Thapsigargin CAS 67526-95-8

CAS Number

67526-95-8

Grade

Highly Purified

MDL Number

MFCD00083511

Molecular Formula

C₃₄H₅₀O₁₂

Molecular Weight

650.8

EU Commodity Code

38220090

Shipping Temp

Storage Temp

-20°C

Octanoic Acid (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(Acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b- decahydro-3,3a-dihydroxy-3,6,9-trimethyl-8-[[(2Z)-2-methyl-1-oxo-2-butenyl]oxy]-2-oxo-4-(1-oxobutoxy)azuleno[4,5-b]furan-7-yl Ester; (-)-Thapsigargin; Octanoic Acid [3S-[3α,3aβ,4α,6β,6aβ,7β,8α(Z),9bα]]-6-(Acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-trimethyl-8-[(2-methyl-1-oxo-2-butenyl)oxy]-2-oxo-4-(1-oxobutoxy)azuleno[4,5-b]furan-7-yl Ester;

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.

Alternate Names

Octanoic Acid (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(Acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b- decahydro-3,3a-dihydroxy-3,6,9-trimethyl-8-[[(2Z)-2-methyl-1-oxo-2-butenyl]oxy]-2-oxo-4-(1-oxobutoxy)azuleno[4,5-b]furan-7-yl Ester; (-)-Thapsigargin; Octanoic Acid [3S-[3α,3aβ,4α,6β,6aβ,7β,8α(Z),9bα]]-6-(Acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-trimethyl-8-[(2-methyl-1-oxo-2-butenyl)oxy]-2-oxo-4-(1-oxobutoxy)azuleno[4,5-b]furan-7-yl Ester;

Source

Thapsia garganica

CAS Number

67526-95-8

Molecular Weight

650.8

Molecular Formula

C₃₄H₅₀O₁₂

Solubility

DMSO or 100% ethanol.

Appearance

Supplied as a colorless to white amorphous powder.

Preparation of 1mM Stock Solution

Dissolve 0.65mg thapsigargin in 1ml solvent.

Purity

≥98% (HPLC)

Storage and Stability

May be stored at 4°C for short-term only. Long-term storage is recommended at -20°C. Stable for 1 year after receipt. Keep cool and dry. Protect from light and moisture. For maximum recovery of product, centrifuge the original vial prior to removing the cap.

Important Note

This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.

Toxicity and Hazards: All products should be handled by qualified personnel only, trained in laboratory procedures.

Source

Thapsia garganica

Purity

≥98% (HPLC)

Form

Supplied as a colorless to white amorphous powder.

Important Note

This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.

References

Product Reference: |●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)|●Stimulation of arachidonic acid metabolism in rat peritoneal macrophages by thapsigargin, a non-(12-O-tetradecanoylphorbol-13-acetate) (TPA)-type tumor promoter: K. Ohuchi, et al.; Cancer Res. Clin. Oncol. 113, 319 (1987)|●Regulation of autophagy by the inositol trisphosphate receptor: A. Criollo, et al.; Cell Death Differ. 14, 1029 (2007)|●AMPK-independent induction of autophagy by cytosolic Ca2+ increase: A. Grotemeier, et al.; Cell. Signal. 22, 914 (2010)

USBio References

No references available

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045334 Thapsigargin CAS: 67526-95-8

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