1251-84-9

Basic information

• Product Name: Quercetagetin 3,5,6,7,3',4'-hexamethyl ether
• Synonyms: 3,3',4',5,6,7-Hexamethoxyflavone;Hexamethylquercetagetin;Oxyayanin B trimethyl ether;Quercetagetin 3,5,6,7,3',4'-hexamethyl ether;Quercetagetin hexamethyl ether;Quercetogetin
• CAS NO: 1251-84-9
• Molecular Formula: C₂₁H₂₂O₈
• Molecular Weight: 402.39
• Mol File: 1251-84-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 142-144 °C(Solv: ethanol (64-17-5))
• Boiling Point: 580°C at 760 mmHg
• Flash Point: 253°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 1.91E-13mmHg at 25°C
• Refractive Index: 1.581
• CAS DataBase Reference: Quercetagetin 3,5,6,7,3',4'-hexamethyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: Quercetagetin 3,5,6,7,3',4'-hexamethyl ether(1251-84-9)
• EPA Substance Registry System: Quercetagetin 3,5,6,7,3',4'-hexamethyl ether(1251-84-9)

Safety Data

• Hazardous Substances Data: 1251-84-9(Hazardous Substances Data)

Usage

General Description

Quercetagetin 3,5,6,7,3',4'-hexamethyl ether, also known as Tagetin, is a chemical compound found in the plant species Tagetes erecta, or the Mexican marigold. Quercetagetin 3,5,6,7,3',4'-hexamethyl ether is structurally related to flavonoids, a diverse group of phytonutrients found in almost all fruits and vegetables, and possesses a wide range of biological activities such as antioxidant, anti-inflammatory, and antimicrobial properties. Quercetagetin 3,5,6,7,3',4'-hexamethyl ether is recognized for its potential pharmacological applications due to these properties, however, further investigations are needed to ascertain its exact mechanism of action and potential therapeutic benefits.

InChI:InChI=1/C21H22O8/c1-23-12-8-7-11(9-13(12)24-2)18-21(28-6)17(22)16-14(29-18)10-15(25-3)19(26-4)20(16)27-5/h7-10H,1-6H3

Upstream product

• 65602-55-3 2-(3,4-dimethoxy-phenyl)-3-hydroxy-5,6,7-trimethoxy-chromen-4-one 
• 77-78-1 dimethyl sulfate 
• 72947-60-5 2-(3,4-dimethoxy-phenyl)-6-hydroxy-3,5,7-trimethoxy-chromen-4-one 
• 479-91-4 casticin 
• 80-11-5 N-methyl-N-nitrosotoluene-p-sulfonamide 
• 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 
• 603-56-5 chrysoplenitin 
• 74-88-4 methyl iodide 
• 67443-82-7 2-(3,4-dimethoxy-phenyl)-6-hydroxy-3,7-dimethoxy-4-oxo-4H-chromene-5-carbaldehyde 
• 66074-98-4 5,6,7,3',4'-pentamethoxyflavanone 
• 858801-48-6 2-(3,4-dimethoxy-phenyl)-6-hydroxy-3,7-dimethoxy-chromen-4-one 

Downstream Products

• 2798-20-1 gardenin B 
• 19103-54-9 5-hydroxy-4',6,7-trimethoxyflavone 
• 21763-80-4 5-desmethylsinensetin 
• 479-90-3 artemetin 
• 2174-59-6 5-hydroxy-6,7,8,3',4'-pentamethoxyflavone 
• 1176-88-1 5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone 
• 124909-90-6 Toluene-4-sulfonic acid 2-(3,4-dimethoxy-phenyl)-3,6,7-trimethoxy-4-oxo-4H-chromen-5-yl ester 
• 124909-97-3 Toluene-4-sulfonic acid 2-(3,4-dimethoxy-phenyl)-3-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-5-yl ester 
• 104055-81-4 Acetic acid 3-acetoxy-2-(3,4-dimethoxy-phenyl)-6,7-dimethoxy-4-oxo-4H-chromen-5-yl ester 
• 57296-14-7 3,5-dihydroxy-6,7,3′,4′-tetramethoxyflavone 

