Licochalcone B

Base Information

• Chemical Name: Licochalcone B
• CAS No.: 58749-23-8
• Molecular Formula: C16H14 O5
• Molecular Weight: 286.284
• UNII: G7383L14F6
• DSSTox Substance ID: DTXSID601317442
• Nikkaji Number: J14.699D
• Wikidata: Q27278876
• Metabolomics Workbench ID: 26909
• ChEMBL ID: CHEMBL2437372
• Mol file: 58749-23-8.mol

Synonyms:licochalcone B

Chemical Property of Licochalcone B

Chemical Property:

• Vapor Pressure: 9.95E-13mmHg at 25°C
• Melting Point: 196-197℃
• Boiling Point: 550.5°Cat760mmHg
• PKA: 7.80±0.15(Predicted)
• Flash Point: 208.5°C
• PSA: 86.99000
• Density: 1.369g/cm³
• LogP: 2.70810
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 286.08412354
• Heavy Atom Count: 21
• Complexity: 373

Purity/Quality:

98%,99%, ^*data from raw suppliers

Licochalcone?B(NewProduct) 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1O)O)C=CC(=O)C2=CC=C(C=C2)O
• Isomeric SMILES: COC1=C(C=CC(=C1O)O)/C=C/C(=O)C2=CC=C(C=C2)O
• Uses: Licochalcone B has anti-tumor, anti-inflammatory, and antioxidant effects.It can be used for content determination, identification, pharmacological experiments, etc.

Technology Process of Licochalcone B

There total 12 articles about Licochalcone B 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: 83.7%

3-[3,4-bis (ethoxymethoxy)-2-methoxyphenyl]-1-[(4-tetrahydro-2H-pyran-2-yloxy)phenyl]prop-2-en-1-one (1528738-93-3) → licochalcone B (58749-23-8)

Guidance literature:

With Dowex 50X₂ resin; In methanol; at 20 ℃; for 15h;

DOI:10.1016/j.bmcl.2013.11.044

Reference yield: 62.0%

2-methoxy-3,4-bis(methoxymethoxy)benzaldehyde + 4-Hydroxyacetophenone (99-93-4) → licochalcone B (58749-23-8)

Guidance literature:

With hydrogenchloride; In ethanol; at 0 - 20 ℃; Cooling with ice;

DOI:10.5012/bkcs.2013.34.12.3906

Reference yield:

licochalcone B 3-sulfate → licochalcone B (58749-23-8)

Guidance literature:

With hydrogenchloride; In methanol; water; at 20 ℃;

DOI:10.3390/ijms22136893

upstream raw materials:

(E)-3-(2-Methoxy-3,4-bis-methoxymethoxy-phenyl)-1-(4-methoxymethoxy-phenyl)-propenone

2,3,4-trihydroxybenzylaldehyde

1-[4-(methoxymethoxy)phenyl]-1-ethanone

2-hydroxy-3,4-bis(methoxymethoxy)benzaldehyde

Refernces

• 1、 -. "Novel licochalcone analogue compounds having anti-inflammatory activity". . . Retrieved 2020/04/01.
• 2、 Wang, Zengtao,Liu, Zhiguo,Cao, Yongkai,Paudel, Suresh,Yoon, Goo,Cheon, Seung Hoon. "Short and efficient synthesis of licochalcone b and d through acid-Mediated claisen-Schmidt condensation". . p. 3906 - 3908. Retrieved 2014/01/17.