20869-95-8

Basic information

• Product Name: 5,7-DIHYDROXY-3-METHOXY-2-(4-METHOXY-PHENYL)-CHROMEN-4-ONE
• Synonyms: KAEMPFEROL-3,4'-DIMETHYL ETHER;ERMANIN;5,7-DIHYDROXY-3-METHOXY-2-(4-METHOXY-PHENYL)-CHROMEN-4-ONE;5,7-DIHYDROXY-3,4'-DIMETHOXYFLAVONE;3,4'-DIMETHOXY-5,7-DIHYDROXYFLAVONE;5,7-dihydroxy-3-methoxy-2-(4-methoxyphenyl)-4-benzopyrone;3,4'-Dimethoxykaempferol;Kaempferol 3,4'-di-O-methyl ether
• CAS NO: 20869-95-8
• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29
• EINECS: 244-093-8
• Product Categories: Flavanols
• Mol File: 20869-95-8.mol

Chemical Properties

• Boiling Point: 552°Cat760mmHg
• Flash Point: 206.9°C
• Appearance: /
• Density: 1.46g/cm³
• Vapor Pressure: 8.53E-13mmHg at 25°C
• Refractive Index: 1.671
• CAS DataBase Reference: 5,7-DIHYDROXY-3-METHOXY-2-(4-METHOXY-PHENYL)-CHROMEN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-DIHYDROXY-3-METHOXY-2-(4-METHOXY-PHENYL)-CHROMEN-4-ONE(20869-95-8)
• EPA Substance Registry System: 5,7-DIHYDROXY-3-METHOXY-2-(4-METHOXY-PHENYL)-CHROMEN-4-ONE(20869-95-8)

Safety Data

• Hazardous Substances Data: 20869-95-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Cirsimaritin is used as a therapeutic agent for its antioxidant properties, which can help combat oxidative stress and related conditions. Its anti-inflammatory effects make it a potential candidate for treating inflammatory diseases.
Used in Anticancer Applications:
In the field of oncology, cirsimaritin is utilized as an anti-cancer agent due to its ability to inhibit cancer cell growth and proliferation. It has been studied for its potential in treating various types of cancer, including those of the breast, lung, and pancreas, by modulating multiple signaling pathways involved in tumor progression.
Used in Neuroprotective Therapies:
Cirsimaritin is used as a neuroprotective agent, leveraging its potential to protect neurons from damage and degeneration. This makes it a candidate for the treatment of neurodegenerative diseases such as Alzheimer's and Parkinson's.
Used in Nutraceutical Industry:
Given its wide range of health benefits, cirsimaritin is also used in the development of nutraceutical products, which aim to improve overall health and well-being through natural compounds.
Used in Cosmetic Industry:
Due to its antioxidant and anti-inflammatory properties, cirsimaritin may also find application in the cosmetic industry for the development of skincare products designed to protect and rejuvenate the skin.

InChI:InChI=1/C17H14O6/c1-21-11-5-3-9(4-6-11)16-17(22-2)15(20)14-12(19)7-10(18)8-13(14)23-16/h3-8,18-19H,1-2H3

Upstream product

• 52165-07-8 2-methoxy-1-[2,4,6-tris-(4-methoxy-benzoyloxy)-phenyl]-ethanone 
• 55317-02-7 2-methoxy-1-(2,4,6-trihydroxyphenyl)ethanone 
• 794-94-5 p-Methoxybenzoic anhydride 
• 100-09-4 4-methoxybenzoic acid 
• 16274-11-6 3,5,7-triacetoxy-2-(4-acetoxy-phenyl)-chromen-4-one 
• 1570-12-3 7-O-benzyl-3,4′-di-O-methylkaempferol 
• 520-18-3 kaempferol 

Downstream Products

• 15486-34-7 5-hydroxy-3,4',7-trimethoxyflavone 
• 6320-37-2 5,7-diacetoxy-3-methoxy-2-(4-methoxy-phenyl)-chromen-4-one 
• 1570-12-3 7-O-benzyl-3,4′-di-O-methylkaempferol 
• 743427-30-7 7-ethoxy-5-hydroxy-3-methoxy-2-(4-methoxy-phenyl)-chromen-4-one 
• 491-54-3 4'-O-methylkaempferol 
• 520-18-3 kaempferol 
• 16692-52-7 3,4',5,7-tetramethoxyflavone 
• 70059-34-6 5-hydroxy-3,7-dimethoxy-2-(4-methoxy-phenyl)-6-methyl-chromen-4-one 
• 852247-45-1 5-hydroxy-7-prenyloxy-3,4'-dimethoxyflavone 
• 1071024-49-1 7-ethoxy-5,8-dihydroxy-3-methoxy-2-(4-methoxy-phenyl)-chromen-4-one 
• 107480-00-2 kaempferol 7,3,4'-trimethyl ether acetate 

Relevant articles and documents

Selective methylation of kaempferol via benzylation and deacetylation of kaempferol acetates

A strategy for selective mono-, di- and tri-O-methylation of kaempferol, predominantly on the basis of selective benzylation and controllable deacetylation of kaempferol acetates, was developed. From the selective deacetylation and benzylation of kaempferol tetraacetate (1), 3,4′,5,-tri-O-acetylkaempferol (2) and 7-O-benzyl-3,4′5,-tri-O-acetylkaempferol (8) were obtained, respectively. By controllable deacetylation and followed selective or direct methylation of these two intermediates, eight O-methylated kaempferols were prepared with 51-77% total yields from kaempferol.

Effects of flavonoids on cell proliferation and caspase activation in a human colonic cell line HT29: An SAR study

A library of 42 natural and synthetic flavonoids has been screened for their effect on cell proliferation and apoptosis in a human colonic cell line (HT-29). Examples of different classes of flavonoids have been screened, and the effects of hydroxylation, methoxylation and/or C-alkylation at various positions in the A- and B-rings have been assessed. Flavones and flavonols possess greater antiproliferative activity than chalcones and flavanones. With respect to structural modification of flavonoids, C-isoprenylation was by far the most effective, with substitution at the 8-position and longer chains, such as geranyl giving the best results. Finally, most compounds that significantly reduced cell survival also increased caspase activity, suggesting that at least part of their antiproliferative activity might be attributable to an apoptotic response.

3-Alkoxyflavone antiviral agents

Antiviral compositions containing 3-alkoxyflavone compounds as their active ingredients are disclosed.