Relevant articles and documents

QUERCETAGETIN 6,7,4'-TRIMETHYL ETHER AND 3-SULPHATE FROM DECACHAETA HAENKEANA

Four 6-methoxylated flavonols, including a new quercetagetin derivative and its 3-potassium sulphate salt, were isolated from the aerial parts of Decachaeta haenkeana.Key Word Index - Decachaeta haenkeana; Compositae; Eupatorieae; 6-methoxyflavonols; flavonol sulphate.

Synthesis and anti-proliferative activities of 5,6,7-trimethoxyflavones and their derivatives

A series of 5,6,7-trimethoxyflavones 1a-1g and their derivatives 2a-2g, 3a-3d, 4 and 5, including the natural products 5,6,7-trimethoxy-4’-hydroxyflavone (1a), 5,6,7,3’,4’ -pentamethoxyflavone (sinensetin, 1 b), 5,6,7-trimethoxy-3’,4’-methyl enedioxy flavone (1c), 5,6,7,3’-tetramethoxy-4,5’-methylenedioxyflavone (1e), 5,6,7, 3’,4’,5’-hextamethoxyflavone (1 g), 5-hydroxy-3,4,2’,3’,4’-pentamethoxy chal-cone (2 b), 5,4’-dihydroxy-6,7-dimethoxy flavone (cirsimaritin, 3a) and 5-hydroxy-6,7,3’, 4’-tetramethoxyflavone (5-demethylsinensetin, 3 b), 3,5,6,7,3’,4’-hexamethoxyflavone (3-methoxysinensetin, 4) and 5’-hydroxy-3,6,7,3’,4’-pentamethoxyflavone (5) were synthesized. Their anti-proliferative activity in?vitro was evaluated against a panel of four human cancer cell lines (Aspc-1, HCT-116, HepG-2 and SUN-5) by the CTG assay. The results showed that most of the synthetic compounds exhibited moderate to high anti-proliferative activities. In particular, compound 3c possess IC50 (5.30 μM) values below 10 μM against Aspc-1 cells and are worthy of further investigation.

Cytotoxic flavone analogues of vitexicarpin, a constituent of the leaves of Vitex negundo

Bioassay-guided fractionation of the chloroform-soluble extract of the leaves of Vitex negundo led to the isolation of the known flavone vitexicarpin (1), which exhibited broad cytotoxicity in a human cancer cell line panel. In an attempt to increase the

STUDIES OF THE SELECTIVE O-ALKYLATION AND DEALKYLATION OF FLAVONOIDS. XII. A NEW, CONVENIENT METHOD FOR SYNTHESIZING 3,5-DIHYDROXY-6,7-DIMETHOXYFLAVONES FROM 3,5,6,7-TETRAMETHOXYFLAVONES

The 5-methoxy group on 3,5,6,7-tetramethoxyflavones and the 3-methoxy group on 3,6,7-trimethoxy-5-tosyloxy-flavones were selectively cleaved with anhydrous aluminum bromide in acetonitrile under controlled conditions without the cleavage of benzyloxy groups on the B ring.By the application of these reactions, seven 3,5-dihydroxy-6,7-dimethoxyflavones were easily synthesized from the corresponding 3,5,6,7-tetramethoxyflavones which were synthesized from 3,6-dihydroxy-2,4ω-trimethoxycetophenone by means of the Allan-Robinson reaction followed by methylation.Keywords: Allan-Robinson reaction ; selective demethylation; 3,5,6,7-tetramethoxyflavone; 5-hydroxy-3,6,7-trimethoxyflavone; 6-hydroxy-3,5,7-trimethoxyflavone; 5-tosyloxyflavone; 5,6-dihydroxy-3,7-dimethoxyflavone; 3,5-dihydroxy-6,7-dimethoxyflavone, 3,5-diacetoxy-6,7-dimethoxyflavone