Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C20H22O8 |
Molecular Weight | 390.3839 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
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
InChI
InChIKey=HSTZMXCBWJGKHG-CUYWLFDKSA-N
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
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/23862567Curator's Comment: Description was created based on several sources, including https://www.webmedcentral.com/article_view/5000
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23862567
Curator's Comment: Description was created based on several sources, including https://www.webmedcentral.com/article_view/5000
Polydatin (PD, also named pieceid, (E)-piceid, (E)-polydatin, trans-polydatin, 3,40 ,5-trihydroxystilbene-3-b-D-glucoside) is a monocrystalline compound originally isolated from the root and rhizome of Polygonum cuspidatum Sieb. et Zucc. (Polygonaceae), a traditional Chinese medicine that has long been used in China as an analgesic, anti-pyretic, diuretic and expectorant. It is a glucoside of resveratrol (3,40 ,5-trihydroxystilbene) in which the glucoside group bound to the position C-3 substitutes a hydroxyl group, belonging to stilbene phytoalexins. Polydatin can also be detected in grape, peanut, hop cones, red wines, hop pellets, cocoa-containing products, chocolate products and many daily diets. Polydatin is the most abundant form of resveratrol in nature. Polydatin shows many pharmacological effects confirmed by numerous investigations, including cardiovascular protection, neuroprotection, anti-inflammation, immunoregulation, anti-oxidation, anti-tumour and liver and lung protective effects. Polydatin has found its way into clinical trials for the treatment of hemorrhagic shock and irritable bowel syndrome.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25449040
Curator's Comment: It has shown that PD can cross the blood–brain barrier to protect brain tissues from ischemia–reperfusion injury or cerebral ischemia
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: GO:0006629 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23862567 |
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Target ID: Free radical scavenging Sources: https://www.ncbi.nlm.nih.gov/pubmed/27526125 |
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Target ID: CHEMBL1075189 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26951145 |
128.0 µM [IC50] | ||
Target ID: CHEMBL612877 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26517558 |
95.0 µM [IC50] | ||
Target ID: Sirt1, UniProtKB - A0A0G2JZ79 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26301045 |
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Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Sources: https://www.ncbi.nlm.nih.gov/pubmed/23241098 |
Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Potential cancer-chemopreventive activities of wine stilbenoids and flavans extracted from grape (Vitis vinifera) cell cultures. | 2001 |
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Cellular uptake and efflux of trans-piceid and its aglycone trans-resveratrol on the apical membrane of human intestinal Caco-2 cells. | 2005 Feb 9 |
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In vitro inhibition of human cGMP-specific phosphodiesterase-5 by polyphenols from red grapes. | 2005 Mar 23 |
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Anti-HIV activities of the compounds isolated from Polygonum cuspidatum and Polygonum multiflorum. | 2010 Jun |
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Polydatin (PD) inhibits IgE-mediated passive cutaneous anaphylaxis in mice by stabilizing mast cells through modulating Ca²⁺ mobilization. | 2012 Nov 1 |
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Polydatin attenuated food allergy via store-operated calcium channels in mast cell. | 2013 Jul 7 |
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The stilbenes resveratrol, pterostilbene and piceid affect growth and stress resistance in mammalian cells via a mechanism requiring estrogen receptor beta and the induction of Mn-superoxide dismutase. | 2014 Feb |
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Investigation of the effects of some phenolic compounds on the activities of glucose-6-phosphate dehydrogenase and 6-phosphogluconate dehydrogenase from human erythrocytes. | 2014 Nov |
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT01780129
Curator's Comment: can also be used as oral tablets; 200 mg PEA+20 mg polydatin; 2 tablets/day; 12 weeks
https://clinicaltrials.gov/ct2/show/NCT01370720
Shock treatment: dilute two 100mg/5mL vials of HW6 (Polydatin) into 500mL 0.9% NaCl injection and administer as i.v. infusion over 2 hours. The drug should be given as early as possible right after the IC Form is signed on Day 1, and once every 24 hours for additional 4 doses.
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25449040
Polydatin attenuated phenylephrine-induced inhibition of hypertrophy of murine cardiomyocytes in a concentration-dependent manner with a complete inhibition of hypertrophy at the concentration of 50 uM.
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4329 (Number of products:1)
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ACTIVE MOIETY