Scutellarein 4'-methyl ether

Base Information

• Chemical Name: Scutellarein 4'-methyl ether
• CAS No.: 6563-66-2
• Molecular Formula: C16H12O6
• Molecular Weight: 300.268
• DSSTox Substance ID: DTXSID50457727
• Nikkaji Number: J94.486F
• Wikidata: Q82280691
• Metabolomics Workbench ID: 24245
• ChEMBL ID: CHEMBL3741397

Synonyms:Scutellarein 4'-methyl ether;6563-66-2;5,6,7-trihydroxy-2-(4-methoxyphenyl)chromen-4-one;5,6,7-trihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one;4H-1-Benzopyran-4-one, 5,6,7-trihydroxy-2-(4-methoxyphenyl)-;5,6,7-trihydroxy-4'-methoxyflavone;4'-O-Methylscutellarein;SCHEMBL6242511;CHEMBL3741397;DTXSID50457727;CHEBI:192562;LMPK12111162;5,6,7-Trihydroxy-4???-methoxyflavone, >=85% (LC/MS-UV)

Chemical Property of Scutellarein 4'-methyl ether

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 300.06338810
• Heavy Atom Count: 22
• Complexity: 454

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C(=C3O)O)O

Technology Process of Scutellarein 4'-methyl ether

There total 13 articles about Scutellarein 4'-methyl ether which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

9-hydroxy-6-(4-methoxyphenyl)-2,2-diphenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one → 5,6,7-trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one (6563-66-2)

Guidance literature:

With water; acetic acid; Reflux;

DOI:10.1177/1747519820927966

Reference yield:

scutellarein (529-53-3) → 5,6,7-trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one (6563-66-2) + pectolinarigenin (520-12-7)

Guidance literature:

With O-methyl transferase from cell-free extract of Citrus mitis; <(14)CH3>-S-adenosyl-L-methionine; 2-hydroxyethanethiol; In water; dimethyl sulfoxide; at 35 ℃; for 0.5h; Product distribution; pH 7.5 buffer;

DOI:10.1016/0031-9422(80)85102-8

Reference yield:

scutellarein (529-53-3) → 5,6,7-trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one (6563-66-2)

Guidance literature:

Multi-step reaction with 3 steps

1: diphenylether / 0.5 h / 175 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 0 - 25 °C / Inert atmosphere

3: hydrogen; palladium 10% on activated carbon / ethanol / 12 h / 25 °C / 760.05 Torr

With palladium 10% on activated carbon; hydrogen; potassium carbonate; In diphenylether; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2015.10.039

upstream raw materials:

6-hydroxy-5,7-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

scutellarein

Acetic acid 5,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-6-yl ester

pectolinarigenin

Downstream raw materials:

scutellarein

ladanein

5-hydroxy-4',6,7-trimethoxyflavone

5,6,7-tri-O-acetyl-4'-O-methylscutellarein

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