CAS Number67526-95-8
SynonymsPamoic acid disodium salt; sesquiterpene lactone tetraester; Thallium mononitrate; thallous nitrate TlNO3,orthorhombic; Thapsigargin; MFCD00083511; THALLIUM NITRATE; THALLOUS NITRATE; rcrawastenumberu217; thallous; sesquiterpene lactone
Molecular FormulaC34H50O12
Molecular Weight650.75
Purity98%
Density1.2±0.1 g/cm3
Boiling Point699.6±55.0 °C at 760 mmHg
Appearanceliquid or film
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 67526-95-8 |
| Catalog No. | 2A-9091672 |
| Chinese Name | 毒胡萝卜素 |
| Synonyms | Pamoic acid disodium salt; sesquiterpene lactone tetraester; Thallium mononitrate; thallous nitrate TlNO3,orthorhombic; Thapsigargin; MFCD00083511; THALLIUM NITRATE; THALLOUS NITRATE; rcrawastenumberu217; thallous; sesquiterpene lactone |
| Molecular Formula | C34H50O12 |
| Molecular Weight | 650.75 |
| Purity | 98 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 699.6±55.0 °C at 760 mmHg |
| Appearance | liquid or film |
| Water Solubility | DMSO: soluble |
| Storage Condition | Store in a sealed container filled with inert gas |
| Application | Thapsigargin is a microsomal Ca2+-ATPase inhibitor. |
| PubChem ID | 11752 |
| SMILES | CC=C(C)C(=O)OC1C(C)=C2C(C1OC(=O)CCCCCCC)C(C)(OC(C)=O)CC(OC(=O)CCC)C1(O)C2OC(=O)C1(C)O |
| InChI | 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 |
| Hazard Symbols | transportation |
| Bioactivity | Thapsigargin is an inhibitor of microsomal Ca2+-ATPase. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel Research Areas >> Cancer Target Ca2+-ATPase[1] In Vitro Thapsigargin inhibits Ca2+ entry into human neutrophil granulocytes[1]. Thapsigargin inhibits the carbachol-evoked [Ca2+]i-transients with (IC50=0.353 nM) or without (IC50=0.448 nM) a KCl-prestimulation, but an additional small component, with a much lower sensitivity (IC50=4814 nM), is observed in the absence of a KCl-prestimulation. In contrast, the KCl-evoked [Ca2+]i-transients displayed only one component with a very low sensitivity to Thapsigargin in both absence (IC50=3343 nM) and presence (IC50=6858 nM) of a carbachol-prestimulation[2]. To determine whether hepatitis B virus (HBV) affects cell survival and apoptosis, the HepG2.2.15 and HepG2 cells are treated with 500 nM Thapsigargin (TG) or PBS for 24, 48, 72 and 96 h and cell proliferation is detected using the MTT assay. Thapsigargin inhibitscell growth in a time-dependent manner, especially in the HepG2 cells, for which 64% cell growth is inhibited at 96 h compared with 45% in the HepG2.2.15 cells (P<0.001). Similarly, at 24, 48 and 72 h, greater inhibition is observed for the HepG2 cells than for HepG2.2.15 cells[3]. In Vivo To assess endoplasmic reticulum (ER) stress in vivo, interperitoneal injection of either Thapsigargin (TG; 0.5 ug/g/body weight) or Tunicamycin (TUN; 1 ug/g/body weight) is performed in mice. Thapsigargin at a dose of 0.5 ug/g/body weight is safe and does not elicit any adverse effects on survival in these mice. The induction of ER stress in the liver and adipose tissue of mice treated with either Thapsigargin or TUN is then examined, by assessing the expression of key ER stress and UPR markers. Both Thapsigargin and TUN treatment in mice results in significant expression of ER stress markers ATF6 and eIF2α in adipose tissue (p<0.05)[4]. Cell Assay The HepG2 or HepG2.2.15 cells are seeded at a density of 5×103 cells/well in 96-well plates. The cells are treated with 500 nM Thapsigargin for 24, 48, 72 and 96 h and cells treated with PBS are used as controls. Subsequent to the end of each time point, the cells are incubated with 10 µL MTT for 4 h at 37°C in the dark. The supernatant is removed and 100 µL DMSO is used for dissolution. A Synergy H1 microplate reader is used to measure absorbance at 490 nm. All experiments are performed in triplicate and repeated 3 times[3]. Animal Admin Mice[4] Male Balb/c