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68783

Sigma-Aldrich

Licochalcone A

≥96.0% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C21H22O4
Numéro CAS:
58749-22-7
Poids moléculaire :
338.40
Numéro Beilstein :
4534154
Numéro MDL:
MFCD01417903
Code UNSPSC :
41116107
ID de substance PubChem :
329761160
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥96.0% (HPLC)

Forme

powder

Température de stockage

−20°C

Chaîne SMILES 

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+

Clé InChI

KAZSKMJFUPEHHW-DHZHZOJOSA-N

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Description générale

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

Actions biochimiques/physiologiques

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

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302 + H312 + H332

Classification des risques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Xiao Chu et al.
Journal of agricultural and food chemistry, 60(15), 3947-3954 (2012-03-10)
Licochalcone A (Lico A), a flavonoid found in licorice root (Glycyrrhiza glabra), is known for its antimicrobial activity and its reported ability to inhibit cancer cell proliferation. In the present study, we found that Lico A exerted potent anti-inflammatory effects
Yi-Te Yo et al.
Journal of agricultural and food chemistry, 57(18), 8266-8273 (2009-08-29)
Licorice is a common Chinese medicinal herb with antitumor activity. Some components in licorice root have been shown to induce cell cycle arrest or apoptosis in cancer cells. This paper demonstrates for the first time that licorice Glycyrrhiza glabra and
Hanne L Ziegler et al.
Antimicrobial agents and chemotherapy, 48(10), 4067-4071 (2004-09-25)
The well-known antiparasitic compound licochalcone A is a potent membrane-active agent that transforms normal erythrocytes into echinocytes in parallel with the inhibition of growth of Plasmodium falciparum cultures, the in vitro antiplasmodial effect apparently being an indirect effect on the
Yoon Hee Kim et al.
Biochemical pharmacology, 80(8), 1152-1159 (2010-07-20)
To date, no antiangiogenic activity has been demonstrated for licochalcone A (LicA), a major phenolic constituent of Glycyrrhiza inflata, although it shows significant antitumor activity in human malignant cell lines. Our previous work demonstrated that LicA down-regulates inflammatory responses to
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
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