5,7-Dihydroxy-3',4',5'-trimethoxyflavone

Base Information

• Chemical Name: 5,7-Dihydroxy-3',4',5'-trimethoxyflavone
• CAS No.: 18103-42-9
• Molecular Formula: C18H16 O7
• Molecular Weight: 344.321
• Hs Code.: 2914509090
• European Community (EC) Number: 242-001-0
• NSC Number: 123410
• UNII: 2J9JJ5N2H7
• DSSTox Substance ID: DTXSID70171059
• Nikkaji Number: J146.455H
• Wikidata: Q27105170
• Metabolomics Workbench ID: 23963
• ChEMBL ID: CHEMBL486590
• Mol file: 18103-42-9.mol

Synonyms:5,7-Dihydroxy-3',4',5'-trimethoxyflavone;18103-42-9;tricetin 3',4',5'-trimethyl ether;3',4',5'-O-trimethyltricetin;5,7-dihydroxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one;Tricin 4'-Methyl Ether;5,7-Dihydroxy-2-(3,4,5-trimethoxyphenyl)-4-benzopyrone;Flavone, 5,7-dihydroxy-3',4',5'-trimethoxy-;NSC-123410;4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(3,4,5-trimethoxyphenyl)-;MLS002707300;2J9JJ5N2H7;5,7-Dihydroxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one;CHEBI:543745;EINECS 242-001-0;NSC123410;NSC 123410;5, 7-Dihydroxy-3',4',5'-trimethoxyflavone;5,7-Dihydroxy-3',4',5'-trimethoxy flavone;5,7-dihydroxy-2-(3,4,5-trimethoxyphenyl)-4H-1-benzopyran-4-one;5-7-dihydroxy-3-4-5-trimethoxyflavone;5,7-Dihydroxy-3',4',5'-trimethoxyflavon;UNII-2J9JJ5N2H7;5,4',5'-trimethoxyflavone;5,4',5'-trimethoxy flavone;3',4',5'-Trimethoxytricetin;CHEMBL486590;SCHEMBL4918477;DTXSID70171059;CPCPHNWWTJLXKQ-UHFFFAOYSA-N;LMPK12110880;MFCD00016924;AKOS025287600;SMR001574694;XD161933;3',4',5'-TRI-O-METHYL-TRICETIN;5,7-Dihydroxy-3?,4?,5?-Trimethoxyflavone;Flavone,7-dihydroxy-3',4',5'-trimethoxy-;FT-0756628;5,7-Dihydroxy-3',4',5'-trimethoxy-Flavone;C19807;5,7-Dihydroxy-3/',4/',5/'-trimethoxyflavone;Q27105170;Flavone, 5,7-dihydroxy-3',4',5'-trimethoxy- (8CI);4H-1-Benzopyran-4-one,7-dihydroxy-2-(3,4,5-trimethoxyphenyl)-;5,7-Dihydroxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one #

Chemical Property of 5,7-Dihydroxy-3',4',5'-trimethoxyflavone

Chemical Property:

• Melting Point: 266-276°C
• Boiling Point: 562.4°Cat760mmHg
• Flash Point: 206.2°C
• PSA: 98.36000
• Density: 1.387g/cm³
• LogP: 2.89700
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 344.08960285
• Heavy Atom Count: 25
• Complexity: 506

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tricin4'-MethylEther 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C2=CC(=O)C3=C(C=C(C=C3O2)O)O

Technology Process of 5,7-Dihydroxy-3',4',5'-trimethoxyflavone

There total 17 articles about 5,7-Dihydroxy-3',4',5'-trimethoxyflavone 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%

ethyl trimethoxybenzoyl acetate (3044-56-2) + 3,5-dihydroxyphenol (108-73-6) → 5,7-dihydroxy-3',4',5'-trimethoxyflavone (18103-42-9)

Guidance literature:

for 0.116667h; microwave irradiation;

DOI:10.1021/jo048685z

Reference yield: 83.0%

4,6-bis(methoxymethyl)-2-(3,4,5-trimethoxybenzoyloxy)acetophenone → 5,7-dihydroxy-3',4',5'-trimethoxyflavone (18103-42-9)

Guidance literature:

4,6-bis(methoxymethyl)-2-(3,4,5-trimethoxybenzoyloxy)acetophenone; With potassium hydroxide; In pyridine; at 50 ℃; for 0.333333h;

With acetic acid; In pyridine; water; for 0.5h;

With hydrogenchloride; In methanol; Reflux;

DOI:10.2174/1570178611999140206115633

Reference yield: 50.0%

5,7-dihydroxy-3-(3,4,5-trimethoxybenzoyl)-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one (859085-75-9) → 5,7-dihydroxy-3',4',5'-trimethoxyflavone (18103-42-9)

Guidance literature:

With potassium hydroxide; In water; Reflux;

DOI:10.1039/c8ra01606b

upstream raw materials:

ethyl trimethoxybenzoyl acetate

3,5-dihydroxyphenol

2,4,6-trihydroxyacetophenone

3,4,5-trimethoxybenzoic anhydride

Downstream raw materials:

5,7-diacetoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one

5-hydroxy-7-methoxy-2-(3',4',5'-trimethoxyphenyl)-4H-chromen-4-one

tricetin

5,7,4'trihydroxy-3',5'-dimethoxyflavone

Refernces

• 1、 Zhang, Wenxuan,Xue, Wenjie,Jia, Yuqing,Wen, Gang,Lian, Xu,Shen, Jing,Liu, Ailin,Wu, Song. "A concise synthesis of (±)-7-O-galloyltricetiflavan". . p. 14389 - 14392. Retrieved 2018/04/26.
• 2、 Pandurangan. "A new synthesis for acacetin, chrysoeriol, diosmetin, tricin and other hydroxylated flavones by modified Baker-Venkataraman transformation". . p. 225 - 229. Retrieved 2014/05/20.