Osajin

Base Information

• Chemical Name: Osajin
• CAS No.: 482-53-1
• Molecular Formula: C25H24 O5
• Molecular Weight: 404.463
• European Community (EC) Number: 801-203-4
• NSC Number: 21565
• UNII: 83R5N9X74B
• DSSTox Substance ID: DTXSID10964028
• Nikkaji Number: J13.174A
• Wikidata: Q27107586
• Metabolomics Workbench ID: 22338
• ChEMBL ID: CHEMBL238188
• Mol file: 482-53-1.mol

Synonyms:3'-deoxypomiferin;4H,8H-benzo(1,2-b:3,4-b')dipyran-4-one, 5-hydroxy-3-(p-hydroxyphenyl)-8,8-dimethyl-6-(3-methyl-2-butenyl)-;5'-O-demethylscandinone;osajin

Chemical Property of Osajin

Chemical Property:

• Vapor Pressure: 1.4E-16mmHg at 25°C
• Melting Point: 189° (uncorr), 193° (corr)
• Boiling Point: 632.3 °C at 760 mmHg
• PKA: 7.00±0.40(Predicted)
• Flash Point: 218.7 °C
• PSA: 79.90000
• Density: 1.258 g/cm³
• LogP: 5.56410
• Storage Temp.: ?20°C
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 404.16237386
• Heavy Atom Count: 30
• Complexity: 752

Purity/Quality:

Analysis control,HPLC≥98% ^*data from raw suppliers

Osajin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C2C(=C3C(=C1O)C(=O)C(=CO3)C4=CC=C(C=C4)O)C=CC(O2)(C)C)C
• Uses: Osajin is an inhibitor of carbonic anhydrase I and II isoenzymes for therapeutic application such as the treatment of glaucoma.

Technology Process of Osajin

There total 2 articles about Osajin 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:

6,8-diprenylgenistein (51225-28-6) → scandenone (4449-55-2) + osajin (482-53-1)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone;

DOI:10.1016/0031-9422(80)85140-5

Reference yield:

→ osajin (482-53-1)

Guidance literature:

Verb. 7, DDQ;

DOI:10.1021/jo00929a016

Reference yield: 86.0%

osajin (482-53-1) → C25H23NO7

Guidance literature:

With tetrabutylammomium bromide; nitric acid; In water; 1,2-dichloro-ethane; at 20 ℃; for 72h;

DOI:10.1016/j.fitote.2015.06.020

upstream raw materials:

6,8-diprenylgenistein

Downstream raw materials:

5-hydroxy-3-(4-methoxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-4H,8H-pyrano[2,3-f]chromen-4-one

7-(4-hydroxyphenyl)-2,2,10,10-tetramethyl-11,12-dihydro-2H-dipyrano[2,3-f:2',3'-h]chromen-8(10H)-one

4'-hydroxy-<6'',6''-dimethyldihydropyrano(2'',3'':5,6)>-<6''',6'''-dimethyldihydropyrano(2''',3''':7,8)>isoflavone

5-methoxy-3-(4-methoxy-phenyl)-8,8-dimethyl-6-(3-methyl-but-2-enyl)-8H-pyrano[2,3-f]chromen-4-one

Refernces