672315

Ursolic Acid

A cell-permeable plant-derived pentacyclic triterpene acid that displays anti-inflammatory, immunomodulatory, and antitumor activities.

• Synonym(s): Ursolic Acid, 3β-Hydroxy-urs-12-en-28-oic acid, CG7, PTP1B Inhibitor VII, PTP Inhibitor XXVII, PTPN2/TCPTP Inhibitor II, SHP2 Inhibitor IV, 3β-Hydroxy-urs-12-en-28-oic acid, CG7, PTPN2/TCPTP Inhibitor II, SHP2 Inhibitor IV, PTP1B Inhibitor VII, PTP Inhibitor XXVII
• Empirical Formula (Hill Notation): C₃₀H₄₈O₃
• CAS Number: 77-52-1
• Molecular Weight: 456.70
• MDL number: MFCD00009621
• UNSPSC Code: 12352211
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥90% (GC)
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white
• solubility: DMF: 50 mg/mL; DMSO: 50 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• 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-GPOJBZKASA-N

Description

General description

A cell-permeable plant-derived pentacyclic triterpene acid that displays anti-inflammatory, immunomodulatory, and antitumor activities. Shown to inhibit the phosphatase activity of SHP2, PTP1B, and TCPTP (IC₅₀ = 2.73, 3.08 and 3.33 µM, respectively) as well as induce IR autophosphorylation independent of its phosphatase inhibitory activity. Ursolic acid is also reported to inhibit NF-κB and STAT3 pathway activation in cancer cultures, resulting in enhanced sensitivity to chemotherapy agents and apoptotic cell death.

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Li, Y., et al. 2010. Int. J. Cancer127, 462.
Pathak, A.K., et al. 2007. Mol. Cancer Res.5, 943.
Jung, S.H., et al. 2007. Biochem. J.403, 243.
Zhang, W., et al. 2006. Biochim. Biophys. Acta1760, 1505.
Shishodia, S., et al. 2003. Cancer Res.63, 4375.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: 580.5 °F
• flash_point_c: 304.7 °C