A triterpenoid with diverse biological activities
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Isomer(s)
365283-epi Ursolic Acid
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Ursolic Acid

Item No. 10072

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3β-hydroxy-urs-12-en-28-oic acid
CAS Number
77-52-1
Synonyms
  • Bungeolic Acid
  • Maerotaine
  • Malol
  • NSC 4060
  • NSC 167406
  • Prunol
Molecular Formula
C30H48O3
Formula Weight
456.7
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.3 mg/mlEthanol: 0.5 mg/ml
SMILES
C[C@@H]1CC[C@]2(C(O)=O)CC[C@@]3(C)[C@]4(C)CC[C@@]5([H])C(C)(C)[C@@H](O)CC[C@]5(C)[C@@]4([H])CC=C3[C@]2([H])[C@H]1C
InChi Code
InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30?/m1/s1
InChi Key
WCGUUGGRBIKTOS-SVVSFECHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $37

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    100 mg

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    250 mg

    $163

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    Product Description

    Ursolic acid is a pentacyclic triterpenoid that has been isolated from M. pumila and has diverse biological activities, including anticancer, hepatoprotective, anti-inflammatory, antioxidant, antimicrobial, and cardioprotective properties.1,2,3,4 It inhibits the proliferation of HepG2 liver, MCF-7 breast, and Caco-2 colon cancer cells (EC50s = 87.4, 14.4, and 34.4 μM, respectively).2 Ursolic acid reverses increases in hepatic steatosis, levels of hepatic triglycerides and free fatty acids, and hepatic TNF-α, IL-1β, IL-6, and IL-8 mRNA expression in a dose-dependent manner in a high-fat diet-induced rat model of non-alcoholic fatty liver disease (NAFLD).4 Ursolic acid also scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals (IC50 = 59.7 μg/ml) and inhibits the growth of several strains of Gram-positive and Gram-negative bacteria in vitro including S. aureus, E. coli, P. aeruginosa, K. pneumoniae, and S. flexneri (MICs = 32-512 μg/ml).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Woźniak, Ł., Skąpska, S., and Marszałek, K. Ursolic acid--A pentacyclic triterpenoid with a wide spectrum of pharmacological activities. Molecules 20(11), 20614-20641 (2015).

    2. He, X., and Liu, R.H. Triterpenoids isolated from apple peels have potent antiproliferative activity and may be partially responsible for apple’s anticancer activity. J. Agric. Food Chem. 55(11), 4366-4370 (2007).

    3. do Nascimento, P.G.G., Lemos, T.L.G., Bizerra, A.M.C., et al. Antibacterial and antioxidant activities of ursolic acid and derivatives. Molecules 19(1), 1317-1327 (2014).

    4. Li, S., Meng, F., Liao, X., et al. Therapeutic role of ursolic acid on ameliorating hepatic steatosis and improving metabolic disorders in high-fat diet-induced non-alcoholic fatty liver disease rats. PLoS One 9(1), e86724 (2014).