5-Hydroxy-3',4',6,7-tetramethoxyflavone

Base Information

• Chemical Name: 5-Hydroxy-3',4',6,7-tetramethoxyflavone
• CAS No.: 21763-80-4
• Molecular Formula: C19H18 O7
• Molecular Weight: 358.348
• Hs Code.: 2914509090
• UNII: MRF3C7FE9G
• DSSTox Substance ID: DTXSID50176163
• Nikkaji Number: J431.739D
• Wikidata: Q83046487
• Pharos Ligand ID: H7S4XNSVT13B
• Metabolomics Workbench ID: 24326
• ChEMBL ID: CHEMBL226508
• Mol file: 21763-80-4.mol

Synonyms:5-hydroxy-3',4',6,7-tetramethoxyflavone;HTMF

Chemical Property of 5-Hydroxy-3',4',6,7-tetramethoxyflavone

Chemical Property:

• Vapor Pressure: 5.27E-13mmHg at 25°C
• Boiling Point: 556.8°Cat760mmHg
• Flash Point: 200.7°C
• PSA: 87.36000
• Density: 1.309g/cm³
• LogP: 3.20000
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 358.10525291
• Heavy Atom Count: 26
• Complexity: 534

Purity/Quality:

Analysis control,HPLC≥98% ^*data from raw suppliers

5-Desmethylsinensetin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)O)OC

Technology Process of 5-Hydroxy-3',4',6,7-tetramethoxyflavone

There total 14 articles about 5-Hydroxy-3',4',6,7-tetramethoxyflavone 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: 100.0%

sinensetin (2306-27-6,27181-91-5) → 5-desmethylsinensetin (21763-80-4)

Guidance literature:

With hydrogenchloride; ethanol; for 72h; Product distribution / selectivity; Heating / reflux;

Reference yield: 92.0%

5-acetoxy-2-(3,4-dimethoxy-phenyl)-6,7-dimethoxy-chromen-4-one (71372-29-7) → 5-desmethylsinensetin (21763-80-4)

Guidance literature:

With methanol; zinc;

DOI:10.1016/0040-4039(81)80090-1

Reference yield: 91.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-(3,4-dimethoxyphenyl)-5,6-dihydroxy-7-methoxy-4H-chromen-4-one (25782-23-4) → 5-desmethylsinensetin (21763-80-4)

Guidance literature:

In methanol; diethyl ether; at 25 ℃; for 1h;

DOI:10.1055/s-2003-38486

upstream raw materials:

3',4',5,6,7-pentahydroxyflavone

dimethyl sulfate

5-acetoxy-2-(3,4-dimethoxy-phenyl)-6,7-dimethoxy-chromen-4-one

diazomethane

Downstream raw materials:

2-(3,4-dimethoxy-phenyl)-5-hydroxy-6,7-dimethoxy-8-morpholin-4-ylmethyl-chromen-4-one

5-hydroxy-3',4',6,7,8-pentamethoxyflavone

3,3',4',5,6,7,8-heptamethoxyflavone

3-hydroxy-5,6,7,8,3′,4′-hexamethoxyflavone

Refernces

• 1、 Li, Wei,Liu, Kexiong,Su, Liang,Wang, Qiuan. "Synthesis and anti-proliferative activities of 5,6,7-trimethoxyflavones and their derivatives". supporting information. . Retrieved 2021/08/12.
• 2、 Li, Shiming,Pan, Min-Hsiung,Lai, Ching-Shu,Lo, Chih-Yu,Dushenkov, Slavik,Ho, Chi-Tang. "Isolation and syntheses of polymethoxyflavones and hydroxylated polymethoxyflavones as inhibitors of HL-60 cell lines". . p. 3381 - 3389. Retrieved 2008/02/07.