740-33-0

Basic information

• Product Name: MOSLOFLAVONE
• Synonyms: 5-Hydroxy-6,7-diMethoxyflavone;5-Hydroxy-6,7-diMethoxylflavone;5-Hydroxy-6,7-dimethoxy-2-phenyl-4H-1-benzopyran-4-one;5-Hydroxy-6,7-diMethoxy-2-phenyl-4H-chroMen-4-one
• CAS NO: 740-33-0
• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.293
• Product Categories: Di-substituted Flavones
• Mol File: 740-33-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: 163-164℃ (chloroform , acetone )
• Boiling Point: 508.5oC at 760 mmHg
• Flash Point: 190.5oC
• Appearance: /
• Density: 1.321±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 5.81E-11mmHg at 25°C
• Refractive Index: 1.621
• Storage Temp.: 2-8°C
• PKA: 6.32±0.40(Predicted)
• CAS DataBase Reference: MOSLOFLAVONE(CAS DataBase Reference)
• NIST Chemistry Reference: MOSLOFLAVONE(740-33-0)
• EPA Substance Registry System: MOSLOFLAVONE(740-33-0)

Safety Data

• Hazardous Substances Data: 740-33-0(Hazardous Substances Data)

Usage

General Description

Mosloflavone is a flavonoid compound found in various plants, including St. John's wort and Siegesbeckia orientalis. It has been found to possess multiple biological activities, including anti-inflammatory, antioxidant, and anti-cancer properties. Studies have shown that mosloflavone can inhibit the growth of certain cancer cells and reduce inflammation in experimental models. Additionally, it has been reported to have protective effects on the liver and cardiovascular system. The potential health benefits of mosloflavone make it a promising natural compound for further research and development for various therapeutic applications.

InChI:InChI=1/C17H14O5/c1-20-14-9-13-15(16(19)17(14)21-2)11(18)8-12(22-13)10-6-4-3-5-7-10/h3-9,19H,1-2H3

Upstream product

• 100-52-7 benzaldehyde 
• 67-56-1 methanol 
• 520-28-5 tectochrysine 
• 124-41-4 sodium methylate 
• 491-67-8 5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one 
• 74-88-4 methyl iodide 
• 22248-14-2 6-hydroxy-2,3,4-trimethoxyacetophenone 
• 480-11-5 oroxylin A 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 973-67-1 5,6,7-trimethoxyflavone 
• 77-78-1 dimethyl sulfate 
• 186581-53-3 diazomethane 
• 93869-48-8 8-Brom-5-acetoxy-7-methoxy-flavon 
• 1215208-44-8 C₁₈H₁₃BrO₅ 

Downstream Products

• 94306-12-4 5-acetoxy-6,7-dimethoxyflavone 
• 791838-62-5 8-formyl-5,6,7-trihydroxyflavone 
• 374705-41-6 5,6,7-trihydroxy-8-methylflavone 
• 727409-30-5 5,6,7,8-tetrahydroxyflavone 
• 29550-13-8 5,6-dihydroxy-7-methoxyflavone 
• 73202-52-5 5,8-dihydroxy-6,7-dimethoxyflavone 

Relevant articles and documents

An unambiguous and practical synthesis of Oroxylin A: a commonly misidentified flavone

Oroxylin A, a major flavonoid in the extracts of Oroxylum indicum as well as Scutellaria baicalensis possesses useful medicinal properties. Many of the published routes claiming the synthesis of Oroxylin A (1) have in fact led to a regioisomer Negletein that was misinterpreted as Oroxylin A. In the present work, we describe a novel, straight-forward and scalable semi-synthetic approach for rapid access to the title compound, the structure of which is unambiguously secured by NMR and X-ray crystallographic analysis of a derivative. This work also encompasses the synthesis of a glycosylated derivative of Oroxylin A viz OAGME (2), which has marked pharmacological importance.

Process for synthesis of Oroxylin A

Disclosed is a novel, simple, scalable and environment friendly process for the synthesis of Oroxylin A from Baicalin. Baicalin is esterified to obtain a methyl ester which is further selectively methylated to provide Oroxylin A glucuronide methyl ester which on de-glycosylation results in the formation of Oroxylin A.

New alkoxy flavone derivatives targeting caspases: Synthesis and antitumor activity evaluation

The antitumor activity of natural flavonoids has been exhaustively reported. Previously it has been demonstrated that prenylation of flavonoids allows the discovery of new compounds with improved antitumor activity through the activation of caspase-7 activity. The synthesis of twenty-five flavonoids (4-28) with one or more alkyl side chains was carried out. The synthetic approach was based on the reaction with alkyl halide in alkaline medium by microwave (MW) irradiation. The in vitro cell growth inhibitory activity of synthesized compounds was investigated in three human tumor cell lines. Among the tested compounds, derivatives 6, 7, 9, 11, 13, 15, 17, and 18 revealed potent growth inhibitory activity (GI50 10 μM), being the growth inhibitory effect of compound 13 related with a pronounced caspase-7 activation on MCF-7 breast cancer cells and yeasts expressing human caspase-7. A quantitative structure-activity relationship (QSAR) model predicted that hydrophilicity, pattern of ring substitution/shape, and presence of partial negative charged atoms were the descriptors implied in the growth inhibitory effect of synthesized compounds. Docking studies on procaspase-7 allowed predicting the binding of compound 13 to the allosteric site of procaspase-7.