Skip to main content
  •   Home
  •   Download
  •   Manual
  •   Contact

Natural Product (NP) Details

General Information of the NP (ID: NP0798)
Name
Polydatin
Synonyms
Polydatin; Piceid; 65914-17-2; Trans-Piceid; 27208-80-6; 3,4,5-Trihydroxystilbene-3-beta-monoglucoside; 3,4,5-Tsg; (2S,3R,4S,5S,6R)-2-(3-Hydroxy-5-(4-hydroxystyryl)phenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol; Polydatin (E)-isomer; Resveratrol 3-beta-mono-D-glucoside; Resveratrol 3-O-beta-glucopyranoside; UNII-XM261C37CQ; MLS001424114; CHEBI:8198; XM261C37CQ; (2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol; Polydotin Peceid; trans-resveratrol 3-beta-glucoside; (E/Z)-Polydatin; trans-resveratrol 3-beta-D-glucoside; 3,4'-5-Trihydroxystilbene-3-beta-D-glucopyranoside; trans-resveratrol 3-O-beta-D-glucoside; 3,5,4'-Trihydroxystilbene 3-glucoside; SMR000466371; b-D-Glucopyranoside, 3-hydroxy-5-[2-(4-hydroxyphenyl)ethenyl]phenyl; 3,4',5-trihydroxystilbene-3-beta-D-glucoside; C20H22O8; (2S,3R,4S,5S,6R)-2-(3-hydroxy-5-((E)-4-hydroxystyryl)phenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol; Polydatin(Piceid); Resveratrol 3-Glucoside; 5-Tsg; resveratrol 3-O-beta-D-glucoside; trans-Polydatin; MFCD00210592; (E)-Polydatin; Polydatin,(S); Polydatin - Piceid; Polydatin(Piceid)/; (E)-Piceid; 5-Trihydroxystilbene-3-beta-monoglucoside; 3-Hydroxy-5-(2-(4-hydroxyphenyl)ethenyl)phenyl-beta-D-glucoside; Resveratrol 3-O-glucoside; Resveratrol 5-O-glucoside; SCHEMBL41411; trans-Resveratrol C-glucoside; MLS000759499; trans-Resveratrol 3-glucoside; CHEMBL142652; Resveratrol 3-beta-D-glucoside; trans-Resveratrol 3-O-glucoside; BDBM60919; CHEBI:94610; cid_5281718; DTXSID20897454; HMS2051A20; 148766-36-3; HY-N0120; ZINC4098633; resveratrol-3-O-b-mono-D-glucoside; ABP000698; CP0092; LMPK13090012; s2390; AKOS015961013; CCG-100895; DB11263; KS-5384; NC00145; Resveratrol 3-.beta.-mono-d-glucoside; NCGC00246971-01; NCGC00246971-04; (2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)vinyl]phenoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol; AS-13910; O911; trans-resveratrol 3-beta-d-glucopyranoside; AB0016722; CS-0007830; C10275; AB00639953-07; 3,4',5-Trihydroxystilbene-3-b-D-glucopyranoside; 914P172; 5,4'-dihydroxystilbene-3-O-beta-D-glucopyranoside; Q-100342; Q3902665; W-203441; 3,4',5-TRIHYDROXYSTILBENE-3-BETA-MONOGLUCOSIDE; 3,4'-5-Trihydroxystilbene-3-beta-D-glucopyranoside, 97%; 3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenyl beta-D-glucopyranoside; beta-D-Glucopyranoside, 3-hydroxy-5-(2-(4-hydroxyphenyl)ethenyl)phenyl; beta-D-Glucopyranoside, 3-hydroxy-5-(2-(4-hydroxyphenyl)ethenyl)phenyl-, (E)-; (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[3-[(E)-2-(4-hydroxyphenyl)ethenyl]-5-oxidanyl-phenoxy]oxane-3,4,5-triol; (2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)vinyl]phenoxy]-6-methylol-tetrahydropyran-3,4,5-triol; .beta.-D-Glucopyranoside, 3-hydroxy-5-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenyl3,5,4'-Trihydroxystilbene 3-glucoside
    Click to Show/Hide
Species Origin Polygonum cuspidatum ...     Click to Show/Hide
Polygonum cuspidatum
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Caryophyllales
Family: Polygonaceae
Genus: Polygonum
Species: Polygonum cuspidatum
Disease Parkinson's disease [ICD-11: 8A00] Investigative [1]
Structure
Click to Download Mol
2D MOL

