A polyphenol with diverse biological activities
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trans-Resveratrol

Item No. 70675

Technical Information
Formal Name
5-[(1E)-2-(4-hydroxyphenyl)ethenyl]-1,3-benzenediol
CAS Number
501-36-0
Synonyms
  • (E)-Resveratrol
Molecular Formula
C14H12O3
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 100 mg/mlDMSO: 50 mg/mlEtOH: 50 mg/mlPBS pH 7.2: 100 ug/ml
λmax
218, 307, 321 nm
SMILES
Oc1ccc(cc1)\C=C/c1cc(O)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-OWOJBTEDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    trans-Resveratrol is a polyphenol that has been found in grapes and has diverse biological activities.1,2 It inhibits the cyclooxygenase and hydroperoxidase activities of COX-1 (EC50s = 15 and 3.7 μM, respectively) but not COX-2 (EC50s = >100 μM and 85 μM, respectively).1 trans-Resveratrol (200 μM) also activates sirtuin 1 (SIRT1), as well as inhibits a variety of targets including ERK1, JNK1, Src, PKCα, aromatase/CYP19, and DNA polymerases α and δ (IC50s = 37, 50, 20, <10, 25, 3.3, and 5 μM, respectively) in vitro.3,2 It inhibits free radical formation induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014) in HL-60 cells and reduces the tumor incidence and number of tumors in a two-stage mouse model of skin cancer induced by TPA and 7,12-dimethyl-benz[a]anthracene (DMBA). trans-Resveratrol (3 and 8 mg/kg) inhibits carrageenan-induced paw edema in mice. Intravaginal administration of trans-resveratrol (12.5% v/v) inhibits herpes simplex virus 1 (HSV-1) and HSV-2 replication and delays the development of extravaginal disease in mouse models of vaginal HSV infection.4 It also prolongs lifespan in model organisms including C. elegans, D. melanogaster, and mice.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jang, M., Cai, L., Udeani, G.O., et alCancer chemopreventive activity of resveratrol, a natural product derived from grapes. Science 275(5297), 218-220 (1997).

    2. Pirola, L., and Fröjdö, S. Resveratrol: One molecule, many targets. IUMBM Life 60(5), 323-332 (2008).

    3. Borra, M.T., Smith, B.C., and Denu, J.M. Mechanism of human SIRT1 activation by resveratrol. The Journal of Biological Chemisty 280(17), 17187-17195 (2005).

    4. Docherty, J.J., Fu, M.M., Hah, J.M., et alEffect of resveratrol on herpes simplex virus vaginal infection in the mouse. Antiviral Res. 67(3), 155-162 (2005).

    Product Citations

    Ohara, K., Kusano, K., Kitao, S., et alε-Viniferin, a resveratrol dimer, prevents diet-induced obesity in mice. Biochem. Biophys. Res. Commun. 468(4), 877-882 (2015).

    d'Alencon, C.A., Peña, O.A., Wittmann, C., et alA high-throughput chemically induced inflammation assay in zebrafish. BMC Biol. 8, 151 (2010).