Polydatin Chemical Properties

Melting point:

223-226 °C(lit.)

Boiling point:

707.7±60.0 °C(Predicted)

alpha 

-77.5 º (c=0.2, EtOH)

Density 

1.521±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,2-8°C

solubility 

DMSO, Ethanol, Methanol

pka

9.21±0.10(Predicted)

form 

Solid

color 

Off-White

λmax

305nm(EtOH)(lit.)

InChI

InChI=1/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-/s3

InChIKey

HSTZMXCBWJGKHG-RPHGGTSJNA-N

SMILES

O(C1C=C(O)C=C(/C=C/C2C=CC(O)=CC=2)C=1)[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O |&1:17,18,19,21,23,r|

LogP

0.412 (est)

CAS DataBase Reference

27208-80-6(CAS DataBase Reference)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

HS Code 

29389090

MSDS

• Language:English Provider:SigmaAldrich

Polydatin Usage And Synthesis

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. It scavenges DPPH radicals and inhibits copper-induced lipid peroxidation (IC₅₀s = 198 and 19.1 μM, respectively). Polydatin inhibits the proliferation of, and induces cell cycle arrest at the S phase in, Caco-2 colon cancer cells. 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.

Chemical Properties

Off-White Solid

Uses

A Stilbenoid glucoside and is a major Resveratrol derivative.

Uses

antioxidant

Definition

ChEBI: A stilbenoid that is trans-resveratrol substituted at position 3 by a beta-D-glucosyl residue.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

References

[1] PIERRE WAFFO TEGUO. Isolation, Identification, and Antioxidant Activity of Three Stilbene Glucosides Newly Extracted from Vitis vinifera Cell Cultures[J]. Journal of Natural Products , 1998, 61 5: 655-657. DOI: 10.1021/np9704819
[2] SALVATORE DE MARIA. Polydatin, a natural precursor of resveratrol, induces cell cycle arrest and differentiation of human colorectal Caco-2 cell.[J]. Journal of Translational Medicine, 2013: 264. DOI: 10.1186/1479-5876-11-264
[3] MING D, SONGYAN L, YAWEN C, et al. trans-Polydatin protects the mouse heart against ischemia/reperfusion injury via inhibition of the renin–angiotensin system (RAS) and Rho kinase (ROCK) activity?[J]. Food & Function, 2017, 6: 2309-2321. DOI: 10.1039/c6fo01842d

Polydatin(27208-80-6)Related Product Information

• Phenylhydrazine
• Neosperidin dihydrochalcone
• PHENYL VALERATE
• Resveratrol
• Oxyresveratrol
• CHLOROPHOSPHONAZO III
• Ascorbyl glucoside
• DanshenP.E
• Aloe emodin
• RHAPONTIN
• 3,5-DIHYDROXY-4'-METHOXYSTILBENE 3-O-BETA-D-GLUCOSIDE
• PHENYL-BETA-D-GLUCOPYRANOSIDE
• Polydatin
• Polydatin
• Piceid(polydatin)
• ASTRINGIN
• ISORHAPHONTIN
• 2,3,5,4'-TETRAHEDROXYSTILBENE-3-O-D-GLUCOSIDE