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

• 186581-53-3 diazomethane 
• 480-11-5 oroxylin A 
• 491-67-8 5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one 
• 77-78-1 dimethyl sulfate 
• 973-67-1 5,6,7-trimethoxyflavone 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 74-88-4 methyl iodide 
• 22248-14-2 6-hydroxy-2,3,4-trimethoxyacetophenone 
• 70185-52-3 6′-hydroxy-2′,3′,4′-trimethoxychalcone 
• 100-52-7 benzaldehyde 
• 1215208-44-8 C₁₈H₁₃BrO₅ 
• 124-41-4 sodium methylate 
• 93869-48-8 8-Brom-5-acetoxy-7-methoxy-flavon 
• 520-28-5 tectochrysine 

Downstream Products

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

Role of some food-grade synthesized flavonoids on the control of ochratoxin a in aspergillus carbonarius

Ochratoxin A (OTA) is a mycotoxin with a serious impact on human health. In Mediterranean countries, the black Aspergilli group, in particular Aspergillus carbonarius, causes the highest OTA contamination. Here we describe the synthesis of three polyphenolic flavonoids: 5-hydroxy-6,7-dimethoxy-flavone (MOS), 5,6-dihydroxy-7-methoxy-flavone (NEG), and 5,6 dihydroxy-flavone (DHF), as well as their effect on the prevention of OTA biosynthesis and lipoxygenase (LOX) activity in A. carbonarius cultured in a conducive liquid medium. The best control effect on OTA biosynthesis was achieved using NEG and DHF. In fungal cultures treated with these compounds at 5, 25, and 50 μg/mL, OTA biosynthesis significantly decreased throughout the 8-day experiment. NEG and DHF appear to have an inhibiting effect also on the activity of LOX, whereas MOS, which did not significantly inhibit OTA production, had no effect on LOX activity. The presence of free hydroxyls in catecholic position in the molecule appears to be a determining factor for significantly inhibiting OTA biosynthesis. However, the presence of a methoxy group in C-7 in NEG could slightly lower the molecule’s reactivity increasing OTA inhibition by this molecule at 5 μg/mL. Polyphenolic flavonoids present in edible plants may be easily synthesized and used to control OTA biosynthesis.

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.