5,7,2'-Trihydroxyflavone

Base Information

• Chemical Name: 5,7,2'-Trihydroxyflavone
• CAS No.: 73046-40-9
• Molecular Formula: C15H10 O5
• Molecular Weight: 270.241
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID10223324
• Nikkaji Number: J412.155D
• Wikidata: Q83101774
• Metabolomics Workbench ID: 23210
• ChEMBL ID: CHEMBL242385
• Mol file: 73046-40-9.mol

Synonyms:5,7,2'-trihydroxyflavone

Chemical Property of 5,7,2'-Trihydroxyflavone

Chemical Property:

• Vapor Pressure: 3.66E-12mmHg at 25°C
• Melting Point: 283-285 °C(Solv: ethanol (64-17-5))
• Boiling Point: 537.4°C at 760 mmHg
• PKA: 6.49±0.40(Predicted)
• Flash Point: 209.7°C
• PSA: 90.90000
• Density: 1.548g/cm³
• LogP: 2.57680
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 270.05282342
• Heavy Atom Count: 20
• Complexity: 419

Purity/Quality:

98%min ^*data from raw suppliers

5,7,2'-TRIHYDROXYFLAVONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O

Technology Process of 5,7,2'-Trihydroxyflavone

There total 17 articles about 5,7,2'-Trihydroxyflavone 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: 73.0%

C36H28O5 → 5,7,2'-Trihydroxyflavone (73046-40-9)

Guidance literature:

With 5%-palladium/activated carbon; 20% palladium hydroxide-activated charcoal; hydrogen; In ethanol; at 20 ℃;

DOI:10.1016/j.phymed.2020.153255

Reference yield:

2',4',6'-trimethoxyflavone (63487-17-2) → 5,7,2'-Trihydroxyflavone (73046-40-9)

Guidance literature:

With hydrogen iodide; phenol; at 160 ℃;

Reference yield:

1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone (18065-05-9) → 5,7,2'-Trihydroxyflavone (73046-40-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / ethanol / 12 h / 20 °C

2: iodine / dimethyl sulfoxide / 0.5 h / 180 °C

3: hydrogen; 20% palladium hydroxide-activated charcoal; 5%-palladium/activated carbon / ethanol / 20 °C

With 5%-palladium/activated carbon; 20% palladium hydroxide-activated charcoal; hydrogen; iodine; sodium hydroxide; In ethanol; dimethyl sulfoxide; 1: |Aldol Condensation;

DOI:10.1016/j.phymed.2020.153255

upstream raw materials:

5,7-dihydroxy-2'-methoxyflavone

2',4',6'-trimethoxyflavone

5,7,2'-trimethoxyflavone

hydrogen iodide

Refernces

• 1、 Chetter, Ben A.,Kyriakis, Efthimios,Barr, Daniel,Karra, Aikaterini G.,Katsidou, Elisabeth,Koulas, Symeon M.,Skamnaki, Vassiliki T.,Snape, Timothy J.,Psarra, Anna-Maria G.,Leonidas, Demetres D.,Hayes, Joseph M.. "Synthetic flavonoid derivatives targeting the glycogen phosphorylase inhibitor site: QM/MM-PBSA motivated synthesis of substituted 5,7-dihydroxyflavones, crystallography, in vitro kinetics and ex-vivo cellular experiments reveal novel potent inhibitors". . . Retrieved 2020/08/10.