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Merck

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

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About This Item

Empirical Formula (Hill Notation):
C21H22O4
CAS Number:
58749-22-7
Molecular Weight:
338.40
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD01417903

Key Documents

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Product Name

Licochalcone-A, Synthetic, An estrogenic flavonoid with anti-tumor and antiparasitic properties.

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

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

Quality Level

100

Related Categories

Biochem/physiol Actions

Cell permeable: no
Primary Target
Anti-tumor and antiparasitic properties
Product does not compete with ATP.
Reversible: no

Disclaimer

Toxicity: Harmful (C)

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.

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.

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.

Legal Information

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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