Sorbifolin

Base Information

• Chemical Name: Sorbifolin
• CAS No.: 23130-22-5
• Molecular Formula: C16H12 O6
• Molecular Weight: 300.268
• Hs Code.: 2914509090
• DSSTox Substance ID: DTXSID70177697
• Nikkaji Number: J20.112J
• Wikidata: Q63395327
• Metabolomics Workbench ID: 24244
• ChEMBL ID: CHEMBL3740428
• Mol file: 23130-22-5.mol

Synonyms:Sorbifolin;23130-22-5;scutellarein 7-methyl ether;SCUTELLAREIN-7-METHYL ETHER;5,6-dihydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one;4H-1-Benzopyran-4-one, 5,6-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-;SCHEMBL739122;CHEMBL3740428;DTXSID70177697;CHEBI:192701;HY-N11552;LMPK12111161;5,6,4'-trihydroxy-7-methoxyflavone;CS-0649522;Q63395327;5,6-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one

Chemical Property of Sorbifolin

Chemical Property:

• Vapor Pressure: 4.5E-15mmHg at 25°C
• Boiling Point: 601.7°Cat760mmHg
• Flash Point: 230.2°C
• PSA: 100.13000
• Density: 1.512g/cm³
• LogP: 2.58540
• 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

Scutellarein 7-methyl ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O)O

Technology Process of Sorbifolin

There total 9 articles about Sorbifolin 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: 81.0%

7-methoxy-5,6-diacetoxy-2-(4'-acetoxyphenyl)-4H-1-benzopyran-4-one (29528-35-6) → 5,6-dihydroxy-2-(4-hydroxy-phenyl)-7-methoxy-chromen-4-one (23130-22-5)

Guidance literature:

With sodium hydroxide; In methanol; water; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.10.039

Reference yield:

sorbifolin 6-galactoside → D-Galactose (10257-28-0) + 5,6-dihydroxy-2-(4-hydroxy-phenyl)-7-methoxy-chromen-4-one (23130-22-5)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 2h; hydrolysis;

DOI:10.1016/S0031-9422(00)83766-8

Reference yield:

scutellarein (529-53-3) → 5,6-dihydroxy-2-(4-hydroxy-phenyl)-7-methoxy-chromen-4-one (23130-22-5)

Guidance literature:

Multi-step reaction with 5 steps

1: dmap; pyridine / 0 - 25 °C / Inert atmosphere

2: potassium iodide; potassium carbonate / acetone / 6 h / Inert atmosphere; Reflux

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

4: potassium carbonate / N,N-dimethyl-formamide / 6 h / 25 °C / Inert atmosphere

5: sodium hydroxide / water; methanol / 1 h / 0 °C / Inert atmosphere

With pyridine; dmap; palladium 10% on activated carbon; hydrogen; potassium carbonate; potassium iodide; sodium hydroxide; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.ejmech.2015.10.039

upstream raw materials:

scutellarin-6-O-glucoside-7-methyl ether

scutellarin

scutellarein

4,5,6,7-tetra-O-acetylflavone

Downstream raw materials:

7-methoxy-5,6-diacetoxy-2-(4'-acetoxyphenyl)-4H-1-benzopyran-4-one