This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Explore a selection of our essential drug information below, or:
Identification
- Generic Name
- Polydatin
- DrugBank Accession Number
- DB11263
- Background
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.
- Type
- Small Molecule
- Groups
- Approved
- Structure
Structure for Polydatin (DB11263)
- Weight
- Average: 390.388
Monoisotopic: 390.131467668 - Chemical Formula
- C20H22O8
- Synonyms
- 3,4,5-Trihydroxystilbene-3-beta-monoglucoside
- 3,4',5-trihydroxystilbene-3-β-d-glucoside
- Piceid
- Polydatin (E)-isomer
- Resveratrol 3-O-beta-glucopyranoside
- resveratrol-3-O-b-mono-D-glucoside
- trans-piceid
- trans-resveratrol 3-O-β-D-glucoside
- trans-resveratrol 3-β-D-glucoside
- trans-resveratrol 3-β-glucoside
Pharmacology
- Indication
Not Available
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Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UPyruvate kinase PKM inhibitorHumans - 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
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- No interactions found.
Products
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Over the Counter Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Sooryehan Pure Whitening Spot Treatment Cream 0.21 mL/100mL Topical Lg Household & Health Care Ltd. 2010-04-26 Not applicable US 
Sooryehan Pure-Whitening Cream 0.22 mL/100mL Topical Lg Household & Health Care Ltd. 2010-04-26 Not applicable US Sooryehan Pure-Whitening Essence Cream 0.22 1/100mL Topical Lg Household & Health Care Ltd. 2010-05-14 Not applicable US - Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Sooryehan Bichaek Pure Whitening Ample Polydatin (0.001 mL/100mL) + Atractylodes lancea root oil (0.053 mL/100mL) Cream Topical Lg Household & Health Care Ltd. 2011-12-14 2012-06-14 US - Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Sooryehan Bichaek Pure Whitening Ample Polydatin (0.001 mL/100mL) + Atractylodes lancea root oil (0.053 mL/100mL) Cream Topical Lg Household & Health Care Ltd. 2011-12-14 2012-06-14 US Sooryehan Pure-Whitening Polydatin (0.22 mL/100mL) Cream Topical Lg Household & Health Care Ltd. 2010-04-26 Not applicable US Sooryehan Pure-Whitening Essence Polydatin (0.22 1/100mL) Cream Topical Lg Household & Health Care Ltd. 2010-05-14 Not applicable US
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- 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
- 1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / Acetal / Alcohol / Aromatic heteromonocyclic compound / Benzenoid / Glycosyl compound / Hexose monosaccharide / Hydrocarbon derivative / Monocyclic benzene moiety 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)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- XM261C37CQ
- CAS number
- 27208-80-6
- 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-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
- SMILES
- OC[C@H]1O[C@@H](OC2=CC(\C=C\C3=CC=C(O)C=C3)=CC(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O
References
- General References
- 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. [Article]
- 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. [Article]
- 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. [Article]
- 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. [Article]
- External Links
- Human Metabolome Database
- HMDB0030564
- KEGG Compound
- C10275
- PubChem Compound
- 5281718
- PubChem Substance
- 347827958
- ChemSpider
- 4445034
- BindingDB
- 60919
- 1364277
- ChEBI
- 8198
- ChEMBL
- CHEMBL142652
- ZINC
- ZINC000004098633
- Wikipedia
- Piceid
Clinical Trials
- Clinical Trials
Clinical Trial & Rare Diseases Add-on Data Package
Explore 4,000+ rare diseases, orphan drugs & condition pairs, clinical trial why stopped data, & more. Preview package Phase Status Purpose Conditions Count Start Date Why Stopped 100+ additional columns Unlock 175K+ rows when you subscribe.View sample data2 Unknown Status Treatment Septic Shock / Shock, Hemorrhagic / Traumatic Shock 1 somestatus stop reason just information to hide
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Cream Topical Cream Topical 0.21 mL/100mL Cream Topical 0.22 mL/100mL Cream Topical 0.22 1/100mL - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.766 mg/mL ALOGPS logP 0.65 ALOGPS logP 1.13 Chemaxon logS -2.7 ALOGPS pKa (Strongest Acidic) 8.6 Chemaxon pKa (Strongest Basic) -3 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 6 Chemaxon Polar Surface Area 139.84 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 99.6 m3·mol-1 Chemaxon Polarizability 40.19 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 199.7228033 predictedDarkChem Lite v0.1.0 [M-H]- 204.7571033 predictedDarkChem Lite v0.1.0 [M-H]- 190.75325 predictedDeepCCS 1.0 (2019) [M+H]+ 199.4534033 predictedDarkChem Lite v0.1.0 [M+H]+ 204.2191033 predictedDarkChem Lite v0.1.0 [M+H]+ 193.14882 predictedDeepCCS 1.0 (2019) [M+Na]+ 199.8468033 predictedDarkChem Lite v0.1.0 [M+Na]+ 204.8621033 predictedDarkChem Lite v0.1.0 [M+Na]+ 199.23795 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Inhibitor
- General Function
- Catalyzes the final rate-limiting step of glycolysis by mediating the transfer of a phosphoryl group from phosphoenolpyruvate (PEP) to ADP, generating ATP (PubMed:15996096, PubMed:1854723, PubMed:20847263). The ratio between the highly active tetrameric form and nearly inactive dimeric form determines whether glucose carbons are channeled to biosynthetic processes or used for glycolytic ATP production (PubMed:15996096, PubMed:1854723, PubMed:20847263). The transition between the 2 forms contributes to the control of glycolysis and is important for tumor cell proliferation and survival (PubMed:15996096, PubMed:1854723, PubMed:20847263)
- Specific Function
- ATP binding
- Gene Name
- PKM
- Uniprot ID
- P14618
- Uniprot Name
- Pyruvate kinase PKM
- Molecular Weight
- 57936.38 Da
References
- Ye X, Sun Y, Xu Y, Chen Z, Lu S: Integrated In Silico-In Vitro Discovery of Lung Cancer-related Tumor Pyruvate Kinase M2 (PKM2) Inhibitors. Med Chem. 2016;12(7):613-620. doi: 10.2174/1573406412666160307151535. [Article]
Drug created at December 03, 2015 16:51 / Updated at June 12, 2020 16:53