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Merck
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Key Documents

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68783

Sigma-Aldrich

Licochalcone A

≥96.0% (HPLC)

Sinónimos:

(E)-3-[5-(1,1-Dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)-2-propen-1-one, 4′,4-Dihydroxy-3-α,α-dimethylallyl-6-methoxychalcone

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About This Item

Fórmula empírica (notación de Hill):
C21H22O4
Número de CAS:
58749-22-7
Peso molecular:
338.40
Beilstein/REAXYS Number:
4534154
MDL number:
MFCD01417903
UNSPSC Code:
41116107
PubChem Substance ID:
329761160
NACRES:
NA.77

Quality Level

100

assay

≥96.0% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

COc1cc(O)c(cc1\C=C\C(=O)c2ccc(O)cc2)C(C)(C)C=C

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

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General description

Licochalcone A is a potent membrane-active agent that transforms normal erythrocytes into echinocytes. A novel flavanoid which has demonstrated significant antitumor activity.

Biochem/physiol Actions

Inhibits vegetative growth of spore-forming bacteria, B. subtilis and other food-contaminating microorganisms.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Xiu-ying Xiao et al.
Cancer letters, 302(1), 69-75 (2011-01-11)
The aim of this study was to determine the anticancer effects of seven licorice compounds in MKN-28, AGS, and MKN-45 gastric cancer cells and human gastric epithelium immortalized cells. We also explored the mechanism of action of licochalcone A (LCA)
Ryo-Ichi Tsukiyama et al.
Antimicrobial agents and chemotherapy, 46(5), 1226-1230 (2002-04-18)
Licochalcone A was isolated from the roots of licorice, Glycyrrhiza inflata, which has various uses in the food and pharmaceutical industries; isolation was followed by extraction with ethanol and column chromatography with silica gel. In this study, the activities of
M Udompataikul et al.
Journal of the European Academy of Dermatology and Venereology : JEADV, 25(6), 660-665 (2010-09-16)
Although moisturizer usage has been considered a mainstay of treatment for atopic dermatitis (AD) patients, few clinical studies have been investigated. Recently, moisturizers containing non-steroidal anti-inflammatory agents, such as licochalcone A (LA) and vitamin B(12) are of emerging interest. To
Ewelina Szliszka et al.
International journal of molecular sciences, 11(1), 1-13 (2010-02-18)
Chalcones exhibit chemopreventive and antitumor effects. Tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) is a naturally occurring anticancer agent that induces apoptosis in cancer cells and is not toxic to normal cells. We examined the cytotoxic and apoptotic effect of five
Jin-Kyung Kim et al.
Journal of molecular medicine (Berlin, Germany), 88(8), 829-838 (2010-04-13)
Licochalcone A (LicA), a major phenolic constituent of licorice, has antiproliferative and anti-inflammatory properties in human and murine cell lines. We previously showed that LicA down-regulates the expression of cyclooxygenase (COX)-2 and inducible nitric oxide synthase (iNOS) via the modulation
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