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586005

Thapsigargin

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

别名:

Thapsigargin - CAS 67526-95-8 - Calbiochem

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关于此项目

经验公式（希尔记法）:
C34H50O12
化学文摘社编号:
67526-95-8
分子量:
650.75
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00083511
Assay:
≥97% (TLC)
Form:
solid
Quality level:
200
Storage condition:
OK to freeze, protect from light
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产品名称

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

SMILES string

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

InChI key

IXFPJGBNCFXKPI-FSIHEZPISA-N

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.

Biochem/physiol Actions

Target IC50: 4-13 nM against endoplasmic reticular Ca2+-ATPase
Cell permeable: yes
Primary Target
endoplasmic reticular Ca2+ ATPase
Product does not compete with ATP.
Reversible: no

Preparation Note

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

Disclaimer

Toxicity: Irritant (B)

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pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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货号GTIN
586005-1MG04055977265026