A natural anti-inflammatory chalcone
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Licochalcone A

Item No. 11853

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2E)-3-[5-(1,1-dimethyl-2-propen-1-yl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)-2-propen-1-one
CAS Number
58749-22-7
Molecular Formula
C21H22O4
Formula Weight
338.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 15 mg/mlEthanol: 20 mg/ml
λmax
212, 252, 315, 377 nm
SMILES
OC1=CC=C(C(/C=C/C2=C(OC)C=C(O)C(C(C)(C)C=C)=C2)=O)C=C1
InChi Code
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
Origin
Plant/Glycyrrhiza glabra
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $54

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    10 mg

    $103

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    25 mg

    $162

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    50 mg

    $297

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    Product Description

    Licochalcone A is a natural chalcone first identified in roots and rhizomes of licorice (Glycyrrhiza spp.). It has anti-inflammatory actions, supporting its use as a skin lightening agent, particularly for rosacea and atopic dermatitis.1,2,3 Licochalcone A (10-50 µM) induces apoptosis and suppresses migration and invasion of cancer cells in vitro.4,5 It also has antibacterial properties against spore-forming bacteria (MIC = 2-15 µg/ml) and anti-parasitic actions (IC50 = 2 µg/ml).6,7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Smit, N., Vicanova, J., and Pavel, S. The hunt for natural skin whitening agents. Int. J. Mol. Sci. 10(12), 5326-5349 (2009).

    2. Angelova-Fischer, I., Neufang, G., Jung, K., et al. A randomized, investigator-blinded efficacy assessment study of stand-alone emollient use in mild to moderately severe atopic dermatitis flares. J. Eur. Acad. Dermatol. Venereol. 28(Suppl 3), 9-15 (2014).

    3. Weber, T.M., Ceilley, R.I., Buerger, A., et al. Skin tolerance, efficacy, and quality of life of patients with red facial skin using a skin care regimen containing Licochalcone A. J. Cosmet. Dermatol. 5(3), 227-232 (2006).

    4. Yuan, X., Li, D., Zhao, H., et al. Licochalcone A-induced human bladder cancer T24 cells apoptosis triggered by mitochondria dysfunction and endoplasmic reticulum stress. Biomed Res. Int. 2013, 1-9 (2013).

    5. Tsai, J.P., Hsiao, P.C., Yang, S.F., et al. Licochalcone A suppresses migration and invasion of human hepatocellular carcinoma cells through downregulation of MKK4/JNK via NF-κB mediated urokinase plasminogen activator expression. PLoS One 9(1), 1-12 (2014).

    6. Tsukiyama, R.I., Katsura, H., Tokuriki, N., et al. Antibacterial activity of licochalcone A against spore-forming bacteria. Antimicrob. Agents Chemother. 46(5), 1226-1230 (2002).

    7. Ziegler, H.L., Hansen, H.S., Staerk, D., et al. The antiparasitic compound licochalcone a is a potent echinocytogenic agent that modifies the erythrocyte membrane in the concentration range where antiplasmodial activity is observed. Antimicrob. Agents Chemother. 48(10), 4067-4071 (2004).