435800

Licochalcone-A, Synthetic

≥96% (HPLC), estrogenic flavonoid, solid

• Synonym(s): Licochalcone-A, Synthetic, (E)-3-[5-(1,1-Dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)-2-propen-1-one
• Empirical Formula (Hill Notation): C₂₁H₂₂O₄
• CAS Number: 58749-22-7
• Molecular Weight: 338.40
• MDL number: MFCD01417903
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Product Name: Licochalcone-A, Synthetic, An estrogenic flavonoid with anti-tumor and antiparasitic properties.
• Quality Level: 100
• assay: ≥96% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: yellow
• solubility: DMSO: 10 mg/mL; ethanol: soluble
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: O(C)c1c(cc(c(c1)O)C(C)(C)C=C)\C=C\C(=O)c2ccc(cc2)O
• InChI: 1S/C21H22O4/c1-5-21(2,3)17-12-15(20(25-4)13-19(17)24)8-11-18(23)14-6-9-16(22)10-7-14/h5-13,22,24H,1H2,2-4H3/b11-8+
• InChI key: KAZSKMJFUPEHHW-DHZHZOJOSA-N

Description

General description

An estrogenic flavanoid with anti-tumor and anti-parasitic properties. Shown to reduce Bcl-2 protein expression and induce apoptosis in several human cancer cell lines. Also induces cell differentiation and enhances the effect of paclitaxel and vinblastine chemotherapy. Reported to interfere with parasite mitochondrial electron transport chain and energy metabolism.

An estrogenic flavonoid with anti-tumor and antiparasitic properties. Shown to reduce Bcl-2 protein expression and induce apoptosis in several human cancer cell lines. Also induces cell differentiation, exhibits anti-tumor activity, and enhances the effect of Paclitaxel (Cat. No. 580555) and Vinblastine (Cat. No. 677175) chemotherapy. Reported to interfere with parasite mitochondrial electron transport chain and energy metabolism.

Biochem/physiol Actions

Cell permeable: no

Primary Target
Anti-tumor and antiparasitic properties

Product does not compete with ATP.

Reversible: no

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution aliquot and freeze at -20°C. Stock solutions are stable for up to 6 months at -20°C.

Further dilute 1:10 with aqueous buffer or medium just prior to use.

Other Notes

Rafi, M.M., et al. 2000. Anticancer Res. 20, 2653.
Zhai, L., et al. 1999. J. Antimicrob. Chemother. 43, 793.
Haraguchi, H., et al. 1998. Phytochemistry 48, 125.
Park, E.J., et al. 1998. Planta Med. 64, 464.
Chen, M., et al. 1994. Antimicrob. Agents Chemother. 38, 1470.
Chen, M., et al. 1993. Antimicrob. Agents. Chemother. 37, 2550.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Harmful (C)

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302 + H312 + H332
• pcodes: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable