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67526-95-8

67526-95-8 structure
67526-95-8 structure
Name thapsigargin
Synonyms Pamoic acid disodium salt
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-dimethyl-8-[[(3Z)-3-methyl-1-oxo-3-penten-1-yl]oxy]-2-oxo-4-(1-oxobutoxy)azuleno[4,5-b]furan-7-yl ester
(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-Acetoxy-4-(butyryloxy)-3,3a-dihydroxy-3,6-dimethyl-8-{[(3Z)-3-methyl-3-pentenoyl]oxy}-2-oxo-2,3,3a,4,5,6,6a,7,8,9b-decahydroazuleno[4,5-b]furan-7-yl octanoate
sesquiterpene lactone tetraester
Thallium mononitrate
thallous nitrate TlNO3,orthorhombic
Thapsigargin
MFCD00083511
THALLIUM NITRATE
THALLOUS NITRATE
rcrawastenumberu217
thallous
sesquiterpene lactone
Thapsigargin,(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-yloctanoate
Description Thapsigargin is an inhibitor of microsomal Ca2+-ATPase.
Related Catalog
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.
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 liquid or film
Vapour Pressure 0.0±5.0 mmHg at 25°C
Index of Refraction 1.540
Storage condition −20°C
Water Solubility DMSO: soluble
Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Danger
Hazard Statements H315-H319-H334-H335
Precautionary Statements P261-P305 + P351 + P338-P342 + P311
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xn,T
Risk Phrases R36/37/38:Irritating to eyes, respiratory system and skin . R42:May cause sensitization by inhalation.
Safety Phrases S26-S36/37/39
RIDADR UN 2811 6.1/PG 2
WGK Germany 3

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title: CAS No. 67526-95-8 | Chemsrc address: https://www.chemsrc.com/en/baike/671851.html

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