4712-12-3

Basic information

• Product Name: 4'-METHYLCHRYSOERIOL
• Synonyms: 5,7-DIHYDROXY-3',4'-DIMETHOXYFLAVONE;4'-METHYLCHRYSOERIOL;CHRYSOERIOL 4'-O-METHYL ETHER;2-(3,4-Dimethoxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one;Luteolin 3',4'-dimethyl ether;Luteolin-3',4'-dimethyl ether;4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-
• CAS NO: 4712-12-3
• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29
• Mol File: 4712-12-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: 244 °C (decomp)(Solv: methanol (67-56-1))
• Boiling Point: 538.3°C at 760 mmHg
• Flash Point: 201.3°C
• Appearance: /
• Density: 1.402g/cm³
• Vapor Pressure: 3.35E-12mmHg at 25°C
• Refractive Index: 1.645
• PKA: 6.49±0.40(Predicted)
• CAS DataBase Reference: 4'-METHYLCHRYSOERIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-METHYLCHRYSOERIOL(4712-12-3)
• EPA Substance Registry System: 4'-METHYLCHRYSOERIOL(4712-12-3)

Safety Data

• Hazardous Substances Data: 4712-12-3(Hazardous Substances Data)

Usage

General Description

4'-Methylchrysoeriol is a chemical compound that belongs to the flavonoid class of compounds. It is a methylated derivative of chrysoeriol, a naturally occurring flavonoid found in various plants. 4'-Methylchrysoeriol has been studied for its potential pharmacological properties, including its antioxidant, anti-inflammatory, and anticancer activities. Research has shown that 4'-methylchrysoeriol may exert its effects through various mechanisms, including modulation of signaling pathways and enzyme activities. 4'-METHYLCHRYSOERIOL has shown promise in preclinical studies for its potential therapeutic applications, but further research is needed to fully understand its biological and pharmacological properties.

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

Upstream product

• 480-66-0 2,4,6-trihydroxyacetophenone 
• 24824-54-2 3,4-dimethoxybenzoic anhydride 
• 108-73-6 3,5-dihydroxyphenol 
• 4687-37-0 ethyl 3,4-dimethoxybenzoylacetate 
• 62346-14-9 7,4′-dihydroxy-5,3′-dimethoxyflavone 
• 10544-05-5 2-(3,4-dimethoxy-phenyl)-7-hydroxy-5-methoxy-chromen-4-one 
• 3535-37-3 3,4-dimethoxybenzoic acid chloride 
• 127-09-3 sodium acetate 
• 203191-62-2 7-benzyloxy-2-(3,4-dimethoxy-phenyl)-5-methoxy-chromen-4-one 
• 1174162-87-8 3',5,7-trihydroxy-4'-methoxy flavone-7-rutinoside 
• 74-88-4 methyl iodide 
• 491-70-3 2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on 
• 485-80-3 S-adenosyl-L-methionine 
• 6195-54-6 3',5-diacetoxy-7-[hexa-O-acetyl-(6-O-α-L-rhamnopyranosyl-β-D-glucopyranosyl)oxy]-4'-methoxyflavone 

Downstream Products

• 855-97-0 2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one 
• 203191-70-2 7-t-butyloxycarbonylmethyloxy-5-hydroxy-3',4'-dimethoxy flavone 
• 847909-45-9 7-ethyloxycarbonylmethyloxy-5-hydroxy-3',4'-dimethoxy flavone 
• 1092093-74-7 C₂₀H₁₇NO₆ 
• 1092093-60-1 7-(tetrazol-5-ylmethyloxy)-3',4',5-trimethoxyflavone 
• 203191-10-0 7-carboxymethyloxy-3',4',5-trimethoxy flavone 
• 847909-44-8 7-carboxymethyloxy-3',4',5-trimethoxy flavone monohydrate 
• 847909-48-2 7-carboxymethyloxy-3',4',5-trimethoxy flavone anhydride 
• 1092093-73-6 C₁₉H₁₅NO₆ 
• 203191-28-0 7-carboxymethyloxy-5-hydroxy-3',4'-dimethoxy flavone 
• 89456-47-3 5,8-diacetoxy-2-(3,4-dimethoxy-phenyl)-7-methoxy-chromen-4-one 
• 203191-62-2 7-benzyloxy-2-(3,4-dimethoxy-phenyl)-5-methoxy-chromen-4-one 
• 17290-70-9 isosinensetin 
• 71847-58-0 5,8-dihydroxy-7-methoxy-2-(3,4-dimethoxyphenyl)-4-benzopyrone 

Relevant articles and documents

A new flavone glucoside from Stachys aegyptiaca

In addition to 5,7,3'-trihydroxy-6,4'-dimethoxyflavone, 5,7,3'-trihydroxy-6,8,4'-trimethoxyflavone, isoscutellarein, luteolin, and luteolin-7-O-glucoside, the methanol extract of the aerial parts of Stachys aegyptiaca yielded a new flavone identified as luteolin 3',4'-dimethylether-7-O- β-D-glucoside on the basis of chemical and spectroscopic methods.

Influence of Substrate Binding Residues on the Substrate Scope and Regioselectivity of a Plant O-Methyltransferase against Flavonoids

Methylation of free hydroxyl groups is an important modification for flavonoids. It not only greatly increases absorption and oral bioavailability of flavonoids, but also brings new biological activities. Flavonoid methylation is usually achieved by a specific group of plant O-methyltransferases (OMTs) which typically exhibit high substrate specificity. Here we investigated the effect of several residues in the binding pocket of the Clarkia breweri isoeugenol OMT on the substrate scope and regioselectivity against flavonoids. The mutation T133M, identified as reported in our previous publication, increased the activity of the enzyme against several flavonoids, namely eriodictyol, naringenin, luteolin, quercetin and even the isoflavonoid genistein, while a reduced set of amino acids at positions 322 and 326 affected both, the activity and the regioselectivity of the methyltranferase. On the basis of this work, methylated flavonoids that are rare in nature were produced in high purity.

Structure-activity relationship of the inhibitory effects of flavonoids on nitric oxide production in RAW264.7 cells

We isolated flavonoids from herbal specimens from the Tibetan region (Sophora yunnanensis and Rhodiola sacra) that suppress nitric oxide (NO) production in macrophages stimulated by lipopolysaccharide and interferon-γ. The isolated flavonoids carry symmetric substitutions in the B ring (R3′= R5′). We analyzed the quantitative structure-activity relationship of the inhibitory activity by comparative molecular field analysis (CoMFA) using this series of flavonoids. Use of flavonoids with symmetrical substitutions in the B ring made it simpler to align molecules because it was not necessary to consider a huge number of combinations due to the B-ring conformation. The CoMFA model, whose cross-validated q2value was 0.705, suggested the existence of a hydroxy group at the 5-position, the choice of the A/C-ring scaffold (chromane or chromene) and electrostatic field around the B ring are important for NO inhibitory activity. Flavonoids synthesized based on the CoMFA model exhibited significant inhibitory potential against NO production, validating the predictive capability of the CoMFA model.