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68783

Sigma-Aldrich

Licochalcone A

≥96.0% (HPLC)

Synonym(s):

(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

Empirical Formula (Hill Notation):
C21H22O4
CAS Number:
58749-22-7
Molecular Weight:
338.40
Beilstein:
4534154
MDL number:
MFCD01417903
UNSPSC Code:
41116107
PubChem Substance ID:
329761160
NACRES:
NA.77

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

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Yue Fu et al.
Biochemical and biophysical research communications, 322(1), 263-270 (2004-08-18)
Licochalcone (LA) is a novel estrogenic flavonoid isolated from PC-SPES composition herb licorice root that was reported to show significant antitumor activity in various malignant human cell lines. To better understand its anti-CaP activities, we have investigated LA-elicited growth control
Yang Wang et al.
Applied microbiology and biotechnology (2018-09-14)
Streptococcus suis (S. suis) is a major swine pathogen and an important zoonotic agent. Like most pathogens, the ability of S. suis to form biofilms plays a significant role in its virulence and drug resistance. A better understanding of the
Hai-Yan Quan et al.
Journal of agricultural and food chemistry, 60(20), 5112-5120 (2012-05-09)
Licochalcone A (LA) has been shown to exert multiple pharmacological effects, including anti-inflammatory, antiparasitic, antifungal, anticancer, and osteogenic activities. The present study investigated the ability of LA to suppress the differentiation of 3T3-L1 preadipocytes, and its antiobesity activity was explored
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
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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