5-O-Methylgenistein

Base Information

• Chemical Name: 5-O-Methylgenistein
• CAS No.: 4569-98-6
• Molecular Formula: C16H12O5
• Molecular Weight: 284.268
• Hs Code.: 2914509090
• European Community (EC) Number: 803-860-2
• UNII: Q2UG76ML8U
• DSSTox Substance ID: DTXSID00196598
• Nikkaji Number: J623.017B
• Wikipedia: 5-O-Methylgenistein
• Wikidata: Q4639636
• Metabolomics Workbench ID: 22475
• ChEMBL ID: CHEMBL1479463
• Mol file: 4569-98-6.mol

Synonyms:5-O-Methylgenistein;Isoprunetin;4569-98-6;5--O-Methylgenistein;Q2UG76ML8U;7-Hydroxy-3-(4-hydroxyphenyl)-5-methoxy-4H-1-benzopyran-4-one;7-hydroxy-3-(4-hydroxyphenyl)-5-methoxychromen-4-one;UNII-Q2UG76ML8U;4H-1-Benzopyran-4-one, 7-hydroxy-3-(4-hydroxyphenyl)-5-methoxy-;7-Hydroxy-3-(4-hydroxyphenyl)-5-methoxy-4H-chromen-4-one;4',7-Dihydroxy-5-methoxyisoflavone;5-methoxydaidzein;MLS000877004;MEGxp0_000246;SCHEMBL2146848;CHEMBL1479463;ACon1_000367;DTXSID00196598;HMS2270K04;LMPK12050338;Isoprunetin, >=95% (LC/MS-ELSD);NCGC00169144-01;SMR000440622;ISOFLAVONE, 4',7-DIHYDROXY-5-METHOXY-;Q4639636;BRD-K92298498-001-01-1

Chemical Property of 5-O-Methylgenistein

Chemical Property:

• Vapor Pressure: 1.68E-13mmHg at 25°C
• Boiling Point: 567.9°Cat760mmHg
• Flash Point: 218.3°C
• PSA: 79.90000
• Density: 1.42g/cm³
• LogP: 2.87980
• Storage Temp.: ?20°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 284.06847348
• Heavy Atom Count: 21
• Complexity: 424

Purity/Quality:

Analysis control,98.0% ^*data from raw suppliers

Isoprunetin ≥95% (LC/MS-ELSD) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,N
• Statements: 25-50
• Safety Statements: 45-61

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=CC2=C1C(=O)C(=CO2)C3=CC=C(C=C3)O)O

Technology Process of 5-O-Methylgenistein

There total 13 articles about 5-O-Methylgenistein 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: 81.0%

4'-benzyloxy-7-hydroxy-5-methoxyisoflavone (119692-04-5) → 7-hydroxy-3-(4-hydroxy-phenyl)-5-methoxy-chromen-4-one (4569-98-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 48h; Ambient temperature;

Reference yield: 68.8%

5-O-methylgenistein-7-O-β-D-glucopyranoside (128856-77-9) → 7-hydroxy-3-(4-hydroxy-phenyl)-5-methoxy-chromen-4-one (4569-98-6)

Guidance literature:

With sulfonated graphene oxide nanosheets; In water; ethylene glycol; at 105 ℃; for 8h; Reagent/catalyst; Sealed tube;

DOI:10.1002/cctc.201402100

Reference yield:

7-[(2S,3R,4S,5S,6R)-6-((2R,3R,4R)-3,4-Dihydroxy-4-hydroxymethyl-tetrahydro-furan-2-yloxymethyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-3-(4-hydroxy-phenyl)-5-methoxy-chromen-4-one → 7-hydroxy-3-(4-hydroxy-phenyl)-5-methoxy-chromen-4-one (4569-98-6)

Guidance literature:

With hydrogenchloride; for 0.5h; Heating;

DOI:10.1016/S0031-9422(97)00950-3

upstream raw materials:

7-hydroxy-3-(4-hydroxy-phenyl)-5-methoxy-4-oxo-4H-chromene-2-carboxylic acid

5-O-methylgenistein diacetate

7-benzyloxy-3-(4-benzyloxy-phenyl)-5-methoxy-chromen-4-one

4'-benzyloxy-7-hydroxy-5-methoxyisoflavone

Downstream raw materials:

4',5,7-trimethoxyisoflavone

5-O-methylgenistein diacetate

Refernces

• 1、 Ma, Wei Guang,Fukushi, Yukiharu,Hostettmann, Kurt,Tahara, Satoshi. "Isoflavonoid glycosides from Eriosema tuberosum". . p. 251 - 254. Retrieved 2007/10/03.