Dillenetin

Base Information

• Chemical Name: Dillenetin
• CAS No.: 3306-29-4
• Molecular Formula: C17H14 O7
• Molecular Weight: 330.294
• Hs Code.: 2914509090
• UNII: S3Z5LJ2T0Y
• DSSTox Substance ID: DTXSID80186715
• Nikkaji Number: J901F
• Wikidata: Q27288547
• Metabolomics Workbench ID: 25494
• ChEMBL ID: CHEMBL2043330
• Mol file: 3306-29-4.mol

Synonyms:Dillenetin;3306-29-4;3,4-Dimethoxy-3,5,7-trihydroxyflavone;3',4'-Dimethoxyquercetin;2-(3,4-dimethoxyphenyl)-3,5,7-trihydroxychromen-4-one;3',4'-Di-O-methylquercetin;UNII-S3Z5LJ2T0Y;S3Z5LJ2T0Y;2-(3,4-dimethoxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one;4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-3,5,7-trihydroxy-;3,5,7-Trihydroxy-3',4'-dimethoxyflavone;2-(3,4-Dimethoxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one;3',4'-O-dimethylquercetin;quercetin 3',4'-dimethyl ether;3',4'-dimethylquercetin;SCHEMBL3211188;CHEMBL2043330;DTXSID80186715;CHEBI:174458;LMPK12112411;5,7-Dihydroxy-3',4'-dimethoxyflavonol;QUERCETIN-3',4'-DIMETHYL ETHER;3,5,7-trihydroxy-3',4'-dimethoxy flavone;FT-0756769;Q27288547;2-(3,4-Dimethoxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one, 9CI

Chemical Property of Dillenetin

Chemical Property:

• Vapor Pressure: 3.02E-13mmHg at 25°C
• Boiling Point: 562.2°Cat760mmHg
• Flash Point: 209.5°C
• PSA: 109.36000
• Density: 1.507g/cm³
• LogP: 2.59400
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 330.07395278
• Heavy Atom Count: 24
• Complexity: 517

Purity/Quality:

99%min ^*data from raw suppliers

Dillenetin ^*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)O)O)O)OC

Technology Process of Dillenetin

There total 4 articles about Dillenetin 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: 91.0%

2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7-bis(methoxymethoxy)-4H-chromen-4-one (1393953-75-7) → 3',4'‐dimethoxyl‐3,5,7‐trihydroxyflavone (3306-29-4)

Guidance literature:

With hydrogenchloride; In diethyl ether; dichloromethane; water; at 0 - 25 ℃;

DOI:10.1016/j.ejmech.2012.04.044

Reference yield: 16.8%

quercetol (117-39-5,74893-81-5) + S-adenosyl-L-methionine (485-80-3,15519-60-5,60018-85-1,60018-86-2,79845-28-6) → 3',4'‐dimethoxyl‐3,5,7‐trihydroxyflavone (3306-29-4)

Guidance literature:

With sodium azide; T₁₃₃M and Y₃₂₆L mutant of isoeugenol phenylpropanoid O-methyltransferases from Clarkia breweri; In aq. buffer; at 30 ℃; for 240h; pH=7.5; regioselective reaction; Enzymatic reaction;

DOI:10.1002/cctc.202000471

Reference yield:

3',4'-di-O-methylquercetin-3-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranosyl-7-O-α-L-rhamnopyranosyl-(1→6)-β-D-galactopyranoside → 3',4'‐dimethoxyl‐3,5,7‐trihydroxyflavone (3306-29-4) + L-Rhamnose (3615-41-6,478518-52-4) + D-glucose (50-99-7) + D-Galactose (59-23-4)

Guidance literature:

With hydrogenchloride; water; In methanol; for 2h; Solvent;

DOI:10.1007/s10600-013-0632-y

upstream raw materials:

2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7-bis(methoxymethoxy)-4H-chromen-4-one

quercetol

S-adenosyl-L-methionine

Refernces

• 1、 Tang, Qingyun,Vianney, Yoanes M.,Weisz, Klaus,Grathwol, Christoph W.,Link, Andreas,Bornscheuer, Uwe T.,Pavlidis, Ioannis V.. "Influence of Substrate Binding Residues on the Substrate Scope and Regioselectivity of a Plant O-Methyltransferase against Flavonoids". . p. 3721 - 3727. Retrieved 2020/06/02.
• 2、 Shi, Zhi-Hao,Li, Nian-Guang,Tang, Yu-Ping,Wei-Li,Lian-Yin,Yang, Jian-Ping,Hao-Tang,Duan, Jin-Ao. "Metabolism-based synthesis, biologic evaluation and SARs analysis of O-methylated analogs of quercetin as thrombin inhibitors". experimental part. p. 210 - 222. Retrieved 2012/09/07.