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
DescriptionCurator's Comment: Description was created based on several sources, including https://www.webmedcentral.com/article_view/5000
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.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: GO:0006629 |
|||
Target ID: Free radical scavenging |
|||
Target ID: CHEMBL1075189 |
128.0 µM [IC50] | ||
Target ID: CHEMBL612877 |
95.0 µM [IC50] | ||
Target ID: Sirt1, UniProtKB - A0A0G2JZ79 |
|||
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Potential cancer-chemopreventive activities of wine stilbenoids and flavans extracted from grape (Vitis vinifera) cell cultures. | 2001 |
|
| 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 |
|
| In vitro inhibition of human cGMP-specific phosphodiesterase-5 by polyphenols from red grapes. | 2005 Mar 23 |
|
| Role of peptide primary sequence in polyphenol-protein recognition: an example with neurotensin. | 2005 Nov 30 |
|
| Transport, deglycosylation, and metabolism of trans-piceid by small intestinal epithelial cells. | 2006 Oct |
|
| Anti-HIV activities of the compounds isolated from Polygonum cuspidatum and Polygonum multiflorum. | 2010 Jun |
|
| Plant polyphenols differentially modulate inflammatory responses of human keratinocytes by interfering with activation of transcription factors NFκB and AhR and EGFR-ERK pathway. | 2011 Sep 1 |
|
| Plant polyphenols regulate chemokine expression and tissue repair in human keratinocytes through interaction with cytoplasmic and nuclear components of epidermal growth factor receptor system. | 2012 Feb 15 |
|
| Polydatin (PD) inhibits IgE-mediated passive cutaneous anaphylaxis in mice by stabilizing mast cells through modulating Ca²⁺ mobilization. | 2012 Nov 1 |
|
| Polydatin attenuated food allergy via store-operated calcium channels in mast cell. | 2013 Jul 7 |
|
| 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 |
|
| 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
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
| Name | Type | Language | ||
|---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
DSLD |
4329 (Number of products:1)
Created by
admin on Fri Dec 15 17:36:57 GMT 2023 , Edited by admin on Fri Dec 15 17:36:57 GMT 2023
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
1364277
Created by
admin on Fri Dec 15 17:36:57 GMT 2023 , Edited by admin on Fri Dec 15 17:36:57 GMT 2023
|
PRIMARY | RxNorm | ||
|
XM261C37CQ
Created by
admin on Fri Dec 15 17:36:57 GMT 2023 , Edited by admin on Fri Dec 15 17:36:57 GMT 2023
|
PRIMARY | |||
|
XM261C37CQ
Created by
admin on Fri Dec 15 17:36:57 GMT 2023 , Edited by admin on Fri Dec 15 17:36:57 GMT 2023
|
PRIMARY | |||
|
27208-80-6
Created by
admin on Fri Dec 15 17:36:57 GMT 2023 , Edited by admin on Fri Dec 15 17:36:57 GMT 2023
|
PRIMARY | |||
|
m9549
Created by
admin on Fri Dec 15 17:36:57 GMT 2023 , Edited by admin on Fri Dec 15 17:36:57 GMT 2023
|
PRIMARY | Merck Index | ||
|
PICEID
Created by
admin on Fri Dec 15 17:36:57 GMT 2023 , Edited by admin on Fri Dec 15 17:36:57 GMT 2023
|
PRIMARY | |||
|
SUB34035
Created by
admin on Fri Dec 15 17:36:57 GMT 2023 , Edited by admin on Fri Dec 15 17:36:57 GMT 2023
|
PRIMARY | |||
|
5281718
Created by
admin on Fri Dec 15 17:36:57 GMT 2023 , Edited by admin on Fri Dec 15 17:36:57 GMT 2023
|
PRIMARY | |||
|
DB11263
Created by
admin on Fri Dec 15 17:36:57 GMT 2023 , Edited by admin on Fri Dec 15 17:36:57 GMT 2023
|
PRIMARY | |||
|
DTXSID001030555
Created by
admin on Fri Dec 15 17:36:57 GMT 2023 , Edited by admin on Fri Dec 15 17:36:57 GMT 2023
|
PRIMARY | |||
|
1546194
Created by
admin on Fri Dec 15 17:36:57 GMT 2023 , Edited by admin on Fri Dec 15 17:36:57 GMT 2023
|
PRIMARY | |||
|
C058229
Created by
admin on Fri Dec 15 17:36:57 GMT 2023 , Edited by admin on Fri Dec 15 17:36:57 GMT 2023
|
PRIMARY | |||
|
8198
Created by
admin on Fri Dec 15 17:36:57 GMT 2023 , Edited by admin on Fri Dec 15 17:36:57 GMT 2023
|
PRIMARY | |||
|
4613
Created by
admin on Fri Dec 15 17:36:57 GMT 2023 , Edited by admin on Fri Dec 15 17:36:57 GMT 2023
|
PRIMARY | |||
|
100000127888
Created by
admin on Fri Dec 15 17:36:57 GMT 2023 , Edited by admin on Fri Dec 15 17:36:57 GMT 2023
|
PRIMARY |
ACTIVE MOIETY
