Dihydrogenistein

Base Information

• Chemical Name: Dihydrogenistein
• CAS No.: 21554-71-2
• Molecular Formula: C15H12O5
• Molecular Weight: 272.257
• UNII: 5G1514R22R
• DSSTox Substance ID: DTXSID80904153
• Nikkaji Number: J710.918K
• Wikidata: Q27116235
• Metabolomics Workbench ID: 38787
• ChEMBL ID: CHEMBL209856
• Mol file: 21554-71-2.mol

Synonyms:Dihydrogenistein;21554-71-2;4',5,7-Trihydroxyisoflavan-4-one;5,7-Dihydroxy-3-(4-hydroxyphenyl)chroman-4-one;5,7,4'-trihydroxyisoflavanone;CHEBI:34707;4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-3-(4-hydroxyphenyl)-;5G1514R22R;5,7-dihydroxy-3-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one;5,7-Dihydroxy-3-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one;4',5,7-trihydroxyisoflavanone;Oprea1_192406;SCHEMBL678189;CHEMBL209856;UNII-5G1514R22R;4',5,7-trihydroxy-Isoflavanone;DTXSID80904153;UQGVUYNHDKMLSE-UHFFFAOYSA-N;FT-0696047;Q27116235;2,3-dihydro-5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;5,7-dihydroxy-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Chemical Property of Dihydrogenistein

Chemical Property:

• Boiling Point: 577.9±50.0 °C(Predicted)
• PKA: 7.52±0.40(Predicted)
• PSA: 86.99000
• Density: 1.485±0.06 g/cm3(Predicted)
• LogP: 2.16230
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 272.06847348
• Heavy Atom Count: 20
• Complexity: 363

Purity/Quality:

99% ^*data from raw suppliers

Dihydrogenistein ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(=O)C2=C(C=C(C=C2O1)O)O)C3=CC=C(C=C3)O
• Uses: Dihydrogenistein is a derivative of Genistein (G350000), a compound that exhibits specific inhibitory activity against tyrosine kinases,including autophosphorylation of epidermal growth factor recepto r kinase. Dihydrogenistein is a derivative of Genistein (G350000), a compound that exhibits specific inhibitory activity against tyrosine kinases,including autophosphorylation of epidermal growth factor receptor kinase.

Technology Process of Dihydrogenistein

There total 4 articles about Dihydrogenistein 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: 90.0%

5,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-on (446-72-0) → dihydrogenistein (21554-71-2) + (3S,4R)-3-(4-Hydroxy-phenyl)-chroman-4,5,7-triol (124093-22-7)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; Ambient temperature;

Reference yield: 59.0%

5,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-on (446-72-0) → dihydrogenistein (21554-71-2)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol;

DOI:10.1097/00005344-200209000-00009

Reference yield:

→ dihydrogenistein (21554-71-2)

Guidance literature:

With hydrogen iodide; phenol;

upstream raw materials:

5,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-on

Refernces

• 1、 -. "Therapeutic methods and compositions involving isoflavones". . . Retrieved 2008/06/13.
• 2、 Waehaelae, K.,Hase, T. A.. "HYDROGEN TRANSFER REDUCTION OF ISOFLAVONES". . p. 183 - 186. Retrieved 2007/10/02.