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Chemical Structure
Chemical Structure
Chemical Structure

Thapsigargin (high purity) [67526-95-8]

Research Use Only
AG-CN2-0003
AdipoGen Life Sciences
CAS Number67526-95-8
Product group Chemicals
Estimated Purity>98%
Molecular Weight650.8
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Thapsigargin (high purity)
  • Delivery Days Customer
    10
  • CAS Number
    67526-95-8
  • Certification
    Research Use Only
  • Estimated Purity
    >98%
  • Hazard Information
    Danger
  • Molecular Formula
    C34H50O12
  • Molecular Weight
    650.8
  • Scientific Description
    Chemical. CAS: 67526-95-8. Formula: C34H50O12. MW: 650.8. Isolated from Thapsia garganica. Intracellular Ca2+ signaling probe. Specific and sensitive inhibitor of SERCA. Non-TPA/PMA tumor promoter. Histamine release inducer. Apoptosis inducer. Mitochondrial dysfunction inducer. NOS modulator. Angiogenesis inhibitor. Stimulator of arachidonic acid metabolism in macrophages. Autophagy inducer. TRAIL sensitizer. - Intracellular Ca2+ signaling probe [1]. Specific and sensitive inhibitor of SERCA [2]. Non-TPA/PMA tumor promoter [3]. Histamine release inducer [4]. Apoptosis inducer [5, 6, 7, 8]. Mitochondrial dysfunction inducer [6, 8]. NOS modulator [9]. Angiogenesis inhibitor [10]. Stimulator of arachidonic acid metabolism in macrophages [11]. Autophagy inducer [12, 13]. TRAIL sensitizer [14]. Inducer of ER-stress in the brain.
  • SMILES
    O=C1O[C@@]2([H])C3=C(C)[C@H](OC(/C(C)=C\C)=O)[C@@H](OC(CCCCCCC)=O)[C@]3([H])[C@@](C)(OC(C)=O)C[C@H](OC(CCC)=O)[C@]2(O)[C@@]1(O)C
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • A tool coming of age: thapsigargin as an inhibitor of sarco-endoplasmic reticulum Ca(2+)-ATPases: M. Treiman, et al.; Trends Pharmacol. Sci. 19,131 (1998)
  • Inhibition of the sarcoplasmic reticulum Ca2+ transport ATPase by thapsigargin at subnanomolar concentrations: Y. Sagara, & G. Inesi; J. Biol. Chem. 266, 13503 (1991)
  • Thapsigargin, a histamine secretagogue, is a non-12-O-tetradecanoylphorbol-13-acetate (TPA) type tumor promoter in two-stage mouse skin carcinogenesis: H. Hakii, et al. J. Cancer. Res. Clin. Oncol. 111, 177 (1986)
  • On the mechanism of histamine release induced by thapsigargin from Thapsia garganica L: S.A. Patkar, et al.; Agents Actions 9, 53 (1979)
  • Thapsigargin, a Ca(2+)-ATPase inhibitor, depletes the intracellular Ca2+ pool and induces apoptosis in human hepatoma cells: A. Tsukamoto & Y. Kaneko; Cell Biol. Int. 17, 969 (1993)
  • Thapsigargin induces mitochondrial dysfunction and apoptosis in the mastocytoma P815 cell line and in mouse thymocytes: J.P. Beaver & P. Waring; Cell Death Differ. 3, 415 (1996)
  • Thapsigargin induces a calmodulin/calcineurin-dependent apoptotic cascade responsible for the death of prostatic cancer cells: B. Tombal, et al.; Prostate 43, 303 (2000)
  • Thapsigargin induces biphasic fragmentation of mitochondria through calcium-mediated mitochondrial fission and apoptosis: J.R. Hom, et al.; J. Cell Physiol. 212, 498 (2007)
  • Thapsigargin, a Ca(2+)-ATPase inhibitor, relaxes rat aorta via nitric oxide formation: H. Moritoki, et al.; Life Sci. 54, PL153 (1994)
  • Thapsigargin inhibits angiogenesis in the rat isolated aorta: studies on the role of intracellular calcium pools: N. Shukla, et al.; Cardiovasc. Res. 49, 681 (2001)