3D MOL

    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C20H22O8
PubChem CID
5281718
Canonical SMILES
C1=CC(=CC=C1C=CC2=CC(=CC(=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O
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
CAS Number
CAS 27208-80-6
ChEBI ID
CHEBI:8198
Herb ID
HBIN040403
SymMap ID
SMIT00328
TCMSP ID
MOL013289
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          N-palmitoylethanolamine      Attention deficit hyperactivity disorder     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation
Down-regulation Expression ICAM1  Molecule Info 
Pathway MAP
Down-regulation Expression IL1B  Molecule Info 
Pathway MAP
Down-regulation Expression NOS2  Molecule Info 
Pathway MAP
Down-regulation Expression p105  Molecule Info 
Pathway MAP
Up-regulation Cleavage PARP1  Molecule Info 
Pathway MAP
Down-regulation Expression TNF  Molecule Info 
Pathway MAP
Down-regulation Expression VCAM1  Molecule Info 
Pathway MAP
                    In-vivo Model The mice were anesthetized by sevoflurane inhalation, the left common carotid artery was exposed through a small midline incision in the neck and completely ligated near the carotid bifurcation.
                    Experimental
                    Result(s)
Palmitoylethanolamide and Polydatin combination reduces inflammation and oxidative stress in vascular injury.
Target and Pathway
Target(s) Glucose-6-phosphate dehydrogenase (G6PD)  Molecule Info  [3]
Kelch-like ECH-associated protein 1 (KEAP1)  Molecule Info  [4]
Nuclear factor erythroid 2-related factor 2 (Nrf2)  Molecule Info  [4]
Proprotein convertase subtilisin/kexin type 9 (PCSK9)  Molecule Info  [5]
Protein fosB (RYR2)  Molecule Info  [6]
Vascular endothelial growth factor A (VEGFA)  Molecule Info  [7]
BioCyc Pentose phosphate pathway Click to Show/Hide
2 Pentose phosphate pathway (oxidative branch)
KEGG Pathway Ras signaling pathway Click to Show/Hide
2 Rap1 signaling pathway
3 Cytokine-cytokine receptor interaction
4 HIF-1 signaling pathway
5 mTOR signaling pathway
6 PI3K-Akt signaling pathway
7 VEGF signaling pathway
8 Focal adhesion
9 Pathways in cancer
10 Proteoglycans in cancer
11 MicroRNAs in cancer
12 Renal cell carcinoma
13 Pancreatic cancer
14 Bladder cancer
15 Rheumatoid arthritis
16 Pentose phosphate pathway
17 Glutathione metabolism
18 Metabolic pathways
19 Biosynthesis of antibiotics
20 Carbon metabolism
21 Central carbon metabolism in cancer
22 Protein processing in endoplasmic reticulum
NetPath Pathway IL2 Signaling Pathway Click to Show/Hide
2 EGFR1 Signaling Pathway
3 TGF_beta_Receptor Signaling Pathway
4 TSH Signaling Pathway
5 Leptin Signaling Pathway
6 FSH Signaling Pathway
7 IL5 Signaling Pathway
Panther Pathway Angiogenesis Click to Show/Hide
2 VEGF signaling pathway
Pathwhiz Pathway Pentose Phosphate Pathway Click to Show/Hide
2 Warburg Effect
Pathway Interaction Database Glypican 1 network Click to Show/Hide
2 HIF-2-alpha transcription factor network
3 Beta3 integrin cell surface interactions
4 S1P3 pathway
5 Signaling events mediated by TCPTP
6 S1P1 pathway
7 Alpha9 beta1 integrin signaling events
8 Integrins in angiogenesis
9 VEGFR1 specific signals
10 HIF-1-alpha transcription factor network
Reactome Platelet degranulation Click to Show/Hide
2 Regulation of gene expression by Hypoxia-inducible Factor
3 VEGF ligand-receptor interactions
