672315

Ursolic Acid

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

• Sinónimos: 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
• Fórmula empírica (notación de Hill): C₃₀H₄₈O₃
• Número de CAS: 77-52-1
• Peso molecular: 456.70
• Número MDL: MFCD00009621
• Código UNSPSC: 12352211
• NACRES: NA.77

Propiedades

• Nivel de calidad: 100
• Ensayo: ≥90% (GC)
• Formulario: powder
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze; protect from light
• color: white
• solubilidad: DMF: 50 mg/mL; DMSO: 50 mg/mL
• Condiciones de envío: ambient
• temp. de almacenamiento: 2-8°C
• cadena SMILES: O[C@@H]1C([C@H]2[C@@]([C@@H]3[C@]([C@@]4(CC[C@@]5([C@@H]([C@H]([C@@H](CC5)C)C)C4=CC3)C(=O)O)C)(CC2)C)(CC1)C)(C)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
• Clave InChI: WCGUUGGRBIKTOS-GPOJBZKASA-N

Descripción

Descripción general

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.

Envase

Packaged under inert gas

Advertencia

Toxicity: Standard Handling (A)

Reconstitución

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

Otras notas

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.

Información legal

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

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): 580.5 °F
• Punto de inflamabilidad (°C): 304.7 °C