Basic information Safety Supplier Related

trans Resveratrol 3-O-β-D-Glucuronide

Basic information Safety Supplier Related

trans Resveratrol 3-O-β-D-Glucuronide Basic information

Product Name:
trans Resveratrol 3-O-β-D-Glucuronide
Synonyms:
  • Resveratrol 3-O-D-Glucuronide
  • 3-Hydroxy-5-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenyl
  • 3-Hydroxy-5-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenyl b-D-Glucopyranosiduronic Acid
  • Resveratrol 3-O-Glucuronide
  • trans Resveratrol 3-O-b-D-Glucuronide
  • 3-Hydroxy-5-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenyl -D-Glucopyranosiduronic Acid
  • trans Resveratrol 3-O--D-Glucuronide
  • Resveratrol-d4 3-Glucuronide
CAS:
387372-17-0
MF:
C20H20O9
MW:
404.37
Product Categories:
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
Mol File:
387372-17-0.mol
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trans Resveratrol 3-O-β-D-Glucuronide Chemical Properties

Melting point:
>150C (dec.)
storage temp. 
-20°C Freezer, Under Inert Atmosphere
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
color 
Off-White to Pale Beige
biological source
synthetic
Stability:
Hygroscopic
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Safety Information

HS Code 
2938909090
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trans Resveratrol 3-O-β-D-Glucuronide Usage And Synthesis

Description

Resveratrol is a potent phenolic antioxidant found in grapes and red wine that also has antiproliferative and anti-inflammatory activity. In humans, resveratrol is almost completely conjugated to its glucuronide and sulfate metabolites. trans-Resveratrol-3-O-β-D-glucuronide is a regioisomeric resveratrol metabolite that may be used as a reference standard for accurate determination of the metabolic profile of resveratrol.

Chemical Properties

Off-White Solid

Uses

Resveratrol is a potent phenolic antioxidant found in grapes and red wine that also has antiproliferative and anti-inflammatory activity. In humans, resveratrol is almost completely conjugated to its glucuronide and sulfate metabolites. trans-Resveratrol-3-O-β-D-glucuronide is a regioisomeric resveratrol metabolite that may be used as a reference standard for accurate determination of the metabolic profile of resveratrol.

Uses

A metabolite of trans Resveratrol (R150000).

Definition

ChEBI: Trans-Resveratrol 3-O-glucuronide is a stilbenoid and a glycoside.

References

[1] G A POTTER. The cancer preventative agent resveratrol is converted to the anticancer agent piceatannol by the cytochrome P450 enzyme CYP1B1[J]. British Journal of Cancer, 2002, 86 5: 774-778. DOI: 10.1038/sj.bjc.6600197
[2] VIRGINIE AUMONT . Regioselective and Stereospecific Glucuronidation of trans- and cis-Resveratrol in Human[J]. Archives of biochemistry and biophysics, 2001, 393 2: Pages 281-289. DOI: 10.1006/abbi.2001.2496
[3] BARBARA CALAMINI. Pleiotropic mechanisms facilitated by resveratrol and its metabolites.[J]. Biochemical Journal, 2010, 429 2: 273-282. DOI: 10.1042/bj20091857
[4] ELENA POLYCARPOU. Resveratrol 3-O-d-glucuronide and resveratrol 4′-O-d-glucuronide inhibit colon cancer cell growth: Evidence for a role of A3 adenosine receptors, cyclin D1 depletion, and G1 cell cycle arrest[J]. Molecular Nutrition & Food Research, 2013, 57 10: 1708-1717. DOI: 10.1002/mnfr.201200742
[5] MELLINA S. SIMES . Resveratrol biotransformation and actions on the liver metabolism of healthy and arthritic rats[J]. Life sciences, 2022, 310: Article 120991. DOI: 10.1016/j.lfs.2022.120991

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