A stilbene glucoside with diverse biological activities
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Polydatin

Item No. 13932

Technical Information
Formal Name
3-hydroxy-5-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenyl-β-D-glucopyranoside
CAS Number
27208-80-6
Synonyms
  • Piceid
  • (E)-Piceid
  • (E)-Polydatin
  • trans-Polydatin
  • trans-Resveratrol-3-O-β-D-Glucopyranoside
Molecular Formula
C20H22O8
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 50 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 0.25 mg/ml
λmax
218, 306, 320 nm
SMILES
O[C@H]1[C@H](O)[C@@H](O)[C@H](OC2=CC(/C=C/C3=CC=C(O)C=C3)=CC(O)=C2)O[C@@H]1CO
InChi Code
InChI=1S/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-8-12(7-14(23)9-15)2-1-11-3-5-13(22)6-4-11/h1-9,16-26H,10H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1
InChi Key
HSTZMXCBWJGKHG-CUYWLFDKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Polydatin is a stilbene glucoside and a precursor to trans-resveratrol (Item No. 70675) that has been found in V. vinifera and has diverse biological activities.1,2,3 It scavenges DPPH (Item No. 14805) radicals and inhibits copper-induced lipid peroxidation (IC50s = 198 and 19.1 µM, respectively).1 Polydatin inhibits the proliferation of, and induces cell cycle arrest at the S phase in, Caco-2 colon cancer cells.2 It decreases infarct size, cardiomyocyte fibrosis, and apoptosis in a mouse model of myocardial ischemia-reperfusion injury induced by left anterior descending (LAD) coronary artery occlusion when administered at a dose of 40 mg/kg per day.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Teguo, P.W., Fauconneau, B., Deffieux, G., et alIsolation, identification, and antioxidant activity of three stilbene glucosides newly extracted from Vitis vinifera cell cultures. J. Nat. Prod. 61(5), 655-677 (1998).

    2. De Maria, S., Scognamiglio, I., Lombardi, A., et alPolydatin, a natural precursor of resveratrol, induces cell cycle arrest and differentiation of human colorectal Caco-2 cell. J. Transl. Med. 11, 264 (2013).

    3. Ming, D., Songyan, L., Yawen, C., et altrans-Polydatin protects the mouse heart against ischemia/reperfusion injury via inhibition of the renin-angiotensin system (RAS) and Rho kinase (ROCK) activity. Food Funct. 8(6), 2309-2321 (2017).