65052-93-9

Basic information

• Product Name: (2R,3R,4S)-4-(2,4-Dihydroxy-phenyl)-2-(3,4-dihydroxy-phenyl)-chroman-3,5,7-triol
• Synonyms: (2R,3R,4S)-4-(2,4-Dihydroxy-phenyl)-2-(3,4-dihydroxy-phenyl)-chroman-3,5,7-triol
• CAS NO: 65052-93-9
• Molecular Weight: 398.369
• Mol File: 65052-93-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2R,3R,4S)-4-(2,4-Dihydroxy-phenyl)-2-(3,4-dihydroxy-phenyl)-chroman-3,5,7-triol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4S)-4-(2,4-Dihydroxy-phenyl)-2-(3,4-dihydroxy-phenyl)-chroman-3,5,7-triol(65052-93-9)
• EPA Substance Registry System: (2R,3R,4S)-4-(2,4-Dihydroxy-phenyl)-2-(3,4-dihydroxy-phenyl)-chroman-3,5,7-triol(65052-93-9)

Safety Data

• Hazardous Substances Data: 65052-93-9(Hazardous Substances Data)

Upstream product

• 69082-77-5 (2R,3S,4S)-2,3-trans-3,4-trans-4-(2,4,6-trihydroxyphenyl)flavan-3,3',4',7-tetraol 
• 125090-60-0 (2S,3R,4S)-4α-(2,4,6-trihydroxyphenyl)flavan-3,3',4',7-tetraol 
• 1242246-45-2 C₄₉H₄₂O₈ 

Downstream Products

• 125090-71-3 Acetic acid (2R,3R,4S)-4-(2,4-dimethoxy-phenyl)-2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman-3-yl ester 
• 528-58-5 cyanidin chloride 
• 2948-76-7 fisetinidin chloride 
• 78174-76-2 2,3-cis-3,4-cis-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol 

Relevant articles and documents

Synthesis and ribonuclease A inhibition activity of resorcinol and phloroglucinol derivatives of catechin and epicatechin: Importance of hydroxyl groups

The reported ribonuclease A inhibitory activity of the green tea extracts prompted us to synthesize novel catechin/epicatechin based conjugates with resorcinol and phloroglucinol with the aim to increase the number of phenolic OH groups. These are found to be more effective inhibitors of ribonuclease A as compared to catechin and epicatechin thus indicating the importance of number of phenolic OH groups for the inhibition of ribonucleolytic activity. Fluorescence studies have been carried out to evaluate the binding parameters. The protein-ligand docking studies are also performed to gain insight into the protein-polyphenols interactions. The epicatechin based polyphenols 1 and 2 also showed inhibition of angiogenin-induced angiogenesis, as determined by chorioallantoic membrane (CAM) assay.

Synthesis of Condensed Tannins. Part 2. Synthesis by Photolytic Rearrangement, Stereochemistry, and Circular Dichroism of the First 2,3-cis,3,4-cis-4-Arylflavan-3-ols

Photolytic rearrangements of those 2,3-trans-3,4-trans- and 2,3-trans-3,4-cis-4-arylflavan-3-ols in which the nucleophilicity of D-ring (4-aryl group) functionality exceeds that of the A-ring, provide the first access to 2,3-cis-3,4-cis-diastereoisomers.The circular dichroism of these new isomers is at variance with the proposed general rule for assessing the absolute configuration at C-4.In terms of the aromatic quadrant rule such discrepancies correlate with deviations from the preferred C-ring conformations.