552-54-5

Basic information

• Product Name: 3,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE
• Synonyms: 3,7-DIMETHYLQUERCETIN;3,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE;QUERCETIN-3,7-DIMETHYL ETHER;3,5-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one;3',7-Di-O-Methylquercetin;7,3'-Di-O-methylquercetin;C.I.75700;7,3'-DiMethylquercetin
• CAS NO: 552-54-5
• Molecular Formula: C₁₇H₁₄O₇
• Molecular Weight: 330.29
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 552-54-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 214-215 °C
• Boiling Point: 591.6°Cat760mmHg
• Flash Point: 221.2°C
• Appearance: /
• Density: 1.507g/cm³
• PKA: 6.14±0.40(Predicted)
• BRN: 338203
• CAS DataBase Reference: 3,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE(552-54-5)
• EPA Substance Registry System: 3,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE(552-54-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 552-54-5(Hazardous Substances Data)

Usage

Uses

Di-O-methylated flavanol; a polyphenolic metabolite of Rhamnus disperma.

Definition

ChEBI: A dimethoxyflavone that is quercetin in which the hydroxy groups at the 3' and 7 positions have been replaced by methoxy groups.

Upstream product

• 498548-19-9 3-(benzyloxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-7-methoxy-4H-chromen-4-one 
• 498548-17-7 3-(benzyloxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-4H-chromen-4-one 
• 357194-03-7 2-(2,2-diphenylbenzo[1,3]dioxol-5-yl)-3,5,7-trihydroxychromen-4-one 
• 117-39-5 quercetol 
• 90-19-7 rhamnetin 
• 64527-08-8 rhamnazin 3-O-rutinoside 
• 80651-75-8 hibiscatin 
• 854873-13-5 4-benzoyloxy-3-methoxy-benzoic acid-anhydride 
• 857617-58-4 2-benzoyloxy-1-(2,6-dihydroxy-4-methoxy-phenyl)-ethanone 
• 93876-67-6 3-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one 
• 33554-60-8 4'-hydroxy-3,5,7,3'-tetramethoxyflavone 
• 17874-42-9 2'-hydroxy-2,4',6'-trimethoxyacetophenone 

Downstream Products

• 2174-64-3 5-methoxyresorcinol 
• 108-73-6 3,5-dihydroxyphenol 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 121-34-6 3-methoxy-4-hydroxybenzoic acid 
• 121-33-5 vanillin 
• 117-39-5 quercetol 
• 74-88-4 methyl iodide 

Relevant articles and documents

Flavonoid glycosides from the aerial parts of Curcuma comosa

Four new flavonoid glycosides, curcucomosides A-D (1-4), three known flavonoid glycosides, 5-7, and four known diarylheptanoids, 8-11, were isolated from the ethanol extract of the aerial parts of Curcuma comosa. The structures of the new compounds were established as rhamnazin 3-O-α-l- arabinopyranoside (1), rhamnocitrin 3-O-α-l-arabinopyranoside (2), rhamnazin 3-O-α-l-rhamnopyranosyl-(1→2)-O-α-l-arabinopyranoside (3), and rhamnocitrin 3-O-α-l-rhamnopyranosyl-(1→2)-O-α-l- arabinopyranoside (4) by spectroscopic analysis and chemical reactions whereas those of the known compounds were identified by spectral comparison with those of the reported values.

New Flavonol Glucuronides from the Flower Buds of Syzygium aromaticum (Clove)

Repeated chromatography of the EtOAc-soluble fraction from the 70% EtOH extract of the flower buds of Syzygium aromaticum (clove) led to the isolation and characterization of four new flavonol glucuronides, rhamnetin-3-O-β-d-glucuronide (1), rhamnazin-3-O-β-d-glucuronide (2), rhamnazin-3-O-β-d-glucuronide-6″-methyl ester (3), and rhamnocitrin-3-O-β-d-glucuronide-6″-methyl ester (4), together with 15 flavonoids (5-19) having previously known chemical structures. The structures of the new compounds 1-4 were determined by interpretation of spectroscopic data, particularly by 1D- and 2D-NMR studies. Six flavonoids (6, 7, 9, 14, 18, and 19) were isolated from the flower buds of S. aromaticum for the first time in this study. The flavonoids were examined for their cytotoxicity against human ovarian cancer cells (A2780) using MTT assays. Among the isolates, pachypodol (19) showed the most potent cytotoxicity on A2780 cells with an IC50 value of 8.02 μM.

Hibiscatin, a new Flavonol Glucoside from Hibiscus furcatus

The flower petals of Hibiscus furcatus yield a new flavonol glucoside, designed hibiscatin, along with gossypin (gossyptin-8-O-β-D-glucoside) and gossypitrin (gossypetin-7-O-β-D-glucoside).Based on chemical as well UV, IR, PMR and mass spectral data, hibiscatin has been formulated as 3,5-dihydroxy-7,3'-dimethoxy-4'-O-β-D-glucopyranosylflavone (rhamnazin-4'-O-glucoside).