Licoricone

Base Information

• Chemical Name: Licoricone
• CAS No.: 51847-92-8
• Molecular Formula: C22H22O6
• Molecular Weight: 382.413
• UNII: T8X3270QWW
• DSSTox Substance ID: DTXSID20966174
• Nikkaji Number: J12.937B
• Wikidata: Q27137435
• Metabolomics Workbench ID: 22207
• ChEMBL ID: CHEMBL4067137
• Mol file: 51847-92-8.mol

Synonyms:Licoricone;51847-92-8;UNII-T8X3270QWW;T8X3270QWW;7-hydroxy-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-enyl)phenyl]chromen-4-one;CHEBI:69094;4H-1-Benzopyran-4-one, 7-hydroxy-3-(6-hydroxy-2,4-dimethoxy-3-(3-methyl-2-butenyl)phenyl)-;7-hydroxy-3-(6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl)-4H-chromen-4-one;4H-1-BENZOPYRAN-4-ONE, 7-HYDROXY-3-(6-HYDROXY-2,4-DIMETHOXY-3-(3-METHYL-2-BUTEN-1-YL)PHENYL)-;7-hydroxy-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]-4H-chromen-4-one;CHEMBL4067137;DTXSID20966174;BCA84792;HY-N3386;LMPK12050069;AKOS032949107;7-Hydroxy-3-[6-hydroxy-2,4-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-1-benzopyran-4-one;MS-26264;CS-0024066;C17765;2',7-Dihydroxy-4',6'-dimethoxy-3'-prenylisoflavone;Q27137435;7-Hydroxy-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]-4H-1-benzopyran-4-one

Chemical Property of Licoricone

Chemical Property:

• Vapor Pressure: 2.91E-15mmHg at 25°C
• Melting Point: 250-251℃
• Boiling Point: 605.6°C at 760 mmHg
• PKA: 6.80±0.20(Predicted)
• Flash Point: 212.9°C
• PSA: 89.13000
• Density: 1.275g/cm³
• LogP: 4.39710
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 382.14163842
• Heavy Atom Count: 28
• Complexity: 623

Purity/Quality:

98%Min ^*data from raw suppliers

Licoricone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C(C=C(C(=C1OC)C2=COC3=C(C2=O)C=CC(=C3)O)O)OC)C

Technology Process of Licoricone

There total 5 articles about Licoricone 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: 51.0%

6',7-bis(benzoyloxy)-2',4'-dimethoxy-3'-(3-methyl-2-butenyl)isoflavone (89966-12-1) → licoricone (51847-92-8)

Guidance literature:

With sodium hydroxide; In methanol; at 55 ℃; for 2h;

Reference yield:

6',7-bis(benzyloxy)-2',4'-dimethoxyisoflavone (89966-04-1) → licoricone (51847-92-8)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / 10percent Pd/C / methanol; ethyl acetate

2: pyridine / 63 °C

3: 12 percent

4: aq. alkali

With pyridine; hydrogen; palladium on activated charcoal; In methanol; ethyl acetate;

Reference yield:

2-methyl-3-buten-2-ol (115-18-4) → licoricone (51847-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 12 percent

2: aq. alkali

With aq. alkali;

upstream raw materials:

6',7-bis(benzoyloxy)-2',4'-dimethoxy-3'-(3-methyl-2-butenyl)isoflavone

2-methyl-3-buten-2-ol

6',7-dihydroxy-2',4'-dimethoxyisoflavone

6',7-bis(benzyloxy)-2',4'-dimethoxyisoflavone

Downstream raw materials:

2',4',6',7-tetramethoxy-3'-(3-methyl-2-butenyl)isoflavone

6',7-diacetoxy-2',4'-dimethoxy-3'-(3-methyl-2-butenyl)isoflavone

Refernces

• 1、 Tsukayama, Masao,Fujimoto, Kunihiro,Horie, Tokunaru,Masumura, Mitsuo,Nakayama, Mitsuru. "SYNTHESES OF LICORICONE AND ITS ISOMER". . p. 261 - 264. Retrieved 2007/10/02.