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Ursolic acid

Catalog No.
N1823
Triterpenoid with anti-tumor properties
Grouped product items
SizePriceStock Qty
10mM (in 1mL DMSO)
$50.00
In stock
20mg
$75.00
In stock

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

IC50: 2.5 μg/mL for P3HR1 cells; 17.79 μg/mL for myelogenous leukemia K562 cells

Ursolic acid, an ursane-type pentacyclic triterpenic acid, belongs to the cyclosqualenoid family, has been reported to be useful in cancer prevention and treatment. Several inflammatory signaling cascades including nuclear factor-kB and cyclooxygenase-2 have been linked with different stages of cancer progression.

In vitro: Ursolic acid was reported to suppress the proliferation of a number of tumor cells, induce apoptosis and inhibit metastasis, tumor promotion, and angiogenesis. Ursolic acid could inhibit NF-kB activation induced by carcinogenic agents through the suppression of IkBa kinase and p65/RelA phosphorylation [1].

In vivo: In vivo, ursolic acid has been reported to inhibit tumor growth in various cancer animal models. In nude mice, ursolic acid treatment for 6 weeks inhibited the growth of DU145 cells without any significant effect on body weight. In addition, ursolic acid treatment produced chemopreventive effects in the transgenic adenocarcinoma of mouse prostate mouse model [1].

Clinical trial: Sixty-three subjects received a single dose of ursolic acid liposomes. The clinical results showed that liposomal ursolic acid had manageable toxicities with MTD of 98 mg/m2. The DLT were primarily diarrhea and hepatotoxicity. Additionally, ursolic acid liposomeal formulation had a linear pharmacokinetic profile [1].

Reference:
[1] Shanmugam MK,Dai X,Kumar AP,Tan BK,Sethi G,Bishayee A.  Ursolic acid in cancer prevention and treatment: molecular targets, pharmacokinetics and clinical studies. Biochem Pharmacol.2013 Jun 1;85(11):1579-87.

Chemical Properties

StorageStore at -20°C
M.Wt456.68
Cas No.77-52-1
FormulaC30H48O3
Synonyms3-Hydroxy-12-ursen-28-oic acid
Solubility≥21.55 mg/mL in DMSO; insoluble in EtOH; insoluble in H2O
Chemical Name(1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SDFDownload SDF
Canonical SMILESCC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C(=O)O
Shipping ConditionEvaluation sample solution: ship with blue ice. All other available sizes: ship with RT, or blue ice upon request.
General tipsFor obtaining a higher solubility, please warm the tube at 37°C and shake it in the ultrasonic bath for a while. Stock solution can be stored below -20°C for several months.

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