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Ursolic Acid

Item № 10072
CAS № 77-52-1
Purity ≥98%
product image
                (CAS 77-52-1)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     50 mg $23.00 0.00
     100 mg $38.00 0.00
     250 mg $95.00 0.00

Pricing updated 2019-07-23. Prices are subject to change without notice.

Description
Synonyms
  • Bungeolic Acid
  • Maerotaine
  • Malol
  • NSC 4060
  • NSC 167406
  • Prunol

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

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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
≥98%
Formulation
A crystalline solid
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

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
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Additional Information

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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 Journal of Agricultural and Food Chemistry 55, 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).

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