| Identification | More | [Name]
Polydatin | [CAS]
65914-17-2 | [Synonyms]
3,4'-5-TRIHYDROXYSTILBENE-3-BETA-D-GLUCOPYRANOSIDE
3,4',5-TRIHYDROXYSTILBENE-3-BETA-MONOGLUCOSIDE
3-HYDROXY-5-(2-(4-HYDROXYPHENYL)ETHENYL)PHENYL-BETA-D-GLUCOSIDE
4',5-DIHYDROXYSTILBENE-3-O-BETA-D-GLUCOSIDE
PICEID
POLYDATIN
RESVERATROL-3-B-D-GLUCOSIDE
RESVERATROL 3-BETA-MONO-D-GLUCOSIDE
RESVERATROL GLUCOSIDE
TRANS-RESVERATROL 3-O-BETA-D-GLUCURONIDE
TRANS-RESVERATROL-O-BETA-GLUCOSIDE
3,4'-5-TRIHYDROXYSTILBEENE-3-BETA-D-GLU&
Polydatine
3,4'-5-trihydroxystilbene-3-β-d-glucopyranoside
3,4',5-Trihydroxystilbene-3-b-D-glucopyranoside
Polydatain
Polydatin
3,5,4''-TRIHYDROXYSTILBENE-3-O-BETA-D-GLUCOPYRANOSIDE
Polydatin 98% | [EINECS(EC#)]
200-001-8 | [Molecular Formula]
C20H23O9 | [MDL Number]
MFCD00210592 | [Molecular Weight]
407.39 | [MOL File]
65914-17-2.mol |
| Chemical Properties | Back Directory | [Description]
Polydatin (PD) is a major chemical component of Polygonum cuspidatum and it could also be found in a variety of other sources. PD is a polyphenol belonging to the chemical family of stilbenoids. Previous studies have shown that PD exhibits many pharmacological activities, including cardioprotective, neuroprotective, and antioxidative activities. With vascular dementia (VaD) rat models, PD markedly attenuated cognitive deficits. Biochemical analysis revealed that PD decreased the production of malondialdehyde (MDA) and significantly increased superoxide dismutase and catalase activities. Additionally, PD effectively alleviated the injuries of cultured neurons induced by oxygen–glucose deprivation. The therapeutic potential of PD for VaD seems related to its antioxidative activity and the direct protection of neurons. Furthermore, PD could also effectively inhibit the polymerization of amyloid-β peptides, which is a major mark in the progression of pathogenesis in Alzheimer’s disease (AD). These results suggest that PD is a promising drug candidate or nutraceutical for the treatment of VaD and AD. | [Melting point ]
223-226 °C(lit.)
| [alpha ]
-55 º (c=1,acetone) | [Boiling point ]
707.7±60.0 °C(Predicted) | [density ]
1.521±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO (Slightly), Ethanol (Sparingly), Methanol (Slightly), Water (Slightly) | [form ]
White to off-white solid. | [pka]
9.31±0.10(Predicted) | [color ]
White to off-white solid. | [optical activity]
[α]20/D 55°, c = 1 in acetone | [Detection Methods]
NMR,HPLC | [BRN ]
54837 | [LogP]
0.412 (est) | [Uses]
Trans-piceid is a stilbenoid that is trans-resveratrol substituted at position 3 by a beta-D-glucosyl residue. It has a role as a metabolite, a potassium channel modulator, an anti-arrhythmia drug, a hepatoprotective agent, an antioxidant and a nephroprotective agent. It is a stilbenoid, a polyphenol, a beta-D-glucoside and a monosaccharide derivative. It derives from a trans-resveratrol. | [CAS DataBase Reference]
65914-17-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HS Code ]
29389090 |
| Hazard Information | Back Directory | [Definition]
ChEBI: Trans-piceid is a stilbenoid that is trans-resveratrol substituted at position 3 by a beta-D-glucosyl residue. It has a role as a metabolite, a potassium channel modulator, an anti-arrhythmia drug, a hepatoprotective agent, an antioxidant, a nephroprotective agent and a geroprotector. It is a stilbenoid, a polyphenol, a beta-D-glucoside and a monosaccharide derivative. It is functionally related to a trans-resveratrol. | [Biological Functions]
Stilbene found in medicinal herbs. Antioxidant, anti-inflammatory and neuroprotective. | [Biological Activity]
Polydatin is a natural stilbene originally isolated from the rhizome of P. cuspidatum, which is used in traditional Chinese medicine for analgesic, antipyretic, and diuretic effects.Like other stilbenes, this resveratrol glucoside has antioxidant activity.Polydatin has diverse effects in cells, tissues, and animals, including reducing cytotoxicity, inflammation, and atherosclerosis. | [Biochem/physiol Actions]
Stilbene found in medicinal herbs. Antioxidant, anti-inflammatory and neuroprotective. | [Clinical Use]
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. |
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