586005

Thapsigargin

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

• Synonyme(s) : Thapsigargin - CAS 67526-95-8 - Calbiochem
• Formule empirique (notation de Hill): C₃₄H₅₀O₁₂
• Numéro CAS: 67526-95-8
• Poids moléculaire : 650.75
• Numéro MDL: MFCD00083511
• Code UNSPSC : 12352200
• Nomenclature NACRES : NA.77

Propriétés

• Nom du produit: 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).
• Niveau de qualité: 200
• Essai: ≥97% (TLC)
• Forme: solid
• Fabricant/nom de marque: Calbiochem^®
• Conditions de stockage: OK to freeze; protect from light
• Couleur: colorless
• Solubilité: DMSO: >1 mg/mL; ethanol: 5 mg/mL
• Conditions d'expédition: ambient
• Température de stockage: −20°C
• Chaîne SMILES: O1[C@@H]2[C@]([C@H](C[C@@]([C@H]3[C@@H]([C@H](C(=C32)C)OC(=O)\C(=C/C)\C)OC(=O)CCCCCCC)(OC(=O)C)C)OC(=O)CCC)([C@@](C1=O)(O)C)O
• 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
• Clé InChI: IXFPJGBNCFXKPI-FSIHEZPISA-N

Description

Description générale

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.

Actions biochimiques/physiologiques

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

Avertissement

Toxicity: Irritant (B)

Reconstitution

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

Autres remarques

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.

Informations légales

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

Informations sur la sécurité

• Pictogrammes: GHS08,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H315,H319,H334,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable