492-00-2

Basic information

• Product Name: 3,7-DIHYDROXYFLAVONE
• Synonyms: HYDROXYFLAVONOL, 7-;HYDROXYFLAVONOL, 7-(RG);5-Deoxygalangin;Resogalangin;3,7-Dihydroxyflavone hydrate 97%;7,3-DIHYDROXYFLAVONE;7-HYDROXYFLAVANOL;7-HYDROXYFLAVONOL
• CAS NO: 492-00-2
• Molecular Formula: C₁₅H₁₀O₄
• Molecular Weight: 254.24
• Product Categories: Flavanols
• Mol File: 492-00-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 257-259°C
• Boiling Point: 477.1°Cat760mmHg
• Flash Point: 186.2°C
• Appearance: /
• Density: 1.472g/cm³
• Vapor Pressure: 6.55E-10mmHg at 25°C
• Refractive Index: 1.712
• PKA: 6.83±0.40(Predicted)
• CAS DataBase Reference: 3,7-DIHYDROXYFLAVONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,7-DIHYDROXYFLAVONE(492-00-2)
• EPA Substance Registry System: 3,7-DIHYDROXYFLAVONE(492-00-2)

Safety Data

• Hazardous Substances Data: 492-00-2(Hazardous Substances Data)

Usage

Uses

7,3-Dihydroxyflavone (cas# 492-00-2) is a flavenoid which, as a class of compounds, have broad pharmacological activity, including binding to biomolecules such as enzymes, hormone carriers, and DNA, chelating transition metal ions, catalyzing electron transport, and scavenging free radicals.

InChI:InChI=1/C15H10O4/c16-10-6-7-11-12(8-10)19-15(14(18)13(11)17)9-4-2-1-3-5-9/h1-8,16,18H

Upstream product

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• 143091-87-6 2-benzoyloxy-1-(2,4-dihydroxy-phenyl)-ethanone 

Downstream Products

• 65625-34-5 7-hydroxy-3-methoxy-2-phenyl-4H-chromen-4-one 
• 59880-42-1 7-butoxy-3-hydroxy-2-phenyl-4H-chromen-4-one 
• 7478-60-6 7-methoxyflavonol 
• 1242087-61-1 3,7-Dihydroxyflavone 3-glucuronide 
• 1242087-71-3 C₂₁H₁₈O₁₀ 
• 1310461-37-0 3-hydroxy-8,8-dimethyl-2-phenyl-9,10-dihydropyrano[2,3-f]chromen-4(8H)-one 
• 1310461-32-5 3-hydroxy-7-(3-methylbut-2-enyloxy)-2-phenyl-4H-chromen-4-one 
• 1310461-33-6 3,7-bis(3-methylbut-2-enyloxy)-2-phenyl-4H-chromen-4-one 
• 1310461-36-9 3-hydroxy-8,9,9-trimethyl-2-phenyl-8,9-dihydro-4H-furo[2,3-h]chromen-4-one 
• 1310461-34-7 7-(3,7-dimethylocta-2,6-dienyloxy)-3-hydroxy-2-phenyl-4H-chromen-4-one 
• 1310461-35-8 3,7-bis(3,7-dimethylocta-2,6-dienyloxy)-2-phenyl-4H-chromen-4-one 
• 1309445-41-7 3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)-4-oxo-2-phenyl-4H-chromen-7-yl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 
• 117-39-5 quercetol 
• 20950-52-1 3,7-dimethoxy-2-(3',4'-methylenedioxy-phenyl)chromen-4-one 

Relevant articles and documents

Origin of Spectral Features and Acid-Base Properties of 3,7-Dihydroxyflavone and Its Monofunctional Derivatives in the Ground and Excited States

Comprehensive spectral investigations of 3,7-dihydroxyflavone and its two derivatives, which each contain a methyl-blocked hydroxyl group, reveal complex radiation absorption in the 300-450 nm range and emission in the 370-650 nm range. The absorption and fluorescence characteristics of these compounds depend on the pH/H0 of the water/methanol media, which is caused by the existence of the compounds in various protolytic (cationic, neutral, anionic) and tautomeric forms. Combined analysis of steady-state, time-dependent and fluorescence decay spectral data enabled the identification of the emitting species, determination of their lifetimes with respect to radiative and nonradiative deactivation processes, fluorescence quantum yields, protolytic and tautomeric abilities under various conditions, and acidic dissociation constants of the cationic, neutral, and anionic forms of the compounds. Results of calculations carried out at the DFT and TD DFT levels of theory generally confirmed the experimental findings concerning tautomeric/protolytic transformations and equilibria. Computational methods also provided insight into possible tautomerization pathways. Electronically excited molecules are generally much more susceptible to tautomerization and acidic dissociation than ground-state ones. 3,7-Dihydroxyflavone exhibits distinguishable features among the compounds investigated and can be considered as potential spectral indicator of properties (polarity, hydrophobicity, hydrogen-bonding ability) and acidity/basicity of liquid environments.

A convenient method for synthesizing 2-aryl-3-hydroxy-4-oxo-4H-1- benzopyrans or flavonols

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