19254-30-9

Basic information

• Product Name: 2-hydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenyl D-glucopyranoside
• CAS NO: 19254-30-9
• Molecular Formula: C₂₁H₂₀O₁₂
• Molecular Weight: 464.3763
• Mol File: 19254-30-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 833.5°C at 760 mmHg
• Flash Point: 293.9°C
• Density: 1.809g/cm³
• Vapor Pressure: 1.85E-29mmHg at 25°C
• Refractive Index: 1.774
• CAS DataBase Reference: 2-hydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenyl D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenyl D-glucopyranoside(19254-30-9)
• EPA Substance Registry System: 2-hydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenyl D-glucopyranoside(19254-30-9)

Safety Data

• Hazardous Substances Data: 19254-30-9(Hazardous Substances Data)

Upstream product

• 1239884-38-8 quercetin-3'-O-tetra-O-acetyl-β-D-glucopyranoside 
• 133-89-1 UDP-glucose 
• 117-39-5 quercetol 
• 1313191-81-9 2-(3-β-D-glucopyranosyloxy-4-benzyloxyphenyl)-3,5,7-tribenzyloxy-4H-chromen-4-one 
• 1313191-80-8 2-(3-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-4-benzyloxyphenyl)-3,5,7-tribenzyloxy-4H-chromen-4-one 
• 357194-12-8 3,7-bisbenzyloxy-2-(3-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-4-benzyloxyphenyl)-5-hydroxyl-4H-chromen-4-one 
• 1021297-98-2 quercetin 5,3'-di-O-β-D-glucopyranoside 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 40554-95-8 3,7-bis(benzyloxy)-2-{4-(benzyloxy)-3-(β-D-glucopyranosyloxy)phenyl}-5-hydroxy-4H-1-benzopyran-4-one 

Downstream Products

• 102031-21-0 2-(3-β-D-glucopyranosyloxy-4-methoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one 
• 117-39-5 quercetol 

Relevant articles and documents

Regioselective formation of quercetin 5-O-glucoside from orally administered quercetin in the silkworm, Bombyx mori

The cocoons of some races of the silkworm, Bombyx mori, have been shown to contain 5-O-glucosylated flavonoids, which do not occur naturally in the leaves of their host plant, mulberry (Morus alba). Thus, dietary flavonoids could be biotransformed in this insect. In this study, we found that after feeding silkworms a diet rich in the flavonol quercetin, quercetin 5-O-glucoside was the predominant metabolite in the midgut tissue, while quercetin 5,4′-di-O-glucoside was the major constituent in the hemolymph and silk glands. UDP-glucosyltransferase (UGT) in the midgut could transfer glucose to each of the hydroxyl groups of quercetin, with a preference for formation of 5-O-glucoside, while quercetin 5,4′-di-O-glucoside was predominantly produced if the enzyme extracts of either the fat body or silk glands were incubated with quercetin 5-O-glucoside and UDP-glucose. These results suggest that dietary quercetin was glucosylated at the 5-O position in the midgut as the first-pass metabolite of quercetin after oral absorption, then glucosylated at the 4′-O position in the fat body or silk glands. The 5-O-glucosylated flavonoids retained biological activity in the insect, since the total free radical scavenging capacity of several tissues increased after oral administration of quercetin.

Who is the king? The α-hydroxy-β-oxo-α,β-enone moiety or the catechol b ring: Relationship between the structure of quercetin derivatives and their pro-oxidative abilities

Quercetin and other flavonoids have been reported to exhibit both antioxidant and pro-oxidant properties. Most studies about the pro-oxidative ability were conducted in the presence of metal ions, and the essential functional moiety of quercetin responsib

Quercetin (=2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one) Glycosides and Sulfates: Chemical Synthesis, Complexation, and Antioxidant Properties

Glycosides, acylated glycosides, and sulfates of Quercetin (=3,3',4',5,7-pentahydroxyflavone; 1), which is, together with its derivatives, among the most common polyophenols found in plants and in the human diet, were prepared and quantitatively investiga