Polydatin

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

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Name
Polydatin
Accession Number
DB11263
Type
Small Molecule
Groups
Approved
Description

Polydatin, or Piceid, is a natural precursor and glycoside form of resveratrol with a monocrystalline structure. While it is isolated from the bark of Picea sitchensis or Polygonum cuspidatum, polydatin may be detected in grape, peanut, hop cones, red wines, hop pellets, cocoa-containing products, chocolate products and many daily diets 1. Polydatin possesses anti-inflammatory, immunoregulatory, anti-oxidative and anti-tumor activities. It is shown to mediate a cytotoxic action on colorectal cancer cells by inducing cell arrest and apoptosis 4.

Structure
Thumb
Synonyms
  • 3,4',5-trihydroxystilbene-3-β-d-glucoside
  • resveratrol-3-O-b-mono-D-glucoside
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Sooryehan Pure Whitening Spot TreatmentCream0.21 mL/100mLTopicalLg Household & Health Care Ltd.2010-04-26Not applicableUs
Sooryehan Pure-WhiteningCream0.22 mL/100mLTopicalLg Household & Health Care Ltd.2010-04-26Not applicableUs
Sooryehan Pure-Whitening EssenceCream0.22 1/100mLTopicalLg Household & Health Care Ltd.2010-05-14Not applicableUs
Additional Data Available
  • Application Number
    Application Number

    A unique ID assigned by the FDA when a product is submitted for approval by the labeller.

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  • Product Code
    Product Code

    A governmentally-recognized ID which uniquely identifies the product within its regulatory market.

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Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
Sooryehan Bichaek Pure Whitening AmplePolydatin (0.001 mL/100mL) + Atractylodes lancea root oil (0.053 mL/100mL)CreamTopicalLg Household & Health Care Ltd.2011-12-142012-06-14Us
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
Sooryehan Bichaek Pure Whitening AmplePolydatin (0.001 mL/100mL) + Atractylodes lancea root oil (0.053 mL/100mL)CreamTopicalLg Household & Health Care Ltd.2011-12-142012-06-14Us
Sooryehan Pure-WhiteningPolydatin (0.22 mL/100mL)CreamTopicalLg Household & Health Care Ltd.2010-04-26Not applicableUs
Sooryehan Pure-Whitening EssencePolydatin (0.22 1/100mL)CreamTopicalLg Household & Health Care Ltd.2010-05-14Not applicableUs
Categories
UNII
XM261C37CQ
CAS number
Not Available
Weight
Average: 390.388
Monoisotopic: 390.131467668
Chemical Formula
C20H22O8
InChI Key
HSTZMXCBWJGKHG-CUYWLFDKSA-N
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
IUPAC Name
(2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES
OC[C@H]1O[C@@H](OC2=CC(O)=CC(\C=C\C3=CC=C(O)C=C3)=C2)[C@H](O)[C@@H](O)[C@@H]1O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Additional Data Available
Adverse Effects

Comprehensive structured data on known drug adverse effects with statistical prevalence. MedDRA and ICD10 ids are provided for adverse effect conditions and symptoms.

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Additional Data Available
Contraindications

Structured data covering drug contraindications. Each contraindication describes a scenario in which the drug is not to be used. Includes restrictions on co-administration, contraindicated populations, and more.

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Additional Data Available
Blackbox Warnings

Structured data representing warnings from the black box section of drug labels. These warnings cover important and dangerous risks, contraindications, or adverse effects.

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Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
  1. Du QH, Peng C, Zhang H: Polydatin: a review of pharmacology and pharmacokinetics. Pharm Biol. 2013 Nov;51(11):1347-54. doi: 10.3109/13880209.2013.792849. Epub 2013 Jul 18. [PubMed:23862567]
  2. Ravagnan G, De Filippis A, Carteni M, De Maria S, Cozza V, Petrazzuolo M, Tufano MA, Donnarumma G: Polydatin, a natural precursor of resveratrol, induces beta-defensin production and reduces inflammatory response. Inflammation. 2013 Feb;36(1):26-34. doi: 10.1007/s10753-012-9516-8. [PubMed:22956122]
  3. Lanzilli G, Cottarelli A, Nicotera G, Guida S, Ravagnan G, Fuggetta MP: Anti-inflammatory effect of resveratrol and polydatin by in vitro IL-17 modulation. Inflammation. 2012 Feb;35(1):240-8. doi: 10.1007/s10753-011-9310-z. [PubMed:21369944]
  4. De Maria S, Scognamiglio I, Lombardi A, Amodio N, Caraglia M, Carteni M, Ravagnan G, Stiuso P: Polydatin, a natural precursor of resveratrol, induces cell cycle arrest and differentiation of human colorectal Caco-2 cell. J Transl Med. 2013 Oct 20;11:264. doi: 10.1186/1479-5876-11-264. [PubMed:24138806]
External Links
Human Metabolome Database
HMDB0030564
KEGG Compound
C10275
PubChem Compound
5281718
PubChem Substance
347827958
ChemSpider
4445034
BindingDB
60919
ChEBI
8198
ChEMBL
CHEMBL142652
Wikipedia
Piceid

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
FormRouteStrength
CreamTopical
CreamTopical0.21 mL/100mL
CreamTopical0.22 mL/100mL
CreamTopical0.22 1/100mL
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.766 mg/mLALOGPS
logP0.65ALOGPS
logP1.13ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)8.6ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area139.84 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity99.6 m3·mol-1ChemAxon
Polarizability40.19 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSNot Available
MS/MS Spectrum - , positiveLC-MS/MSsplash10-004i-1491000000-fc0e407ffe35757fc820

Taxonomy

Description
This compound belongs to the class of organic compounds known as stilbene glycosides. These are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Stilbenes
Sub Class
Stilbene glycosides
Direct Parent
Stilbene glycosides
Alternative Parents
Phenolic glycosides / Hexoses / O-glycosyl compounds / Styrenes / Phenoxy compounds / Phenol ethers / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Oxanes / Secondary alcohols
show 5 more
Substituents
Stilbene glycoside / Phenolic glycoside / Hexose monosaccharide / Glycosyl compound / O-glycosyl compound / Phenoxy compound / Styrene / Phenol ether / 1-hydroxy-4-unsubstituted benzenoid / 1-hydroxy-2-unsubstituted benzenoid
show 16 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
beta-D-glucoside, monosaccharide derivative, polyphenol, stilbenoid (CHEBI:8198) / Diphenyl ethers, biphenyls, dibenzyls and stilbenes, Stilbenes (C10275) / Diphenyl ethers, biphenyls, dibenzyls and stilbenes (LMPK13090012)

Drug created on December 03, 2015 09:51 / Updated on June 04, 2019 07:18