Skip to Content
Merck

586005

Thapsigargin

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

Synonym(s):

Thapsigargin - CAS 67526-95-8 - Calbiochem

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C34H50O12
CAS Number:
67526-95-8
Molecular Weight:
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

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

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).

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

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

Quality Level

200

Related Categories

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

Reversible: no
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.

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)

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

586005-MG: + 586005-1MG: + 12758S-1MG: + 586005-1UNMG: + 586005-1RGM: + 586005-1GM: + 586005-1.1ML: + 12758S-MG:

jan

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Julia Birk et al.
Bio-protocol, 11(13), e4076-e4076 (2021-07-31)
The production of reactive oxygen species (ROS) and endoplasmic reticulum (ER) stress are tightly linked. The generation of ROS can be both the cause and a consequence of ER stress pathways, and an increasing number of human diseases are characterized
Cédric Montigny et al.
Scientific reports, 11(1), 1641-1641 (2021-01-17)
Sarcolipin (SLN), a single-spanning membrane protein, is a regulator of the sarco-endoplasmic reticulum Ca2+-ATPase (SERCA1a). Chemically synthesized SLN, palmitoylated or not (pSLN or SLN), and recombinant wild-type rabbit SERCA1a expressed in S. cerevisiae design experimental conditions that provide a deeper
A Umano et al.
The Journal of biological chemistry, 298(5), 101899-101899 (2022-04-11)
The spinocerebellar ataxias (SCAs) are a class of incurable diseases characterized by degeneration of the cerebellum that results in movement disorder. Recently, a new heritable form of SCA, spinocerebellar ataxia type 48 (SCA48), was attributed to dominant mutations in STIP1
Steven Z Parks et al.
FEBS letters, 595(13), 1782-1796 (2021-05-08)
Sorcin is a calcium-binding protein involved in maintaining endoplasmic reticulum (ER) Ca2+ stores. We have previously shown that overexpressing sorcin under the rat insulin promoter was protective against high-fat diet-induced pancreatic beta-cell dysfunction in vivo. Activating transcription factor 6 (ATF6) is
Amena BenYounès et al.
Autophagy, 7(8), 883-891 (2011-04-05)
Autophagic flux can be measured by determining the declining abundance of autophagic substrates such as sequestosome 1 (SQSTM1, better known as p62), which is sequestered in autophagosomes upon its direct interaction with LC3. However, the total amount of p62 results
View All Related Papers

Global Trade Item Number

SKUGTIN
586005-1MGCN04055977265026

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service