mice (20-25g) are injected intraperitoneally with Tunicamycin solution (1 μg/g body mass). For Thapsigargin solution a dose response is conducted using (0.25 ug/g, 0.5 ug/g and 1 ug/g body mass). As controls, mice are injected intraperitoneally with control buffer (150 mM dextrose containing 1% DMSO). Adipose and liver tissues are harvested 24 hrs post treatment[4]. References [1]. Geiszt M, et al. Thapsigargin inhibits Ca2+ entry into human neutrophil granulocytes. Biochem J. 1995 Jan 15;305 ( Pt 2):525-8. [2]. Garavito-Aguilar ZV, et al. Differential thapsigargin-sensitivities and interaction of Ca2+ stores in human SH-SY5Y neuroblastoma cells. Brain Res. 2004 Jun 18;1011(2):177-86. [3]. Zhao D, et al. HBV suppresses thapsigargin-induced apoptosis via inhibiting CHOP expression in hepatocellular carcinoma cells. Oncol Lett. 2017 Oct;14(4):4403-4409. [4]. Abdullahi A, et al. Modeling Acute ER Stress in Vivo and in Vitro. Shock. 2017 Apr;47(4):506-513. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 699.6±55.0 °C at 760 mmHg Molecular Formula C34H50O12 Molecular Weight 650.754 Flash Point 209.0±25.0 °C Exact Mass 650.330200 PSA 171.96000 LogP 6.61 Appearance of Characters liquid or film Vapour Pressure 0.0±5.0 mmHg at 25°C Index of Refraction 1.540 InChIKey IXFPJGBNCFXKPI-FSIHEZPISA-N SMILES CC=C(C)C(=O)OC1C(C)=C2C(C1OC(=O)CCCCCCC)C(C)(OC(C)=O)CC(OC(=O)CCC)C1(O)C2OC(=O)C1(C)O Storage condition −20°C Water Solubility DMSO: soluble |
| Use of | Thapsigargin is an inhibitor of microsomal Ca2+-ATPase. Properties Articles391 Name thapsigargin Synonym More Synonyms Thapsigargin Biological Activity Description Thapsigargin is an inhibitor of microsomal Ca2+-ATPase. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel Research Areas >> Cancer Ca2+-ATPase[1] In Vivo To assess endoplasmic reticulum (ER) stress in vivo, interperitoneal injection of either Thapsigargin (TG; 0.5 ug/g/body weight) or Tunicamycin (TUN; 1 ug/g/body weight) is performed in mice. Thapsigargin at a dose of 0.5 ug/g/body weight is safe and does not elicit any adverse effects on survival in these mice. The induction of ER stress in the liver and adipose tissue of mice treated with either Thapsigargin or TUN is then examined, by assessing the expression of key ER stress and UPR markers. Both Thapsigargin and TUN treatment in mice results in significant expression of ER stress markers ATF6 and eIF2α in adipose tissue (p<0.05)[4]. References [1]. Geiszt M, et al. Thapsigargin inhibits Ca2+ entry into human neutrophil granulocytes. Biochem J. 1995 Jan 15;305 ( Pt 2):525-8. [2]. Garavito-Aguilar ZV, et al. Differential thapsigargin-sensitivities and interaction of Ca2+ stores in human SH-SY5Y neuroblastoma cells. Brain Res. 2004 Jun 18;1011(2):177-86. [3]. Zhao D, et al. HBV suppresses thapsigargin-induced apoptosis via inhibiting CHOP expression in hepatocellular carcinoma cells. Oncol Lett. 2017 Oct;14(4):4403-4409. [4]. Abdullahi A, et al. Modeling Acute ER Stress in Vivo and in Vitro. Shock. 2017 Apr;47(4):506-513. Chemical & Physical Properties Molecular Formula C34H50O12 Exact Mass 650.330200 PSA 171.96000 Appearance of Characters liquid or film Index of Refraction 1.540 InChIKey IXFPJGBNCFXKPI-FSIHEZPISA-N Water Solubility DMSO: soluble |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 United Nations shipping name European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (Thapsigargin) IMDG Code: TOXIC SOLID, ORGANIC, N.O.S. (Thapsigargin) International air transport hazard regulations: Toxic solid, organic, n.o.s. (Thapsigargin) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Dangerous Regulations for land transport: II International Dangerous Regulations for sea transport: II International Dangerous Regulations for air transport: II 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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