Cas no 116181-54-5 (piceatannol 4'-O-beta-D-glucopyranoside)

Piceatannol 4'-O-beta-D-glucopyranoside is a naturally occurring stilbenoid glucoside, derived from the glycosylation of piceatannol. This compound exhibits enhanced solubility and stability compared to its aglycone counterpart, making it advantageous for research applications in biochemistry and pharmacology. Its glucopyranoside moiety facilitates improved bioavailability and metabolic processing. Studies suggest potential bioactivity, including antioxidant and anti-inflammatory properties, though further research is required to elucidate its mechanisms. The compound is of interest for investigating stilbenoid metabolism and derivatization pathways. It serves as a valuable reference standard for analytical and synthetic studies in natural product chemistry.
piceatannol 4'-O-beta-D-glucopyranoside structure
116181-54-5 structure
Product Name:piceatannol 4'-O-beta-D-glucopyranoside
CAS No:116181-54-5
MF:C20H22O9
MW:406.383286952972
CID:2002493
PubChem ID:6481477
Update Time:2025-11-02

piceatannol 4'-O-beta-D-glucopyranoside Chemical and Physical Properties

Names and Identifiers

    • piceatannol 4'-O-beta-D-glucopyranoside
    • Piceatannol 4'-O-β-D-glucopyranoside
    • piceatannol-4'-O-beta-D-glucopyranoside
    • (E)-Resveratroloside
    • BRD-K98527602-001-01-0
    • (2S,3R,4S,5S,6R)-2-[4-[(E)-2-(3,5-dihydroxyphenyl)vinyl]-2-hydroxy-phenoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
    • CHEMBL480100
    • (2S,3R,4S,5S,6R)-2-[4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-2-hydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
    • DTXSID301289066
    • B-D-glucopyranoside, 4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-2-hydroxyphenyl
    • Piceatannol 4'-O-?-D-glucopyranoside
    • AKOS040736249
    • NCGC00169538-01
    • 116181-54-5
    • beta-D-Glucopyranoside, 4-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]-2-hydroxyphenyl
    • ACon1_001245
    • SCHEMBL20280153
    • Piceatannol 4a(2)-O-I(2)-D-glucopyranoside
    • 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: OLCVEOSSVCAFGR-CUYWLFDKSA-N
    • SMILES: O1[C@H]([C@@H]([C@H]([C@@H]([C@H]1CO)O)O)O)OC1C=CC(/C=C/C2C=C(C=C(C=2)O)O)=CC=1O

Computed Properties

  • Exact Mass: 406.12638228g/mol
  • Monoisotopic Mass: 406.12638228g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 7
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 29
  • Rotatable Bond Count: 5
  • Complexity: 534
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 5
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.2
  • Topological Polar Surface Area: 160?2

piceatannol 4'-O-beta-D-glucopyranoside Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TargetMol Chemicals
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Piceatannol 4'-O-glucoside
116181-54-5
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¥ 2035 2024-07-19
TargetMol Chemicals
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Additional information on piceatannol 4'-O-beta-D-glucopyranoside

Exploring the Potential of Piceatannol 4'-O-beta-D-glucopyranoside (CAS No. 116181-54-5): A Comprehensive Overview

In the realm of natural bioactive compounds, Piceatannol 4'-O-beta-D-glucopyranoside (CAS No. 116181-54-5) has garnered significant attention for its unique chemical structure and promising biological activities. This compound, a glycosylated derivative of piceatannol, belongs to the stilbene family and is increasingly studied for its potential health benefits. Researchers and industries alike are exploring its applications in nutraceuticals, cosmetics, and functional foods, making it a subject of growing interest in both scientific and commercial circles.

The chemical structure of Piceatannol 4'-O-beta-D-glucopyranoside features a beta-D-glucopyranoside moiety attached to the piceatannol backbone, enhancing its solubility and bioavailability compared to its aglycone counterpart. This modification is crucial for its absorption and metabolic stability, which are key factors in its therapeutic potential. Recent studies have highlighted its antioxidant, anti-inflammatory, and anti-aging properties, aligning with current consumer trends toward natural and sustainable health solutions.

One of the most compelling aspects of Piceatannol 4'-O-beta-D-glucopyranoside is its role in skin health. With the rising demand for anti-aging and skin-protective ingredients, this compound has been investigated for its ability to inhibit oxidative stress and reduce the appearance of wrinkles. Its mechanism of action involves the modulation of key signaling pathways, such as NF-κB and MAPK, which are associated with inflammation and cellular aging. These findings have positioned it as a promising candidate for inclusion in advanced skincare formulations.

Beyond skincare, Piceatannol 4'-O-beta-D-glucopyranoside has shown potential in supporting metabolic health. In vitro and in vivo studies suggest that it may help regulate glucose metabolism and lipid homeostasis, making it relevant for individuals seeking natural ways to manage metabolic disorders. This aligns with the increasing consumer focus on functional foods and dietary supplements that offer targeted health benefits beyond basic nutrition.

The market for Piceatannol 4'-O-beta-D-glucopyranoside is expanding, driven by its multifaceted applications and the growing preference for plant-derived bioactive compounds. Manufacturers are exploring scalable extraction and synthesis methods to meet the rising demand, while ensuring product purity and efficacy. As research continues to uncover its full potential, this compound is poised to play a significant role in the future of health and wellness innovations.

In summary, Piceatannol 4'-O-beta-D-glucopyranoside (CAS No. 116181-54-5) represents a fascinating intersection of chemistry, biology, and consumer health trends. Its unique properties and broad applicability make it a standout in the field of natural compounds, offering exciting opportunities for further research and commercialization. Whether in skincare, nutraceuticals, or functional foods, this glycosylated stilbene is set to make a lasting impact.

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