7380-44-1

Basic information

• Product Name: 3,7,3',4'-TETRAMETHYLGOSSYPETIN
• Synonyms: 5,8-DIHYDROXY-3,3',4',7-TETRAMETHOXYFLAVONE;5,8-DIHYDROXY-3,7,3',4'-TETRAMETHOXYFLAVONE;3,7,3',4'-TETRAMETHYLGOSSYPETIN;DIHYDROXY-3,3',4',7-TETRAMETHOXYFLAVONE, 5,8-;GOSSYPETIN-3,7,3',4'-TETRAMETHYL ETHER;Gossypetin-3,3',4',7-tetramethylether;5,8-Dihydroxy-3,3',4',7,tetramethoxyflavone;GOSSYPETIN-3,7,3',4'-TETRAMETHYLETHER(RG)
• CAS NO: 7380-44-1
• Molecular Formula: C₁₉H₁₈O₈
• Molecular Weight: 374.34
• Product Categories: Flavanols
• Mol File: 7380-44-1.mol

Chemical Properties

• Melting Point: 250-252 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 586.3°C at 760 mmHg
• Flash Point: 215.8°C
• Appearance: /
• Density: 1.387g/cm³
• Vapor Pressure: 2.41E-14mmHg at 25°C
• Refractive Index: 1.627
• PKA: 6.86±0.40(Predicted)
• CAS DataBase Reference: 3,7,3',4'-TETRAMETHYLGOSSYPETIN(CAS DataBase Reference)
• NIST Chemistry Reference: 3,7,3',4'-TETRAMETHYLGOSSYPETIN(7380-44-1)
• EPA Substance Registry System: 3,7,3',4'-TETRAMETHYLGOSSYPETIN(7380-44-1)

Safety Data

• Hazardous Substances Data: 7380-44-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3,7,3',4'-Tetramethylgossypetin is used as a potential therapeutic agent for its ability to inhibit the growth of cancer cells, making it a candidate for the development of new drugs for the treatment of various diseases.
Used in Food Industry:
3,7,3',4'-Tetramethylgossypetin is used as a natural colorant due to its yellow pigmentation properties, enhancing the visual appeal of food products.
Used in Cosmetic Industry:
3,7,3',4'-Tetramethylgossypetin is used for its pigmentation properties, contributing to the coloration of cosmetic products.

InChI:InChI=1/C18H16O7/c1-22-12-5-4-9(6-14(12)23-2)13-7-10(19)16-11(20)8-15(24-3)17(21)18(16)25-13/h4-8,20-21H,1-3H3

Upstream product

• 29080-58-8 5-hydroxy-3',4',7-trimethoxyflavone 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 1247-97-8 pentamethyl quercetin 
• 1244-78-6 2-(3,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-4H-4-chromenone 
• 855-97-0 2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one 
• 114021-60-2 2'-hydroxy-3,4,4',6'-tetramethoxychalcone 
• 1245-15-4 retusin 

Downstream Products

• 742077-79-8 8-benzyloxy-2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one 
• 743427-43-2 8-ethoxy-2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one 
• 7741-47-1 hexa-O-methylogossypetin 
• 61529-73-5 2-(3,4-dimethoxy-phenyl)-3,7-dimethoxy-chromene-4,5,8-trione 
• 727382-22-1 3,5,7,3',4'-pentamethoxy-8-hydroxyflavone 
• 743427-49-8 8-ethoxy-2-(3,4-dimethoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one 
• 742091-30-1 8-benzyloxy-2-(3,4-dimethoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one 
• 61523-53-3 2-(3,4-dimethoxy-phenyl)-5,6,8-trihydroxy-3,7-dimethoxy-chromen-4-one 
• 154048-51-8 Toluene-4-sulfonic acid 2-(3,4-dimethoxy-phenyl)-3,7-dimethoxy-8-methoxymethoxy-4-oxo-4H-chromen-5-yl ester 
• 154048-55-2 Toluene-4-sulfonic acid 2-(3,4-dimethoxy-phenyl)-3-hydroxy-7-methoxy-8-methoxymethoxy-4-oxo-4H-chromen-5-yl ester 
• 154048-53-0 Toluene-4-sulfonic acid 2-(3,4-dimethoxy-phenyl)-3,8-dihydroxy-7-methoxy-4-oxo-4H-chromen-5-yl ester 
• 89971-05-1 3,5,8-trihydroxy-3',4',7-trimethoxyflavone 
• 14965-12-9 2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7,8-trimethoxy-chromen-4-one 
• 154048-49-4 2-(3,4-Dimethoxy-phenyl)-5-hydroxy-3,7-dimethoxy-8-methoxymethoxy-chromen-4-one 

Relevant articles and documents

Regioselective hydroxylation of 2-hydroxychalcones by dimethyldioxirane towards polymethoxylated flavonoids

The flavone nucleus is part of a large number of natural products and medicinal compounds. In this presentation the novel regioselective hydroxylation of hydroxyarenes with DMD is described. The results showed further that flavonoids with 5-hydroxy group were selectively oxyfunctionalized at the para-position C8 carbon atom by DMD. Finally, according to this methodology, the naturally occurring isosinensetin, tangeretin, sinensetin, nobiletin, natsudaidain, gardenin B, 3,3′,4′,5,6,7,8- heptamethoxyflavone, quercetin and its derivatives were synthesized.

Antiproliferative activities of citrus flavonoids against six human cancer cell lines

Citrus fruits contain high concentrations of several classes of phenols, including numerous hydroxycinnamates, flavonoid glycosides, and polymethoxylated flavones. The latter group of compounds occurs without glycosidic linkages and has been shown to inhibit the proliferation of a number of cancer cell lines. This antiproliferative property was further demonstrated against additional human cancer cell lines, and the antiproliferative actions of a series of synthetic methoxylated flavones were also studied. Similar to the naturally occurring compounds, the synthetic compounds exhibited strong antiproliferative activities. In many cases the IC50 values occurred below 10 μm. Other hydroxylated flavone and flavanone aglycons also exhibited antiproliferative activities against the cancer cell lines, with the flavones showing greater activities than the flavanones. Glycosylation of these compounds removed their activity. The strong antiproliferative activities of the polymethoxylated flavones suggest that they may have use as anticancer agents in humans.