A stilbene glucoside with diverse biological activities
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Isomer(s)
13932Polydatin
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3,4′-5-Trihydroxystilbene-3-β-D-Glucopyranoside

Item No. 21246

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-hydroxy-5-[2-(4-hydroxyphenyl)ethenyl]phenyl β-D-glucopyranoside
CAS Number
65914-17-2
Synonyms
  • (E/Z)-Polydatin
  • Reservatrol 3-β-mono-D-Glucoside
  • Resveratrol 3-O-β-D-Glucopyranoside
  • Trihydroxystilbene-3-β-D-Glucopyranoside
Molecular Formula
C20H22O8
Formula Weight
390.4
Purity
≥98% (mixture of isomers)
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 0.25 mg/ml
λmax
217, 307, 320 nm
SMILES
O[C@H]([C@@H](O)[C@@H]1O)[C@@H](O[C@@H]1CO)OC2=CC(C=CC3=CC=C(O)C=C3)=CC(O)=C2
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/t16-,17-,18+,19-,20-/m1/s1
InChi Key
HSTZMXCBWJGKHG-OUUBHVDSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    3,4′-5-Trihydroxystilbene-3-β-D-glucopyranoside is a stilbene glucoside that has been found in V. vinifera and has diverse biological activities.1,2,3,4,5 It reduces the growth of SKOV3 ovarian cancer cell 3D aggregates in a concentration-dependent manner.2 3,4′-5-Trihydroxystilbene-3-β-D-glucopyranoside (10 and 20 µg/ml) inhibits IL-17 production in activated peripheral blood mononuclear cells (PBMCs).3 It inhibits the loss of glutathione peroxidase 4 (GPX4) activity induced by the ferroptosis inducer hemin in Neuro2a neuroblastoma cells.4 3,4′-5-Trihydroxystilbene-3-β-D-glucopyranoside (50 mg/kg) reduces escape latency in a rat model of vascular dementia induced by four-vessel occlusion (4-VO).5

    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 al. Isolation, identification, and antioxidant activity of three stilbene glucosides newly extracted from Vitis vinifera cell cultures. J. Nat. Prod. 61(5), 655-677 (1998).

    2. Hogg, S.J., Chitcholtan, K., Hassan, W., et al. Resveratrol, acetyl-resveratrol, and polydatin exhibit antigrowth activity against 3D cell aggregates of the SKOV-3 and OVCAR-8 ovarian cancer cell lines. Obstet. Gynecol. Int. 279591 (2015).

    3. Lanzilli, G., Cottarelli, A., Nicotera, G., et al. Anti-inflammatory effect of resveratrol and polydatin by in vitro IL-17 modulation. Inflammation 35(1), 240-248 (2012).

    4. Huang, L., He, S., Cai, Q., et al. Polydatin alleviates traumatic brain injury: Role of inhibiting ferroptosis. Biochem. Biophys. Res. Commun. 556, 149-155 (2021).

    5. Li, R.-P., Wang, Z.-Z., Sun, M.-X., et al. Polydatin protects learning and memory impairments in a rat model of vascular dementia. Phytomedicine 19(8-9), 677-681 (2012).