38963-95-0

Basic information

• Product Name: TRANS-RESVERATROL 4'-O-BETA-D-GLUCURONIDE
• Synonyms: TRANS-RESVERATROL 4'-O-BETA-D-GLUCURONIDE;Resveratroloside;Resveratrol -4'-o-beta-d-glucuronide;3,4',5-Trihydroxystilbene 4'-mono-beta-D-glycopyranoside;4-[(1E)-2-(3,5-Dihydroxyphenyl)ethenyl]phenyl beta-D-glucopyranoside;Resveratrol 4'-O-beta-D-glucopyranoside;Resveratrol 4'-Glucoside
• CAS NO: 38963-95-0
• Molecular Formula: C₂₀H₂₂O₈
• Molecular Weight: 404.37
• Mol File: 38963-95-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 235-238 °C
• Boiling Point: 700.3±60.0 °C(Predicted)
• Appearance: /
• Density: 1.521±0.06 g/cm3(Predicted)
• PKA: 9.19±0.10(Predicted)
• CAS DataBase Reference: TRANS-RESVERATROL 4'-O-BETA-D-GLUCURONIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-RESVERATROL 4'-O-BETA-D-GLUCURONIDE(38963-95-0)
• EPA Substance Registry System: TRANS-RESVERATROL 4'-O-BETA-D-GLUCURONIDE(38963-95-0)

Safety Data

• Hazardous Substances Data: 38963-95-0(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 38963-95-0 differently. You can refer to the following data:
1. Resveratroloside is a compound that shows cancer-chemopreventive and antioxidative activity through study. It is due to being a derivative of Resveratrol (R150000) which is a minor constituent of wine , correlated with serum lipid reduction and inhibition of platelet aggregation. Resveratrol is a specific inhibitor of COX-1, and it also inhibits the hydroperoxidase activity of COX-1. It has been s hown to inhibit events associated with tumor initiation, promotion and progression.
2. Resveratroloside is a compound that shows cancer-chemopreventive and antioxidative activity through study. It is due to being a derivative of Resveratrol (R150000) which is a minor constituent of wine, correlated with serum lipid reduction and inhibition of platelet aggregation. Resveratrol is a specific inhibitor of COX-1, and it also inhibits the hydroperoxidase activity of COX-1. It has been shown to inhibit events associated with tumor initiation, promotion and progression.

Upstream product

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Downstream Products

• 50450-35-6 trans-3,5-dimethoxystilbene-4'-O-β-D-glucopyranoside 
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• 1367297-97-9 C₇₇H₆₄O₈ 

Relevant articles and documents

Switching glycosyltransferase UGTBL1 regioselectivity toward polydatin synthesis using a semi-rational design

The 62nd residue of glycosyltransferase UGTBL1 was identified as a "hotspot" for glycosylation at 3-OH of resveratrol. Via semi-rational design including structure-guided alanine scanning and saturation mutations, the mutation I62G significantl

Creating a Water-Soluble Resveratrol-Based Antioxidant by Site-Selective Enzymatic Glucosylation

The phytochemical resveratrol (trans-3,5,4′-trihydroxystilbene) has drawn great interest as health-promoting food ingredient and potential therapeutic agent. However, resveratrol shows vanishingly low water solubility; this limits its uptake and complicates the development of effective therapeutic forms. Glycosylation should be useful to enhance resveratrol solubility, with the caveat that unselective attachment of sugars could destroy the molecule's antioxidant activity. UGT71A15 (a uridine 5′-diphosphate α-D-glucose-dependent glucosyltransferase from apple) was used to synthesize resveratrol 3,5-β-D-diglucoside; this was about 1700-fold more water-soluble than the unglucosylated molecule (～0.18 mM), yet retained most of the antioxidant activity. Resveratrol 3-β-D-glucoside, which is the naturally abundant form of resveratrol, was a practical substrate for perfect site-selective conversion into the target diglucoside in quantitative yield (gL-1 concentration).

Assessing the regioselectivity of oleD-catalyzed glycosylation with a diverse set of acceptors

To explore the acceptor regioselectivity of OleD-catalyzed glucosylation, the products of OleD-catalyzed reactions with six structurally diverse acceptors flavonesnY (daidzein), isoflavones (flavopiridol), stilbenes (resveratrol), indole alkaloids (10-hydroxycamptothecin), and steroids (2- methoxyestradiol)- were determined. This study highlights the first synthesis of flavopiridol and 2-methoxyestradiol glucosides and confirms the ability of OleD to glucosylate both aromatic and aliphatic nucleophiles. In all cases, molecular dynamics simulations were consistent with the determined product distribution and suggest the potential to develop a virtual screening model to identify additional OleD substrates.