3301-49-3

Basic information

• Product Name: 5,4''-DIHYDROXY-3,7-DIMETHOXYFLAVONE
• Synonyms: 3,7-Di-O-methylkaempferol;Jaranol;Kaempferol 3,7-dimethyl ether;Kaempferol-3,7-dimethyl ether
• CAS NO: 3301-49-3
• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.28946
• Product Categories: Flavanols
• Mol File: 3301-49-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 253-254 °C
• Boiling Point: 578.4°C at 760 mmHg
• Flash Point: 217.4°C
• Appearance: /
• Density: 1.46g/cm³
• Vapor Pressure: 5.62E-14mmHg at 25°C
• Refractive Index: 1.671
• PKA: 6.18±0.40(Predicted)
• CAS DataBase Reference: 5,4''-DIHYDROXY-3,7-DIMETHOXYFLAVONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,4''-DIHYDROXY-3,7-DIMETHOXYFLAVONE(3301-49-3)
• EPA Substance Registry System: 5,4''-DIHYDROXY-3,7-DIMETHOXYFLAVONE(3301-49-3)

Safety Data

• Hazardous Substances Data: 3301-49-3(Hazardous Substances Data)

Usage

Uses

5-Hydroxy-2-(4-hydroxyphenyl)-3,7-dimethoxy-4H-1-benzopyran-4-one is a Antimicrobial flavonoids from Psiadia trinervia.

InChI:InChI=1/C17H14O6/c1-21-11-7-12(19)14-13(8-11)23-16(17(22-2)15(14)20)9-3-5-10(18)6-4-9/h3-8,18-19H,1-2H3

Upstream product

• 1592-70-7 3-methoxy-5,7,4'-trihydroxyflavone 
• 77-78-1 dimethyl sulfate 
• 124458-86-2 4'-acetyloxy-5-hydroxy-3,7-dimethoxyflavone 
• 1486-59-5 4'-(benzyloxy)-5,7-dihydroxy-3-methoxyflavone 
• 55317-02-7 2-methoxy-1-(2,4,6-trihydroxyphenyl)ethanone 
• 6601-73-6 4'-(benzyloxy)-5-hydroxy-3,7-dimethoxyflavone 

Downstream Products

• 16692-52-7 3,4',5,7-tetramethoxyflavone 
• 124458-87-3 2-(4-acetoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one 
• 59259-80-2 3,5,7-trimethoxy-4'-hydroxyflavonol 

Relevant articles and documents

Antivascular and anti-parasite activities of natural and hemisynthetic flavonoids from New Caledonian Gardenia species (Rubiaceae)

A series of 16 flavonoids were isolated and prepared from bud exudate of Gardenia urvillei and Gardenia oudiepe, endemic to New Caledonia. Most of them are rare polymethoxylated flavones. Some of these compounds showed noticeable activity against Leishmania (Leishmania) amazonensis, Plasmodium falciparum and Trypanosoma brucei gambiense, in addition to tubulin polymerization inhibition at low micromolar concentration. We also provide a full set of NMR data as some of the flavones were incompletely described.

4'-Hydroxy-3-methoxyflavones with potent antipicornavirus activity

4'-Hydroxy-3-methoxyflavones are natural compounds with known antiviral activities against picornaviruses such as poliomyelitis and rhinoviruses. In order to establish a structure-activity relationship a series of analogues were synthesized, and their antiviral activities and cytotoxicities were compared with those of flavones from natural origin. The 4'-hydroxyl and 3-methoxyl groups, a substitution in the 5 position and a polysubstituted A ring appeared to be essential requirements for a high activity. The most interesting compound was 4',7-dihydroxy-3-methoxy-5,6-dimethylflavone possessing in vitro TI99 values of > 1000 and > 200 against poliovirus type 1 and rhinovirus type 15, respectively. This compound was also active against other rhinovirus serotypes (2, 9, 14, 29, 39, 41, 59, 63, 70, 85, and 89) tested, having MIC50 values ranging from 0.016 to 0.5 μg/mL. Finally in contrast to quercetin it showed to be not mutagenic in concentrations up to 2.5 mg in the Ames test.