586005

Thapsigargin

≥97% (TLC), solid, endoplasmic reticular Ca2+-ATPase inhibitor, Calbiochem^®

• Synonym(s): Thapsigargin - CAS 67526-95-8 - Calbiochem
• Empirical Formula (Hill Notation): C₃₄H₅₀O₁₂
• CAS Number: 67526-95-8
• Molecular Weight: 650.75
• MDL number: MFCD00083511
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• product name: Thapsigargin - CAS 67526-95-8 - Calbiochem, Thapsigargin, CAS 67526-95-8, is a cell-permeable, tumor-promoting sesquiterpene lactone that releases calcium by non-competitvley inhibiting endoplasmic reticular Ca2+-ATPase (IC₅₀ = 4-13 nM).
• Quality Level: 200
• Assay: ≥97% (TLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: colorless
• solubility: DMSO: >1 mg/mL; ethanol: 5 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• InChI: 1S/C34H50O12/c1-9-12-13-14-15-17-24(37)43-28-26-25(20(5)27(28)44-30(38)19(4)11-3)29-34(41,33(8,40)31(39)45-29)22(42-23(36)16-10-2)18-32(26,7)46-21(6)35/h11,22,26-29,40-41H,9-10,12-18H2,1-8H3/b19-11-/t22-,26+,27-,28-,29-,32-,33+,34+/m0/s1
• InChI key: IXFPJGBNCFXKPI-FSIHEZPISA-N

Description

General description

A cell-permeable tumor-promoting sesquiterpene lactone that releases Ca²⁺ by inhibiting endoplasmic reticular Ca²⁺-ATPase (IC₅₀ = 4-13 nM). Does not increase inositol phosphates and has no significant effect on protein kinase C. Increases Ca²⁺-dependent Na⁺ influx in human platelets in a dose-dependent manner. Induces apoptosis in rat thymocytes and in human hepatoma cells. Shown to induce apoptosis in alveolar rhabdomyosarcoma cells by elevating Akt-stimulated PAX3-FOXO1 phosphorylation and promoting its proteasomal degradation.

A cell-permeable tumor-promoting sesquiterpene lactone that releases Ca²⁺ by inhibiting endoplasmic reticular Ca²⁺-ATPase. Does not increase inositol phosphates and has no significant effect on protein kinase C. Increases Ca²⁺-dependent Na⁺ influx in human platelets in a dose-dependent manner. Activates apoptosis in rat thymocytes and induces apoptosis in human hepatoma cells. Shown to induce apoptosis in alveolar rhabdomyosarcoma cells by elevating Akt-stimulated PAX3-FOXO1 phosphorylation and promoting its proteasomal degradation.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
endoplasmic reticular Ca²⁺ ATPase

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 4-13 nM against endoplasmic reticular Ca2+-ATPase

Warning

Toxicity: Irritant (B)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for 2-3 months at -20°C.

Other Notes

Jothi, M., et al. 2013. Mol. Cancer Ther. In press.
Won, J.G. and Orth, D.N. 1995. Endocrinology 136, 5399.
Tepel, M., et al. 1994. Biochim. Biophys. Acta1220, 248.
Begum, N., et al. 1993. J. Biol. Chem. 268, 3352.
Low, A.M., et al. 1993. Eur. J. Pharmacol.230, 53.
Tsukamoto, A. and Karneko, Y. 1993. Cell. Biol. Int.17, 969.
Wong, W.L., et al. 1993. Biochem. J.289, 71.
Glennon, M.C., et al. 1992. J. Biol. Chem. 267, 25568.
Xu, Y., et al. 1992. J. Neurochem.59, 2224.
Mason, M.J., et al. 1991. J. Biol. Chem. 266, 20856.
Thastrup, O., et al. 1990. Proc. Natl. Acad. Sci. USA87, 2466.

Legal Information

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

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Danger
• Hazard Statements: H315,H319,H334,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable