wine, and various berries that also has antiproliferative and anti-inflammatory activity. 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. It blocks production of reactive oxygen species (ROS) by inhibition of NAD(P)H oxidase and also inhibits production of nitric oxide. At a concentration of 100 µM, cis-resveratrol significantly inhibits the expression of genes related to the Rel/NF-kappaB/IkappaB family, adhesion molecules, and acute-phase proteins in LPS and INF-gamma-stimulated murine peritoneal macrophages. cis-Resveratrol inhibits uptake of noradrenaline and 5-HT by synaptosomes from rat brain with IC50 values of 79 and 51 µM, respectively. 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.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 solution in ethanol. Solubility: DMF: 50 mg/ml, DMSO: 50 mg/ml, Ethanol: 50 mg/ml, PBS (pH 7.2): < 0.1 mg/ml. lambdamax: 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.