6743-92-6

Basic information

• Product Name: 3'-O-Methylquercetin 3-galactoside
• Synonyms: 2-(4-Hydroxy-3-methoxyphenyl)-3-(β-D-galactopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one;3-(β-D-Galactopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one;3'-O-Methylquercetin 3-galactoside;Cacticin;Isorhamnetin 3-galactoside;Isorhamnetin 3-O-galactoside;Isorhamnetol 3-O-galactoside;5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• CAS NO: 6743-92-6
• Molecular Formula: C₂₂H₂₂O₁₂
• Molecular Weight: 478.41
• Mol File: 6743-92-6.mol
• Article Data: 15

Chemical Properties

• Melting Point: 267-269℃
• Boiling Point: 834.36oC at 760 mmHg
• Flash Point: 291.284oC
• Appearance: /
• Density: 1.75±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.75
• PKA: 6.17±0.40(Predicted)
• CAS DataBase Reference: 3'-O-Methylquercetin 3-galactoside(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-O-Methylquercetin 3-galactoside(6743-92-6)
• EPA Substance Registry System: 3'-O-Methylquercetin 3-galactoside(6743-92-6)

Safety Data

• Hazardous Substances Data: 6743-92-6(Hazardous Substances Data)

Usage

General Description

3'-O-Methylquercetin 3-galactoside is a chemical compound that belongs to the class of flavonoids. It is a derivative of quercetin, a natural pigment found in many fruits and vegetables. 3'-O-Methylquercetin 3-galactoside is a glycoside, meaning it is composed of a sugar molecule (galactose) attached to a quercetin molecule through a specific linkage. 3'-O-Methylquercetin 3-galactoside has been studied for its potential health benefits, including antioxidant and anti-inflammatory properties. It is also being investigated for its potential role in cancer prevention and treatment. Overall, 3'-O-Methylquercetin 3-galactoside is a biologically active compound that shows promise for various therapeutic applications.

InChI:InChI=1/C22H22O12/c1-31-12-4-8(2-3-10(12)25)20-21(17(28)15-11(26)5-9(24)6-13(15)32-20)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16+,18+,19-,22?/m1/s1

Upstream product

• 103839-19-6 3,5,7,4′-tetrahydroxy-8,3′-dimethoxyflavone-3-O-β-D-glucopyranoside 
• 117-39-5 quercetol 
• 604-80-8 narcissin 
• 482-35-9 quercetin-3-O-glucoside 
• 133-89-1 UDP-glucose 
• 480-19-3 isorhamnetin 
• 17429-69-5 isorhamnetin 3-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside 
• 78386-01-3 2-(3-acetoxy-4-(benzyloxy) phenyl)-7-(benzyloxy)-4-oxo-4H-chromene-3,5-diyl diacetate 
• 572-09-8 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide 
• 78386-02-4 7-(benzyloxy)-2-(4-(benzyloxy)-3-methoxyphenyl)- 3,5-dihydroxy-4H-chromen-4-one 
• 2956-16-3 uridine 5'-diphospho-D-galactose 
• 1346137-81-2 3,5,7,4'-tetrahydroxy-3'-methoxyflavone-3-O-[6''-O-(3'''-hydroxy-3'''-methylglutaroyl)]-β-D-galactopyranoside 
• 107603-09-8 3-<6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl>oxy-5-hydroxy-7-<β-L-mannopyranosyl>oxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzo-pyran-4-one 
• 119945-82-3 isorhamnetin 3-O-β-D-glucopyranosyl-7-O-α-L-rhamnopyranoside 

Downstream Products

• 480-19-3 isorhamnetin 
• 2280-44-6 D-Glucose 
• 10257-28-0 D-Galactose 
• 50-99-7 D-glucose 
• 1244-78-6 2-(3,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-4H-4-chromenone 

Relevant articles and documents

Highly Promiscuous Flavonoid 3- O-Glycosyltransferase from Scutellaria baicalensis

A highly regio-specific and donor-promiscuous 3-O-glycosyltransferase, Sb3GT1 (UGT78B4), was discovered from Scutellaria baicalensis. Sb3GT1 could accept five sugar donors (UDP-Glc/-Gal/-GlcNAc/-Xyl/-Ara) to catalyze 3-O-glycosylation of 17 flavonols, and the conversion rates could be >98%. Five new glycosides were obtained by scaled-up enzymatic catalysis. Molecular modeling and site-directed mutagenesis revealed that G15 and P187 were critical catalytic residues for the donor promiscuity. Sb3GT1 could be a promising catalyst to increase structural diversity of flavonoid 3-O-glycosides.

Effects of Functional Groups and Sugar Composition of Quercetin Derivatives on Their Radical Scavenging Properties

Quercetin derivatives are widespread in the plant kingdom and exhibit various biological actions. The aim of this study was to investigate the structure-activity relationships of quercetin derivatives, with a focus on the influence of functional groups and sugar composition on their antioxidant capacity. A series of quercetin derivatives were therefore prepared and assessed for their DPPH radical scavenging properties. Isoquercetin O-gallates were more potent radical scavengers than quercetin. The systematic analysis highlights the importance of the distribution of hydroxy substituents in isoquercetin O-gallates to their potency.

Phenolic constituents of the inflorescences of Sorbus torminalis (L.) Crantz

Torminaloside, a new acylated flavonol glycoside (3,5,7,4′- tetrahydroxy-3′-methoxyflavone-3-O-[6″-O-(3?-hydroxy- 3?-methylglutaroyl)]-β-d-galactopyranoside, 6), together with five further methoxylated flavones 1-5, hyperoside (7), isoquercitrin (8), chlorogenic acid (9) and neochlorogenic acid (10), were isolated for the first time from Sorbus torminalis (L.) Crantz. The structures of the isolates were elucidated by extensive spectroscopic studies, including UV, IR, 1D- and 2D-NMR, LSI-MS and HR-LSI-MS experiments. In addition to torminaloside, three further flavonoids: 5,7,4′-trihydroxy-3′-methoxyflavone-7-O-β-d- glucopyranoside (1), 3,5,7,4′-tetrahydroxy-8,3′-dimethoxyflavone-3- O-β-d-glucopyranoside (2), and 3,5,7,4′-tetrahydroxy-3′- methoxyflavone-3-O-β-d-galactopyranoside (4) were found for the first time in the genus Sorbus.