65597-47-9

Basic information

• Product Name: (2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl beta-D-xylopyranoside
• Synonyms: .beta.-D-Xylopyranoside, (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-3,5-dihydroxy-2H-1-benzopyran-7-yl; 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl pentopyranoside; Catechin 7-xyloside
• CAS NO: 65597-47-9
• Molecular Formula: C₂₁H₂₄O₁₁
• Molecular Weight: 422.3827
• Mol File: 65597-47-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 773.8°C at 760 mmHg
• Flash Point: 421.8°C
• Density: 1.674g/cm³
• Vapor Pressure: 3.42E-25mmHg at 25°C
• Refractive Index: 1.734
• CAS DataBase Reference: (2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl beta-D-xylopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl beta-D-xylopyranoside(65597-47-9)
• EPA Substance Registry System: (2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl beta-D-xylopyranoside(65597-47-9)

Safety Data

• Hazardous Substances Data: 65597-47-9(Hazardous Substances Data)

Usage

General Description

(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl beta-D-xylopyranoside is a complex chemical compound that belongs to the group of flavonoids. It is a glycoside, meaning it is composed of a flavonoid molecule linked to a sugar molecule (in this case, beta-D-xylopyranoside). (2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl beta-D-xylopyranoside has antioxidant properties due to its phenolic structure, and it is found in various plant sources, including fruits, vegetables, and herbs. It has potential health benefits, such as anti-inflammatory and anti-cancer effects, and it may also contribute to the prevention of cardiovascular diseases. The compound's unique structure and potential biological activities make it an interesting target for further research in the fields of pharmacology and medicine.

Upstream product

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Downstream Products

• 29127-26-2 5,3',4'-tri-O-methyl-(+)-catechin 
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• 65597-49-1 (2S,3R,4S,5S,6R)-2-[(2R,3S)-2-(3,4-Dimethoxy-phenyl)-3-hydroxy-5-methoxy-chroman-7-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 

Relevant articles and documents

New flavanol O-glycosides in grape and wine

The presence of monomeric and dimeric flavan-3-ol monohexosides was investigated in grapes and wines. Polyphenol extracts were prepared from grape seeds and skins (Syrah, Merlot, and Cabernet-Sauvignon) sampled at three different developmental stages. Different wines (Tannat, Alicante, Syrah, Merlot, and Grenache) were also studied. The different samples obtained were analyzed by UPLC-ESI-IT-MS. Specific molecular ions corresponding to flavan-3-ol hexosides were detected by using targeted molecular ions with specific m/z values: 451 for (epi)catechin hexosides, and 739 for procyanidin dimer hexosides. 4′-O-β-glucosyl-(+)-catechin and 7-O-β-glucosyl-(+)-catechin were obtained by using a glucosyl transferase from apple, UGT71A15, and their structures determined by NMR. These glucosylated monomers and the dimers were identified in all analyzed grape seed and several skin extracts at the different stages and in wines made from different varieties.

GLUCOSYLATION OF PHENOLICS BY HAIRY ROOT CULTURES OF LOBELIA SESSILIFOLIA

Two new glucosides, (-)-epiafzelechin 7-O-β-D-glucopyranoside and photocatechuic acid 3-O-β-D-glucopyranoside were isolated from hairy roots of Lobelia sessilifolia after cultivation with (-)-epicatechin or protocatechuic acid, respectively. - Keywords: L