Licochalcone A CAS: 58749-22-7
MF: C21H22O4
MW: 338.40
A flavonoid capable of inhibiting Bcl-2 expression and inducing apoptosis.

Licochalcone A (CAS 58749-22-7)

Licochalcone A | CAS 58749-22-7 is rated 4.0 out of 5 by 1.
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Synonym: E)-3-[5-(1,1-Dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)-2-propen-1-one
Application: A flavonoid capable of inhibiting Bcl-2 expression and inducing apoptosis
CAS Number: 58749-22-7
Purity: ≥96%
Molecular Weight: 338.40
Molecular Formula: C21H22O4
* Refer to Certificate of Analysis for lot specific data (including water content).
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Licochalcone A, Synthetic is an estrogenic flavanoid originally derived from licorice root (Glycyrrhiza glabra). Licochalcone-A has displayed the ability to reduce Bcl-2 protein expression and induce apoptosis in several human cancer cell lines. Licochalcone-A also induces cell differentiation, exhibits antibacterial, antiinflammatory and antitumor activity. It has been reported to interfere with parasite mitochondrial electron transport chain and energy metabolism, and also to inhibitin vitro growth of the human malaria parasite Plasmodium falciparum. There is also evidence that licochalcone-A can regulate rat vascular smooth muscle cell proliferation.


References

1. Chen, M., et al. 1994. Antimicrob. Agents Chemother. 38: 1470-1475. PMID: 7979274
2. Papapetropoulos, A., et al. 1996. Br. J. Pharmacol. 117: 147-155. PMID: 8825356
3. Haraguchi, H., et al. 1998. Phytochemistry. 48: 125-129. PMID: 9621457
4. Park, E.J., et al. 1998. Planta Med. 64: 464-466. PMID: 9690352
5. Zhai, L., et al. 1999. J. Antimicrob. Chemother. 43: 793-803. PMID: 10404318
6. Rafi, M.M., et al. 2000. Anticancer Res. 20: 2653-2658. PMID: 10953339
7. Tsukiyama, R., et al. 2002. Antimicrob. Agents Chemother. 46: 1226-1230. PMID: 11959549
8. Fu, Y., et al. 2004. Biochem. Biophys. Res. Commun. 322: 263-270. PMID: 15313200
9. Park, J.H., et al. 2008. Biol. Pharm. Bull. 31: 1996-2000. PMID: 18981562
10. Cui, Y., et al. 2008. Z. Naturforsch., C, J. Biosci. 63: 361-365. PMID: 18669021
11. Qiu, J., et al. 2010. FEMS Microbiol Lett. PMID: 20412304

Physical State :
Solid
Derived From :
Synthetic
Solubility :
Soluble in DMSO (10 mg/mL), and 100% ethanol.
Storage :
Store at -20° C
Melting Point :
198.85° C (Predicted)
Boiling Point :
~532.6° C at 760 mmHg (Predicted)
Density :
~1.2 g/cm3 (Predicted)
Refractive Index :
n20D 1.61 (Predicted)
IC50 :
Plasmodium yoelii yoelii: IC50 = 0.93 nM; Leishmania donovani: IC50 = 650 nM; Leishmania major: IC50 = 4 µM; Protein-tyrosine phosphatase 1B: IC50 = 19.1 µM (human)
pK Values :
pKa: 7.82 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
UB8755000
PubChem CID :
5318998
Merck Index :
14: 5479
MDL Number :
MFCD01417903
Beilstein Registry :
4534154
SMILES :
CC(C)(C=C)C1=C(C=C(C(=C1)/C=C/C(=O)C2=CC=C(C=C2)O)OC)O

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Certificate of Analysis

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Licochalcone A  Product Citations

See how others have used Licochalcone A. Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 31269698  2019. Molecules. 24:

Citations 1 to 1 of 1 total
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Rated 4 out of 5 by from A decrease in Cdc2 p34 protein expression A decrease in Cdc2 p34 protein expression was observed by WB in PC-3 cells post treatment with Licochalcone-A. -SCBT QC
Date published: 2015-03-02
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