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

Description

3,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE, also known as a di-O-methylated flavanol, is a polyphenolic metabolite derived from Rhamnus disperma. It is a dimethoxyflavone that features quercetin with the hydroxy groups at the 3' and 7 positions replaced by methoxy groups. 3,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE possesses unique structural properties that make it a potential candidate for various applications across different industries.

Uses

Used in Pharmaceutical Industry:
3,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE is used as a pharmaceutical compound for its potential therapeutic effects. 3,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE's unique structure allows it to interact with various biological targets, making it a promising candidate for the development of new drugs and therapies.
Used in Cosmetic Industry:
In the cosmetic industry, 3,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE is used as an active ingredient for its antioxidant and anti-inflammatory properties. It can be incorporated into skincare products to help protect the skin from environmental stressors and promote a healthy, youthful appearance.
Used in Nutraceutical Industry:
3,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE is used as a nutraceutical ingredient for its potential health benefits. It can be added to dietary supplements and functional foods to provide consumers with additional nutritional support and promote overall well-being.
Used in Food and Beverage Industry:
In the food and beverage industry, 3,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE can be used as a natural additive for its antioxidant properties. It can help extend the shelf life of products and enhance their nutritional value.
Used in Agricultural Industry:
3,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE can be utilized in the agricultural industry as a natural pesticide or growth promoter. Its bioactive properties may help protect crops from pests and diseases, while also promoting healthy plant growth.
Overall, 3,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE is a versatile compound with a wide range of potential applications across various industries. Its unique structure and bioactive properties make it a valuable asset for researchers and product developers alike.

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 
• 17874-42-9 2'-hydroxy-2,4',6'-trimethoxyacetophenone 
• 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 

Downstream Products

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

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).