trans-Resveratrol-3-O-glucuronide

trans-Resveratrol-3-O-glucuronide
IUPAC name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]oxane-2-carboxylic acid
Identifiers
CAS number 387372-17-0
PubChem 5273285
Jmol-3D images Image 1
Properties
Molecular formula C20H20O9
Molar mass 404.37 g mol−1
Exact mass 404.110732 u
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

trans-Resveratrol-3-O-glucuronide is a metabolite of resveratrol[1] and trans-resveratrol-3-O-glucoside (piceid).[2][3]

References

  1. ^ HPLC–Tandem Mass Spectrometric Method to Characterize Resveratrol Metabolism in Humans. Mireia Urpi-Sarda, Raul Zamora-Ros, Rosa Lamuela-Raventos, Antonio Cherubini, Olga Jauregui, Rafael de la Torre, Maria Isabel Covas, Ramon Estruch, Walter Jaeger and Cristina Andres-Lacueva, Clinical Chemistry, February 2007, vol. 53, no. 2, pages 292-29, doi:10.1373/clinchem.2006.071936
  2. ^ Simultaneous determination of trans-resveratrol-3-O-glucoside and its two metabolites in rat plasma using liquid chromatography with ultraviolet detection. Maojin Zhou, Xiaoyan Chen and Dafang Zhong, Journal of Chromatography B, Volume 854, Issues 1-2, 1 July 2007, pages 219-223, doi:10.1016/j.jchromb.2007.04.025
  3. ^ Quantitative structure-antioxidant activity relationship of trans-resveratrol oligomers, trans-4,4'-dihydroxystilbene dimer, trans-resveratrol-3-O-glucuronide, glucosides: trans-piceid, cis-piceid, trans-astringin and trans-resveratrol-4'-O-beta-D-glucopyranoside. Mikulski D and Molski M, Eur J Med Chem., 2010 Jun, 45(6), pages 2366-2380, PubMed, doi:10.1016/j.ejmech.2010.02.016
Stilbenoids and their glycosides
Stilbenoids
Glycosides
of resveratrol
Oligomeric forms
Ampelopsin A | Amurensin A, B, G and H | Carasinol B | Diptoindonesin C | Diptoindonesin F | Flexuosol A | Gnetin H | Hemsleyanol D | Kobophenol A | Laetevirenol A, B, C, D and E | Vaticanol B | Viniferal | Tetramers : Laetevirenol F and G
of resveratrol
Ampelopsin E | Dimers : ε-viniferin, Parthenocissin A, Quadrangularin A, Pallidol and Amurensin A | Trimers : α-viniferin, Laevifonol (an ε-viniferin-ascorbic acid hybrid compound), Malaysianol A, trans-diptoindonesin B | Tetramers : Hopeaphenol | Vitisins A, B and C
Oligomeric forms glycosides
Diptoindonesin A | Laevifoside (O-glucoside of ampelopsin A)
Misc
Synthetic
Stilbenoid drugs