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Merck
CN

68783

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
UNSPSC Code:
41116107
NACRES:
NA.77
PubChem Substance ID:
329761160
MDL number:
MFCD01417903
Beilstein/REAXYS Number:
4534154

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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+

SMILES string

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

InChI key

KAZSKMJFUPEHHW-DHZHZOJOSA-N

assay

≥96.0% (HPLC)

form

powder

storage temp.

−20°C

Quality Level

100

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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7374
BCCM7372
BCCK9487
BCCK9285
BCCK6639

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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
Megumi Funakoshi-Tago et al.
Molecular pharmacology, 76(4), 745-753 (2009-07-14)
Glycyrrhiza inflata has been used as a traditional medicine with anti-inflammatory activity; however, its mechanism has not been fully understood. Licochalcone A is a major and biogenetically characteristic chalcone isolated from G. inflata. Here, we found that licochalcone A strongly
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