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CAS 116181-54-5

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Piceatannol 4′-O-β-D-glucopyranoside

Description:
Piceatannol 4′-O-β-D-glucopyranoside is a glycosylated derivative of piceatannol, a natural polyphenolic compound found in various plants, particularly in the skin of grapes. This compound is characterized by its structure, which includes a piceatannol core linked to a glucose moiety via a β-glycosidic bond. It exhibits antioxidant properties, contributing to its potential health benefits, including anti-inflammatory and anti-cancer effects. The presence of the glucopyranoside group enhances its solubility in water, which may influence its bioavailability and pharmacokinetics. Piceatannol and its derivatives are of interest in nutritional and medicinal chemistry due to their ability to modulate various biological pathways. The compound is typically studied in the context of its effects on cellular processes, including apoptosis and cell proliferation. As with many polyphenols, its activity can be influenced by factors such as concentration, the presence of other compounds, and the specific biological context in which it is studied.
Formula:C20H22O9
InChI:InChI=1S/C20H22O9/c21-9-16-17(25)18(26)19(27)20(29-16)28-15-4-3-10(7-14(15)24)1-2-11-5-12(22)8-13(23)6-11/h1-8,16-27H,9H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1
InChI key:InChIKey=OLCVEOSSVCAFGR-CUYWLFDKSA-N
SMILES:O([C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C2=C(O)C=C(/C=C/C3=CC(O)=CC(O)=C3)C=C2
Synonyms:
  • β-D-Glucopyranoside, 4-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]-2-hydroxyphenyl
  • β-D-Glucopyranoside, 4-[2-(3,5-dihydroxyphenyl)ethenyl]-2-hydroxyphenyl, (E)-
  • 4-[(1E)-2-(3,5-Dihydroxyphenyl)ethenyl]-2-hydroxyphenyl β-D-glucopyranoside
  • Piceatannol 4′-O-β-D-glucopyranoside
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