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Polydatin

CAT: 0804-HY-N0120A-03Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0120A-03Size:100 mg
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Description
Polydatin (Piceid), extracted from the roots of Reynoutria japonica, a widely used traditional Chinese remedies, possesses anti-inflammatory activity in several experimental models. Polydatin (Piceid) inhibits G6PD and induces oxidative and ER stresses.
CAS Number
27208-80-6
Product Name Alternative
Piceid
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Apoptosis; Autophagy; Mitophagy
Type
Natural Products
Related Pathways
Apoptosis; Autophagy
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology; Cancer
Assay Protocol
https://www.medchemexpress.com/Polydatin.html
Concentration
10mM
Purity
99.50
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O[C@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)[C@@H]1OC2=CC(/C=C/C3=CC=C(O)C=C3)=CC(O)=C2
Molecular Formula
C20H22O8
Molecular Weight
390.38
Precautions
H302, H315, H319, H335
References & Citations
[1]Cheng Y, et al. Involvement of cell adhesion molecules in polydatin protection of brain tissues from ischemia-reperfusion injury. Brain Res. 2006 Sep 19;1110 (1) :193-200.|[2]Wang HL, et al. Synergistic effects of Polydatin and Vitamin C in Inhibiting Cardiotoxicity induced by Doxorubicin in rats. Fundam Clin Pharmacol. 2016 Nov 28. [Epub ahead of print]|[3]Jiang KF, et al. Polydatin ameliorates Staphylococcus aureus-induced mastitis in mice via inhibiting TLR2-mediated activation of the p38 MAPK/NF-κB pathway. Acta Pharmacol Sin. 2016 Nov 28. [Epub ahead of print]|[4]Luigi Mele, et al. A New Inhibitor of glucose-6-phosphate Dehydrogenase Blocks Pentose Phosphate Pathway and Suppresses Malignant Proliferation and Metastasis in Vivo. Cell Death Dis. 2018 May 1;9 (5) :572.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
Phase 2

Chemical Information

Polydatin

Trans-piceid is a stilbenoid that is trans-resveratrol substituted at position 3 by a beta-D-glucosyl residue. It has a role as a geroprotector, an antioxidant, a metabolite, an anti-arrhythmia drug, a potassium channel modulator, a hepatoprotective agent and a nephroprotective agent. It is a beta-D-glucoside, a polyphenol, a stilbenoid and a monosaccharide derivative. It is functionally related to a trans-resveratrol.

CAS Number27208-80-6
PubChem CID5281718
IUPAC Name(2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC20H22O8
Molecular Weight390.4
XLogP1.7
Topological Polar Surface Area140
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Heavy Atom Count28
Formal Charge0
Complexity506
SMILES
C1=CC(=CC=C1/C=C/C2=CC(=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O
InChI
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
InChIKey
HSTZMXCBWJGKHG-CUYWLFDKSA-N
Chemical Structure
2D Structure
2D structure of Polydatin
CAS: 27208-80-6
CID: 5281718
Formula: C20H22O8
MW: 390.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight390.4
XLogP31.7
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Exact Mass390.13146766
Monoisotopic Mass390.13146766
Topological Polar Surface Area140 Ų
Heavy Atom Count28
Formal Charge0
Complexity506
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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