Auriculatin

Base Information

• Chemical Name: Auriculatin
• CAS No.: 20387-73-9
• Molecular Formula: C₂₅H₂₄O₆
• Molecular Weight: 420.462
• NSC Number: 285657
• UNII: S9EN4D8F6C
• DSSTox Substance ID: DTXSID10174322
• Nikkaji Number: J19.710F
• Wikidata: Q83044398
• Metabolomics Workbench ID: 22452
• ChEMBL ID: CHEMBL4217183
• Mol file: 20387-73-9.mol

Synonyms:AURICULATIN;20387-73-9;7-(2,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one;NSC285657;S9EN4D8F6C;NSC 285657;NSC-285657;7-(2,4-Dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methyl-2-butenyl)-2H,6H-benzo[1,2-b;UNII-S9EN4D8F6C;SCHEMBL3130630;CHEMBL4217183;DTXSID10174322;CHEBI:178567;LMPK12050315;XA161660;2H,6H-BENZO(1,2-B:5,4-B')DIPYRAN-6-ONE, 7-(2,4-DIHYDROXYPHENYL)-5-HYDROXY-2,2-DIMETHYL-10-(3-METHYL-2-BUTENYL)-;7-(2,4-DIHYDROXYPHENYL)-5-HYDROXY-2,2-DIMETHYL-10-(3-METHYL-2-BUTENYL)-2H,6H-BENZO(1,2-B:5,4-B')DIPYRAN-6-ONE;7-(2,4-Dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-en-1-yl)-2H,6H-pyrano[3,2-g]chromen-6-one;NCGC00384972-01!7-(2,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one

Chemical Property of Auriculatin

Chemical Property:

• Vapor Pressure: 1.47E-18mmHg at 25°C
• Boiling Point: 669.9°Cat760mmHg
• Flash Point: 231.9°C
• PSA: 100.13000
• Density: 1.314g/cm³
• LogP: 5.26970
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 420.15728848
• Heavy Atom Count: 31
• Complexity: 792

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C2C(=C(C3=C1OC=C(C3=O)C4=C(C=C(C=C4)O)O)O)C=CC(O2)(C)C)C

Technology Process of Auriculatin

There total 1 articles about Auriculatin 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:

erysenegalensein I → auriculation (20387-73-9)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In ethyl acetate; at 0 ℃; for 1.5h;

DOI:10.1055/s-2006-959446

Reference yield: 5.0%

auriculation (20387-73-9) → erysenegalensin F + 3'',4''-2''',3'''-diepoxyauriculatin

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1016/S0031-9422(00)86896-X

Reference yield: 2.2%

auriculation (20387-73-9) → erysenegalensin G + 3'',4''-2''',3'''-diepoxywarangalone + 2''',3'''-epoxy-3'',4''-dihydroxywarangalone

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/S0031-9422(00)86896-X

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