529-51-1

Basic information

• Product Name: 5-METHOXY-3,3',4',7-TETRAHYDROXYFLAVONE
• Synonyms: AZALEATIN;3,3',4',7-TETRAHYDROXY-5-METHOXYFLAVONE;5-METHOXY-3,3',4',7-TETRAHYDROXYFLAVONE;5-O-Methylquercetin;2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-5-methoxychromen-4-one;2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-5-Methoxy-4H-1-benzopyran-4-one;Quercetin 5-Methyl Ether;2-(3,4-Dihydroxycyclohexa-2,4-dien-1-yl)-3,7-dihydroxy-5-methoxy-4H-chromen-4-one
• CAS NO: 529-51-1
• Molecular Formula: C₁₆H₁₂O₇
• Molecular Weight: 316.26
• Product Categories: Flavanols;Aromatics;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 529-51-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 322℃
• Boiling Point: 657.3 °C at 760 mmHg
• Flash Point: 250.2 °C
• Appearance: /
• Density: 1.634 g/cm³
• Vapor Pressure: 3.59E-18mmHg at 25°C
• Refractive Index: 1.74
• PKA: 6.46±0.40(Predicted)
• CAS DataBase Reference: 5-METHOXY-3,3',4',7-TETRAHYDROXYFLAVONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHOXY-3,3',4',7-TETRAHYDROXYFLAVONE(529-51-1)
• EPA Substance Registry System: 5-METHOXY-3,3',4',7-TETRAHYDROXYFLAVONE(529-51-1)

Safety Data

• Hazardous Substances Data: 529-51-1(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 529-51-1 differently. You can refer to the following data:
1. As O-Methylated analogue of the flavanoid Quercertin (Q509500), 5-O-Methyl Quercetin;2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-5-Methoxy-4H-1-benzopyran-4-one is a small molecule inhibitor of NADPH Oxidase 4 enzyme. It is used in studies of flavonoid structure requirement for the increment of ocular blood flow in the rabbit and retinal function recovery in rat eyes.
2. O-Methylated analogue of the flavanoid Quercertin (Q509500). It is a small molecule inhibitor of NADPH Oxidase 4 enzyme. It is used in studies of flavonoid structure requirement for the increment of ocular blood flow in the rabbit and retinal function recovery in rat eyes.

Definition

ChEBI: A monomethoxyflavone that is quercetin in which the hydroxy group at position 5 is replaced by a methoxy group.

InChI:InChI=1/C16H12O7/c1-22-11-5-8(17)6-12-13(11)14(20)15(21)16(23-12)7-2-3-9(18)10(19)4-7/h2-6,17-19,21H,1H3

Upstream product

• 1592-68-3 2-(3,4-bis(benzyloxy)phenyl)-3,7-(dibenzyloxy)-5-methoxy-4H-chromen-4-one 
• 13157-90-9 2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)chromen-4-one 
• 1486-63-1 3,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-5-hydroxy-4H-1-benzopyran-4-one 
• 1620516-62-2 3,7,3',4'-tetrahydroxy-5-methoxyflavone 7-O-β-D-glucopyranoside 
• 357194-03-7 2-(2,2-diphenylbenzo[1,3]dioxol-5-yl)-3,5,7-trihydroxychromen-4-one 
• 1393953-70-2 3,7-bis(benzyloxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-methoxy-4H-chromen-4-one 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 157650-20-9 2-(3,4-bis(pivaloyloxy)phenyl)-5-hydroxy-4-oxo-4H-chromene-3,7-diyl bis(2,2-dimethylpropanoate) 
• 117-39-5 quercetol 
• 157650-21-0 5-O-Methyl-3,3',4',7-Tetrapivaloyl-Quercetin 
• 857617-60-8 2-benzoyloxy-1-(2,4-dihydroxy-6-methoxy-phenyl)-ethanone 
• 854693-27-9 3,4-bis-benzoyloxy-benzoic acid-anhydride 

Downstream Products

• 2174-64-3 5-methoxyresorcinol 

Relevant articles and documents

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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.

Flavonoids of carthamus tinctorius flowers

The known flavonoids luteolin, cinaroside, 5-O-methylluteolin, azaleatin (3,7,3′,4′-tetrahydroxy-5-methoxyflavone), and the new natural product 3,7,3′,4′-tetrahydroxy-5-methoxyflavone 7-O-β- Dglucopyranoside (safloroside) were isolated from Carthamus tinctorius flowers and characterized by PMR and UV spectroscopy and mass spectrometry.