21763-80-4

Basic information

• Product Name: 5-hydroxy-3',4',6,7-tetramethoxyflavone
• Synonyms: 2-(3,4-Dimethoxyphenyl)-5-hydroxy-6,7-dimethoxy-4H-1-benzopyran-4-one;3',4',6,7-Tetramethoxyluteolin;Belamcanidin;Eupatilin 7-methyl ether;Santoflovone;5-hydroxy-3',4',6,7-tetramethoxyflavone;2-(4-Methoxyphenyl)-3,6,7-trimethoxy-5-hydroxy-4H-1-benzopyran-4-one;3,4',6,7-Tetramethoxy-5-hydroxyflavone
• CAS NO: 21763-80-4
• Molecular Formula: C₁₉H₁₈O₇
• Molecular Weight: 358.34
• Mol File: 21763-80-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 556.8°Cat760mmHg
• Flash Point: 200.7°C
• Appearance: /
• Density: 1.309g/cm³
• Vapor Pressure: 5.27E-13mmHg at 25°C
• Refractive Index: 1.593
• CAS DataBase Reference: 5-hydroxy-3',4',6,7-tetramethoxyflavone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-hydroxy-3',4',6,7-tetramethoxyflavone(21763-80-4)
• EPA Substance Registry System: 5-hydroxy-3',4',6,7-tetramethoxyflavone(21763-80-4)

Safety Data

• Hazardous Substances Data: 21763-80-4(Hazardous Substances Data)

Usage

General Description

5-hydroxy-3',4',6,7-tetramethoxyflavone is a naturally occurring chemical compound found in plants such as Kaempferia parviflora. It is a flavonoid, which is a type of polyphenolic compound known for its antioxidant properties. This particular compound has been studied for its potential therapeutic effects, including its ability to inhibit the growth of cancer cells and its anti-inflammatory and antinociceptive properties. Additionally, 5-hydroxy-3',4',6,7-tetramethoxyflavone has shown promise as a treatment for various neurological disorders, including Alzheimer's disease and Parkinson's disease. Research on this compound is still ongoing, but it has demonstrated potential for use in both pharmaceutical and nutraceutical applications.

InChI:InChI=1/C19H18O7/c1-22-12-6-5-10(7-14(12)23-2)13-8-11(20)17-15(26-13)9-16(24-3)19(25-4)18(17)21/h5-9,21H,1-4H3

Upstream product

• 18003-33-3 3',4',5,6,7-pentahydroxyflavone 
• 77-78-1 dimethyl sulfate 
• 642-71-7 3,4,5-trimethoxyphenol 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 22248-14-2 6-hydroxy-2,3,4-trimethoxyacetophenone 
• 65602-54-2 2'-hydroxy-3,4,4',5',6'-pentamethoxychalcone 
• 1168-42-9 5,6,7,4'-tetramethoxyflavone 
• 2306-27-6 sinensetin 
• 481-53-8 tangeritin 
• 1251-84-9 3,5,6,7,3',4'-Hexamethoxyflavon 
• 478-01-3 nobiletin 
• 1178-24-1 3,3',4',5,6,7,8-heptamethoxyflavone 
• 832-58-6 1-(2,4,6-trimethoxyphenyl)ethanone 
• 120-14-9 3,4-dimethoxy-benzaldehyde 

Downstream Products

• 71306-34-8 2-(3,4-dimethoxy-phenyl)-5-hydroxy-6,7-dimethoxy-8-morpholin-4-ylmethyl-chromen-4-one 
• 2192-25-8 5-hydroxy-3',4',6,7,8-pentamethoxyflavone 
• 1178-24-1 3,3',4',5,6,7,8-heptamethoxyflavone 
• 35154-55-3 3-hydroxy-5,6,7,8,3′,4′-hexamethoxyflavone 
• 478-01-3 nobiletin 
• 683278-67-3 5,8-dihydroxy-6,7-dimethoxy-2-(3,4-dimethoxyphenyl)-4-benzopyrone 

Relevant articles and documents

Antitumor activity of flavones isolated from Artemisia argyi

The flavones 5,6-dihydroxy-7,3′,4′-trimethoxyflavone (1), 5,6,4′-trihydroxy-7,3′-dimethoxyflavone (2), 5-hydroxy-3′,4′,6,7-tetramethoxyflavone, 5,7,3′-trihydroxy-6,4′,5′-trimethoxyflavone, ladanein, and hispidulin were isolated from the methanolic extracts of the aerial parts of Artemisia argyi and structures of the compounds were elucidated on the basis of their spectral data. These flavones inhibited farnesyl protein transferase with IC50 values of 25-200/ μg/mL. Compound 2 inhibited proliferation of a couple of tumor cell lines and also inhibited neovascularization in a chick chorioallantoic membrane assay. Without loss of body weight of nude mice, compounds I and 2 inhibited growth of a colon tumor (SW620) by 44.6% and 14.6%, respectively.

PROCESS TO PREPARE FLAVONES

The present invention relates to the field of flavor ingredients. More particularly it provides, a process for making 5- hydroxy -polyitιethoxy-f lavones (5-OH-PMF) (I) or improving the organoleptic properties of natural polymethoxy-f lavones (PMF) . The invention's process comprises treating flavones (II) in the presence of a HCl solution in a non-acidic and non -aqueous solvent. (I) (II).

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.