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

Uses

Trimethoxyisoflavone is used in the study of the structure and estrogenicity of flavonoid derivatives. Also functions as a skin tumor promotion inhibitor.

Upstream product

• 17817-31-1 6,7,4'-trihydroxyisoflavone 
• 74-88-4 methyl iodide 
• 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 
• 5128-49-4 1-(2-hydroxy-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanone 
• 68-12-2 N,N-dimethyl-formamide 
• 290-87-9 1,3,5-Triazine 

Downstream Products

• 5128-49-4 1-(2-hydroxy-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanone 
• 77184-89-5 1-(4,5-dimethoxy-2-hydroxyphenyl)-2-(4-methoxyphenyl)ethanedione 
• 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 

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