Licochalcone a

Base Information

• Chemical Name: Licochalcone a
• CAS No.: 58749-22-7
• Molecular Formula: C₂₁H₂₂O₄
• Molecular Weight: 338.403
• European Community (EC) Number: 635-678-2
• UNII: JTV5467968
• DSSTox Substance ID: DTXSID10904181
• Nikkaji Number: J1.732.008D,J14.698F
• Wikipedia: Licochalcone_A
• Wikidata: Q1644097
• NCI Thesaurus Code: C148179
• Pharos Ligand ID: 6QDDGGCUTYZK
• Metabolomics Workbench ID: 26899
• ChEMBL ID: CHEMBL139702
• Mol file: 58749-22-7.mol

Synonyms:3-dimethylallyl-4,4'-dihydroxy-6-methoxychalcone;licochalcone A

Chemical Property of Licochalcone a

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 5.88E-12mmHg at 25°C
• Melting Point: 100°
• Refractive Index: 1.61
• Boiling Point: 532.554 °C at 760 mmHg
• PKA: 7.82±0.15(Predicted)
• Flash Point: 186.946 °C
• PSA: 66.76000
• Density: 1.171 g/cm³
• LogP: 4.46610
• Storage Temp.: ?20°C
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 338.15180918
• Heavy Atom Count: 25
• Complexity: 488

Purity/Quality:

98%, ^*data from raw suppliers

Licochalcone A ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C=C)C1=C(C=C(C(=C1)C=CC(=O)C2=CC=C(C=C2)O)OC)O
• Isomeric SMILES: CC(C)(C=C)C1=C(C=C(C(=C1)/C=C/C(=O)C2=CC=C(C=C2)O)OC)O
• Recent ClinicalTrials: Effects of (Licochalcone A) and Paclitaxel on Human Oral Squamous Cell Carcinoma Cell Line
• Uses: Licochalcone A is an estrogenic flavonoid that induces apoptosis in multiple types of cancer cells. Licochalcone A applied to bone marrow mesenchymal stem cells (BMSC)-aggregate has strong osteogenetic differentiation thus providing a promising strategy in treating osteoporotic weight-bearing bone fractures with defects.

Technology Process of Licochalcone a

There total 16 articles about Licochalcone a 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: 86.0%

(2E)-1-(4-hydroxyphenyl)-3-{2-methoxy-4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-en-1-one (151410-32-1) → licochalcone A (87080-27-1,58749-22-7)

Guidance literature:

In ethanol; water; at 210 ℃; for 1.5h; under 30003 Torr; Microwave irradiation; Autoclave;

DOI:10.1055/s-0030-1258381

Reference yield:

C21H22O7S → licochalcone A (87080-27-1,58749-22-7)

Guidance literature:

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

DOI:10.3390/ijms22136893

Reference yield:

licochalcone A 4′-sulfate → licochalcone A (87080-27-1,58749-22-7)

Guidance literature:

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

DOI:10.3390/ijms22136893

upstream raw materials:

4-Hydroxy-2-methoxy-4'-(methoxymethoxy)-5-(α,α-dimethylallyl)chalcone

4,4'-diacetoxy-2-methoxy-5-(α,α-dimethylallyl)chalkone

2-hydroxy-4-(3-methylbut-2-enyloxy)benzaldehyde

2-methoxy-4-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde

Refernces

• 1、 -. "Synthetic method for licochalcone C". Page/Page column 10. . Retrieved 2016/10/09.
• 2、 Islam, Azizul,Hossain, M Amzad. "Synthesis of licochalkone-A". . p. 713 - 715. Retrieved 2007/10/02.