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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

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Certificados de análisis (COA)

Lot/Batch Number
BCCM7374
BCCM7372
BCCK9487
BCCK9285
BCCK6639

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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
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
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)
Sandra Monti et al.
Physical chemistry chemical physics : PCCP, 10(44), 6597-6606 (2008-11-08)
In the present contribution we address the study of the interaction of a flavonoid-derivative licochalcone A (LA) with human serum albumin (HSA). The application of circular dichroism, UV-Vis absorption, fluorescence and laser flash photolysis combined with molecular mechanics, molecular dynamics
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