798-61-8

Basic information

• Product Name: 4',6,7-Trimethoxyisoflavone
• Synonyms: 6,7,4'-TRIMETHOXYISOFLAVONE;4',6,7-TRIMETHOXYISOFLAVONE;GLYCITEIN 7,4'-DIMETHYL ETHER;TRIMETHOXYISOFLAVONE,4',6,7-;[DISCONTINUED] Replaced by KIT-00020484-010;TRIMETHOXYISOFLAVONE,4',6,7-(RG);6,7-dimethoxy-3-(4-methoxyphenyl)-4H-1-Benzopyran-4-one
• CAS NO: 798-61-8
• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.32
• Product Categories: Miscellaneous Natural Products;Iso-Flavones
• Mol File: 798-61-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 176-178°C
• Boiling Point: 487.5 °C at 760 mmHg
• Flash Point: 216.8 °C
• Appearance: /
• Density: 1.242 g/cm³
• CAS DataBase Reference: 4',6,7-Trimethoxyisoflavone(CAS DataBase Reference)
• NIST Chemistry Reference: 4',6,7-Trimethoxyisoflavone(798-61-8)
• EPA Substance Registry System: 4',6,7-Trimethoxyisoflavone(798-61-8)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 798-61-8(Hazardous Substances Data)

Usage

Description

4',6,7-Trimethoxyisoflavone is a naturally occurring isoflavone compound characterized by the presence of three methoxy groups at the 4', 6, and 7 positions on its molecular structure. It is derived from various plant sources and exhibits unique biological properties, making it a subject of interest in scientific research and potential applications.

Uses

Used in Pharmaceutical Research:
4',6,7-Trimethoxyisoflavone is used as a research compound for studying the structure and estrogenicity of flavonoid derivatives. Its unique chemical structure allows scientists to investigate its potential interactions with estrogen receptors and its effects on various biological processes.
Used in Cancer Prevention:
In the field of oncology, 4',6,7-Trimethoxyisoflavone is used as a skin tumor promotion inhibitor. Its ability to interfere with the promotion of skin tumors makes it a valuable compound for developing preventive strategies and treatments for skin cancer.
Used in Cosmetics Industry:
4',6,7-Trimethoxyisoflavone may also find applications in the cosmetics industry due to its potential estrogenic properties. It could be utilized in the development of skincare products that target hormone-related skin issues, such as aging and acne.
Used in Nutraceuticals:
Given its potential health benefits, 4',6,7-Trimethoxyisoflavone could be incorporated into nutraceutical products as a dietary supplement. It may offer support for hormone balance and contribute to overall health and well-being.

Upstream product

• 290-87-9 1,3,5-Triazine 
• 5128-49-4 1-(2-hydroxy-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanone 
• 74746-12-6 (2E)-1-(2-bromo-4,5-dimethoxyphenyl)-3-(4-methoxyphenyl)-prop-2-en-1-one 
• 74746-10-4 1-(2-bromo-4,5-dimethoxyphenyl)ethanone 
• 5392-10-9 2-bromo-4,5-dimethoxybenzaldehyde 
• 68-12-2 N,N-dimethyl-formamide 
• 17817-31-1 6,7,4'-trihydroxyisoflavone 
• 74-88-4 methyl iodide 

Downstream Products

• 128885-11-0 4',6,7-trimethoxyisoflavane 
• 109469-77-4 2,4,5,4'-Tetramethoxy-benzil 
• 5128-50-7 2,4,5-trimethoxyphenyl-4'-methoxybenzyl ketone 
• 77184-89-5 1-(4,5-dimethoxy-2-hydroxyphenyl)-2-(4-methoxyphenyl)ethanedione 
• 5128-49-4 1-(2-hydroxy-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanone 

Relevant articles and documents

Efficient Synthesis of Glaziovianin A Isoflavone Series from Dill and Parsley Extracts and Their in Vitro/in Vivo Antimitotic Activity

A concise six-step protocol for the synthesis of isoflavone glaziovianin A (GVA) and its alkoxyphenyl derivatives 9 starting with readily available plant metabolites from dill and parsley seeds was developed. The reaction sequence involved an efficient conversion of the key intermediate epoxides 7 into the respective β-ketoaldehydes 8 followed by their Cu(I)-mediated cyclization into the target series 9. The biological activity of GVA and its derivatives was evaluated using a panel of seven human cancer cell lines and an in vivo sea urchin embryo assay. Both screening platforms confirmed the antimitotic effect of the parent GVA (9cg) and its alkoxy derivatives. Structure-activity relationship studies suggested that compounds 9cd and 9cf substituted with trimethoxy- and dillapiol-derived B-rings, respectively, were less active than the parent 9cg. Of the evaluated human cancer cell lines, the A375 melanoma cell line was the most sensitive to the tested molecules. Notably, the target compounds were not cytotoxic against human peripheral blood mononuclear cells up to 10 μM concentration. Phenotypic readouts from the sea urchin assay unequivocally suggest a direct microtubule-destabilizing effect of isoflavones 9cg, 9cd, and 9cf.

Biotransformation of isoflavones by the larvae of the common cutworm (Spodoptera litura)

Biotransformation of the 5,7,4′-trimethoxyisoflavone (1), 6,7,4′-trimethoxyisoflavone (2), and 7,4′-dimethoxyisoflavone (3) by insects, Spodoptera litura was investigated. Compound 1 was transformed to 5-hydroxy-7,4′-dimethoxyisoflavone (4), 7-hydroxy-5,4