4 VEGF binds to VEGFR leading to receptor dimerization
5 TP53 Regulates Metabolic Genes
WikiPathways SIDS Susceptibility Pathways Click to Show/Hide
2 Hypertrophy Model
3 Endochondral Ossification
4 Focal Adhesion
5 Differentiation Pathway
6 Bladder Cancer
7 Regulation of Hypoxia-inducible Factor (HIF) by Oxygen
8 Nifedipine Activity
9 Aryl Hydrocarbon Receptor
10 Quercetin and Nf-kB/ AP-1 Induced Cell Apoptosis
11 Integrated Pancreatic Cancer Pathway
12 Oncostatin M Signaling Pathway
13 Allograft Rejection
14 Integrated Breast Cancer Pathway
15 Signaling by VEGF
16 Heart Development
17 Angiogenesis
18 Sulfation Biotransformation Reaction
19 NRF2 pathway
20 Nuclear Receptors Meta-Pathway
21 Vitamin D Receptor Pathway
22 miR-targeted genes in muscle cell - TarBase
23 miR-targeted genes in lymphocytes - TarBase
24 miR-targeted genes in leukocytes - TarBase
25 miR-targeted genes in epithelium - TarBase
26 Cori Cycle
27 Metabolism of carbohydrates
28 Pentose Phosphate Pathway
29 Glutathione metabolism
30 Oxidative Stress
31 Transcriptional activation by NRF2
32 Aryl Hydrocarbon Receptor Pathway
33 Mesodermal Commitment Pathway
34 Arylhydrocarbon receptor (AhR) signaling pathway
35 PCSK9-mediated LDLR degradation
References
Reference 1 Polydatin Prevents Lipopolysaccharide (LPS)-Induced Parkinson's Disease via Regulation of the AKT/GSK3Beta-Nrf2/NF-KappaB Signaling Axis. Front Immunol. 2018 Nov 5;9:2527.
Reference 2 Palmitoylethanolamide and Polydatin combination reduces inflammation and oxidative stress in vascular injury. Pharmacol Res. 2017 Sep;123:83-92.
Reference 3 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.
Reference 4 Polydatin prevents fructose-induced liver inflammation and lipid deposition through increasing miR-200a to regulate Keap1/Nrf2 pathway. Redox Biol. 2018 Sep;18:124-137.
Reference 5 Polydatin ameliorates lipid and glucose metabolism in type 2 diabetes mellitus by downregulating proprotein convertase subtilisin/kexin type 9 (PCSK9). Cardiovasc Diabetol. 2016 Feb 1;15:19.
Reference 6 Polydatin protects cardiac function against burn injury by inhibiting sarcoplasmic reticulum Ca2+ leak by reducing oxidative modification of ryanodine receptors. Free Radic Biol Med. 2013 Jul;60:292-9.
Reference 7 Polydatin suppresses VEGF-induced angiogenesis through binding with VEGF and inhibiting its receptor signaling. FASEB J. 2019 Jan;33(1):532-544.
 Download Picture         KEGG Link      
 Download Picture         KEGG Link      
 Download Picture         KEGG Link      
 Download Picture         KEGG Link      
 Download Picture         KEGG Link      
 Download Picture         KEGG Link      
 Download Picture         KEGG Link      
Cite NPCDR
Visitor Map
Correspondence

X. N. Sun, Y. T. Zhang, Y. Zhou, X. C. Lian, L. L. Yan, T. Pan, T. Jin, H. Xie, Z. M. Liang, W. Q. Qiu, J. X. Wang, Z. R. Li, F. Zhu*, X. B. Sui*. NPCDR: natural product-based drug combination and its disease-specific molecular regulation. Nucleic Acids Research. 50(D1): 1324-1333 (2020). PMID: 34664659

Prof. Feng ZHU  (zhufeng@zju.edu.cn)

College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, China


Prof. Xinbing SUI  (hzzju@hznu.edu.cn)

School of Pharmacy and Department of Medical Oncology, the Affiliated Hospital of Hangzhou Normal University, Hangzhou Normal University, Hangzhou, China