Hexamethylquercetagetin

Base Information

• Chemical Name: Hexamethylquercetagetin
• CAS No.: 1251-84-9
• Molecular Formula: C21H22O8
• Molecular Weight: 402.401
• Hs Code.: 2914509090
• NSC Number: 678108
• UNII: 5MF6VX27BO
• DSSTox Substance ID: DTXSID701301791
• Nikkaji Number: J128.865B
• Wikidata: Q27165376
• Metabolomics Workbench ID: 26101
• ChEMBL ID: CHEMBL225698
• Mol file: 1251-84-9.mol

Synonyms:3,5,6,7,3',4'-hexamethoxyflavone;3,5,6,7-Tetrahydroxy-2-(3,4-dihydroxyphenyl)-4H-1-benzopyran-4-one;quercetagetin;quercetogetin

Chemical Property of Hexamethylquercetagetin

Chemical Property:

• Vapor Pressure: 1.91E-13mmHg at 25°C
• Melting Point: 142-144 °C(Solv: ethanol (64-17-5))
• Boiling Point: 580.0±50.0 °C(Predicted)
• PSA: 85.59000
• Density: 1.30±0.1 g/cm3(Predicted)
• LogP: 3.51160
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 402.13146766
• Heavy Atom Count: 29
• Complexity: 606

Purity/Quality:

95%-98% ^*data from raw suppliers

Hexamethylquercetagetin >98% ^*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=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)OC)OC)OC

Technology Process of Hexamethylquercetagetin

There total 35 articles about Hexamethylquercetagetin 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: 90.7%

casticin (479-91-4) + N-methyl-N-nitrosotoluene-p-sulfonamide (80-11-5) → 3,5,6,7,3',4'-Hexamethoxyflavon (1251-84-9)

Guidance literature:

DOI:10.1021/np0300784

Reference yield: 85.0%

chrysoplenitin (603-56-5,69234-29-3) + methyl iodide (74-88-4) → 3,5,6,7,3',4'-Hexamethoxyflavon (1251-84-9)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 1h;

DOI:10.1016/j.bioorg.2020.104243

Reference yield: 79.0%

2'-hydroxy-3,4,4',5',6'-pentamethoxychalcone (65602-54-2) + dimethyl sulfate (77-78-1) → 3,5,6,7,3',4'-Hexamethoxyflavon (1251-84-9)

Guidance literature:

2'-hydroxy-3,4,4',5',6'-pentamethoxychalcone; With dihydrogen peroxide; sodium hydroxide; In methanol; water; at 20 ℃; for 0.333333h;

dimethyl sulfate; With potassium carbonate; In acetone; for 15h;

DOI:10.1080/14786419.2021.1961136

upstream raw materials:

diazomethane

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

dimethyl sulfate

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

Downstream raw materials:

gardenin B

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

5-desmethylsinensetin

artemetin

Refernces

• 1、 Bhardwaj, D. K.,Bisht, M. S.,Uain, S. C.,Mehta, C. K.,Sharma, G. C.. "QUERCETAGETIN 5-METHYL ETHER FROM THE PETALS OF TAGETES PATULA". . p. 713 - 714. Retrieved 1980.
• 2、 Boutefnouchet, Sabrina,Bouzidi, Chouaha,Cojean, Sandrine,Figadère, Bruno,Grougnet, Rapha?l,Maciuk, Alexandre,Michel, Sylvie,Ortiz, Sergio,Vásquez-Ocmín, Pedro G.. "Correlation study on methoxylation pattern of flavonoids and their heme-targeted antiplasmodial activity". . . Retrieved 2020/09/16.
• 3、 Wang, Ying,Hamburger, Matthias,Gueho, Joseph,Hostettmann, Kurt. "ANTIMICROBIAL FLAVONOIDS FROM PSIADIA TRINERVIA AND THEIR METHYLATED AND ACETYLATED DERIVATIVES". . p. 2323 - 2328. Retrieved 2007/10/02.