Polydatin
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Polydatin
structure -
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CAS No:
27208-80-6
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Formula:
C20H22O8
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Chemical Name:
Polydatin
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Synonyms:
β-D-Glucopyranoside,3-hydroxy-5-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenyl;Piceid;β-D-Glucopyranoside,3-hydroxy-5-[2-(4-hydroxyphenyl)ethenyl]phenyl,(E)-;3-Hydroxy-5-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenyl β-D-glucopyranoside;Polydatin;(E)-Polydatin;trans-Piceid;trans-Polydatin;3-Hydroxy-5-(p-hydroxystyryl)phenyl β-D-glucoside;(E)-Piceid;Resveratrol 3-O-β-glucopyranoside;(E)-Resveratrol 3-O-β-D-glucopyranoside;Pieceid;Polydotin peceid;Resveratrol 3-O-β-D-glucoside;(-)-trans-Resveratrol 13-O-β-D-glucopyranoside;trans-Resveratrol 3-glucoside;Resveratrol glucoside;Resveratrol β-D-glucoside;Resveratrol β-glucoside;3-O-Glucosyl-resveratrol;Resveratrol 3-O-glucoside;28759-35-5;31156-78-2;32095-27-5;53520-91-5;58462-72-9;2003209-25-2
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CAS No:
Description
Polydatin (Piceid), extracted from the roots of Polygonum cuspidatum Sieb, a widely used traditional Chinese remedies, possesses anti-inflammatory activity in several experimental models.
Piceid is a stilbenoid glucoside and is a major resveratrol derivative in grape juices. It can be found in the bark of Picea sitchensis. It can also be isolated from Polygonum cuspidatum, the Japanese knotweed (syn. Fallopia japonica).
Solid
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 derives from a trans-resveratrol.|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. 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.
Characteristics
140
1.7
Solid
1.5±0.1 g/cm3
225-226 °C
700.5ºC at 760 mmHg
381.8±32.9 °C
1.737
1616 mg/L @ 25 °C (est)
0-10°C
1.34E-20mmHg at 25°C
-77.5 º (c=0.2, EtOH)
Safety Information
3
22-24/25
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
|Danger|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Polydatin Use and Manufacturing
antioxidant
Polyketides [PK] -> Aromatic polyketides [PK13] -> Diphenyl ethers, biphenyls, dibenzyls and stilbenes [PK1309]
Computed Properties
Molecular Weight:390.4
XLogP3:1.7
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:5
Exact Mass:390.13146766
Monoisotopic Mass:390.13146766
Topological Polar Surface Area:140
Heavy Atom Count:28
Complexity:506
Defined Atom Stereocenter Count:5
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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