13157-90-9

Basic information

• Product Name: 2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)chromen-4-on e
• Synonyms: 2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)chromen-4-on e;benzquercin;2-[3,4-Bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)-4H-1-benzopyran-4-one;3,3',4',5,7-Pentakis(benzyloxy)flavone;Pentabenzyl ether
• CAS NO: 13157-90-9
• Molecular Formula: C₅₀H₄₀O₇
• Molecular Weight: 0
• Mol File: 13157-90-9.mol
• Article Data: 14

Chemical Properties

• Melting Point: 123-125°
• Boiling Point: 911.8°Cat760mmHg
• Flash Point: 360.9°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 3.87E-34mmHg at 25°C
• Refractive Index: 1.687
• CAS DataBase Reference: 2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)chromen-4-on e(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)chromen-4-on e(13157-90-9)
• EPA Substance Registry System: 2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)chromen-4-on e(13157-90-9)

Safety Data

• Hazardous Substances Data: 13157-90-9(Hazardous Substances Data)

Usage

Chemical compound

2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)chromen-4-one

Backbone

chromen-4-one

Functional groups

multiple phenylmethoxy groups

Class

chromenones

Biological activities

antitumor, antiviral, antioxidant properties
Potential hydrophobic interactions
Need for further research in pharmaceutical and materials science applications

InChI:InChI=1/C50H40O7/c51-48-47-45(55-34-39-22-12-4-13-23-39)29-42(52-31-36-16-6-1-7-17-36)30-46(47)57-49(50(48)56-35-40-24-14-5-15-25-40)41-26-27-43(53-32-37-18-8-2-9-19-37)44(28-41)54-33-38-20-10-3-11-21-38/h1-30H,31-35H2

Upstream product

• 117-39-5 quercetol 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 

Downstream Products

• 289472-00-0 C₇₆⁽¹³⁾CH₇₀O₁₃ 
• 1268621-72-2 3,5-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-7-hydroxy-4H-chromen-4-one 
• 1486-63-1 3,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-5-hydroxy-4H-1-benzopyran-4-one 
• 1392108-91-6 2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)-2H-1-benzopyran 
• 1318627-91-6 C₅₀H₄₂O₇ 
• 13157-89-6 2-(benzyloxy)-1-(2,4-bisbenzyloxy-6-hydroxyphenyl)ethanone 
• 1592-68-3 2-(3,4-bis(benzyloxy)phenyl)-3,7-(dibenzyloxy)-5-methoxy-4H-chromen-4-one 
• 529-51-1 5-O-methylquercetin 
• 1392190-80-5 pentabenzylated cyanidin 
• 1392108-95-0 tetrabenzyl-(+)-epicatechin ester 
• 1392108-94-9 (R)-(2S,3S)-5,7-bis(benzyloxy)-2-(3’,4’bis(benzyloxy)phenyl)chroman-3-yl 2-methoxy-2-phenylacetate 
• 1392108-92-7 (2R,3R)-5,7-bis(benzyloxy)-2-(3',4'-bis(benzyloxy)phenyl)chroman-3-yl (2S)-2-methoxy-2-phenylacetate 
• 1392108-93-8 C₅₂H₄₆O₈ 
• 1392108-90-5 2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)-4H-1-benzopyran 

Relevant articles and documents

Idnhibition of antibacterial resistance by 3',4'-difluoroquercetin and its derivative

The present invention relates to 3andprime;,4andprime;-difluoroquercetin having antibacterial activity on multiple drug resistant bacteria and a novel derivative thereof. A quercetin derivative compound of the present invention exhibits a significant antibacterial activity on Gram-positive multiple drug resistant bacteria, exhibits strong antibacterial activity only on Gram-negative multiple drug resistant bacteria, and a significant synergistic effect occurs when an antibiotic which does not have antibacterial activity or has low antibacterial activity and the compound of the present invention are mixed and treated in Gram-negative multiple drug resistant bacteria, thereby being able to exhibit an excellent antibacterial effect on Gram-positive multiple drug resistant bacteria, Gram-negative multiple drug resistant bacteria, and antibiotic-resistant bacteria thereof.COPYRIGHT KIPO 2020

Natural and Synthetic Flavonoids as Potent Mycobacterium tuberculosis UGM Inhibitors

This study reports a novel class of inhibitors of uridine 5′-diphosphate (UDP) galactopyranose mutase (UGM) derived from a screening of natural products. This enzyme is an essential biocatalyst involved in the cell wall biosynthesis of Mycobacterium tuberculosis. Flavonoids are potent inhibitors of UGM. The synthesis of novel methylated flavonoids allowed a structure–activity relationship analysis to be performed and which functional groups and structural elements were required for UGM inhibition could be determined. The binding mode of one of the best inhibitors was found to be noncompetitive. Docking simulations indicated that this molecule was likely to bind UGM in its open conformation, in a cavity recently identified as a “druggable” pocket. Importantly, two of the best inhibitors of the M. tuberculosis UGM displayed moderate activity against whole M. tuberculosis cells. This study reports the first natural products that act as inhibitor of UGM. Given the importance of natural products in medicinal chemistry, these results create new opportunities for the discovery of new antitubercular agents.

NOVEL APPROACH FOR SYNTHESIS OF CATECHINS

A process for synthesis of enatiomerically pure or enatiomerically enriched or racemic mixture of (+and/or?) epicatechin echm and its intermediates, comprising the steps of: (i) obtaining penta-protected quercetin; (ii) reducing the penta-protected quercetin obtained from step (i); (iii) optionally deprotecting the compound of step (ii); (iv) reducing the compound obtained from step (ii) or step (iii) in the presence of a chiral/achiral reducing agent to obtain a chiral intermediate; (v) deprotecting and/or hydrogenation of the chiral intermediate obtained from step (iv) to obtain (?)-epicatechin; (vi) optionally simultaneously deprotecting and by drogenation of the compound obtained from step (ii) to obtain racemic epicatechin.