50461-86-4

Basic information

• Product Name: 5,7-Dihydroxy-3,6,8-trimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
• Synonyms: 5,7-Dihydroxy-3,6,8-trimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one;Araneosol
• CAS NO: 50461-86-4
• Molecular Formula: C₁₉H₁₈O₈
• Molecular Weight: 374.3414
• Mol File: 50461-86-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 644.4°Cat760mmHg
• Flash Point: 233.8°C
• Appearance: /
• Density: 1.44g/cm³
• Vapor Pressure: 3.32E-17mmHg at 25°C
• Refractive Index: 1.639
• CAS DataBase Reference: 5,7-Dihydroxy-3,6,8-trimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-Dihydroxy-3,6,8-trimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one(50461-86-4)
• EPA Substance Registry System: 5,7-Dihydroxy-3,6,8-trimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one(50461-86-4)

Safety Data

• Hazardous Substances Data: 50461-86-4(Hazardous Substances Data)

Usage

General Description

5,7-Dihydroxy-3,6,8-trimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one, also known as Hesperetin, is a naturally occurring flavonoid found in various fruits and vegetables. It is a derivative of the flavanone hesperidin, commonly found in citrus fruits. Hesperetin has been studied for its potential health benefits, including antioxidant, anti-inflammatory, and anti-cancer properties. It has also been shown to have potential in the treatment and prevention of cardiovascular diseases and diabetes. Additionally, hesperetin has been researched for its potential in improving cognitive function and reducing the risk of neurodegenerative diseases. Overall, hesperetin is a compound with promising therapeutic potential and is being studied for its various health-promoting properties.

InChI:InChI=1/C19H18O8/c1-23-10-7-5-9(6-8-10)15-18(25-3)13(21)11-12(20)17(24-2)14(22)19(26-4)16(11)27-15/h5-8,20,22H,1-4H3

Upstream product

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Relevant articles and documents

Studies of the Selective O-Alkylation and Dealkylation of Flavonoids. XXI.: A Convenient Method for Synthesizing 3,5,7-Trihydroxy-6,8-dimethoxyflavones and 5,7-Dihydroxy-3,6,8-trimethoxyflavones

The Friedel-Crafts acetylation with boron trifluoride was studied and it was found that 1-(2,4-dihydroxy-3,5,6-trimethoxyphenyl)ethanone was conveniently synthesized from 2,3,5,6-tetramethoxyphenyl acetate in a mixture of acetic anhydride and acetic acid. 1-[2-Hydroxy-3,5,6-trimethoxy-4-(methoxyinethoxy)phenyl]ethanone was cyclized to 7-hydroxy-5,6,8-trimethoxyflavone by using the Baker-Venkataraman transformation. The 7-benzyl ether of the flavone was oxidized with dimethyldioxirane and then treated with a small amount of p-toluenesulfonic acid to give 7-benzyloxy-3-hydroxy-5,6,8-trimethoxyflavone, which was converted into the methyl ether and tosylate. The 5-methoxy group in the methyl ether or tosylate was selectively cleaved with anhydrous aluminum bromide in acetonitrile under mild conditions to give the corresponding 5-hydroxyflavones and the latter compound with a 3-tosyloxy group was smoothly converted into the 3,5-dihydroxyflavone by hydrolysis with potassium carbonate in methanol. The hydrogenolysis of the 7-benzyloxy-3,5-dihydroxyflavone and its 3-methyl ether afforded quantitatively 3,5,7-trihydroxy-6,8-dimethoxyflavone and its 3-methyl ether. The process was suitable as a general method for synthesizing 3,5,7-trihydroxy-6,8-dimethoxyflavones and their 3-methyl ethers and the six flavones were synthesized for the clarification of their 1H and 13CNMR, MS, and UV spectral properties.