672315

Sigma-Aldrich

Ursolic Acid - CAS 77-52-1 - Calbiochem

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

Synonym(s):
Ursolic Acid - CAS 77-52-1 - Calbiochem, 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:
Molecular Weight:
456.70
MDL number:

storage conditions

+2C to +8C

Quality Level

assay

≥98% (HPLC)

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

ethanol: 3.5 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

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

50 mg in Glass bottle
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

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

580.5 °F

Flash Point(C)

304.7 °C

Certificate of Analysis

Certificate of Origin

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