Thapsigargin

SIGMA/T9033 - ≥98% (HPLC), solid film

CAS Number: 67526-95-8
Empirical Formula (Hill Notation): C₃₄H₅₀O₁₂
Molecular Weight: 650.75
MDL Number: MFCD00083511
Linear Formula: C₃₄H₅₀O₁₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-T9033-.5MG	0.5 mg	$124.00 1/EA		Add To Favorites
45-T9033-1MG	1 mg	$173.00 1/EA		Add To Favorites
45-T9033-5MG	5 mg	$756.00 1/EA		Add To Favorites
45-T9033-10MG	10 mg	$1320.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98% (HPLC)
biological source	plant (Thapsia garganica)
form	solid film
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
Quality Level	300
SMILES string	[H][C@@]12C([C@H](OC([C@]3(O)C)=O)[C@]3(O)[C@@H](OC(CCC)=O)C[C@]2(C)OC(C)=O)=C(C)[C@H](OC(/C(C)=C(C)/[H])=O)[C@H]1OC(CCCCCCC)=O
solubility	acetonitrile: soluble 9.80-10.20 mg/mL
	DMSO: soluble
	ethanol: soluble
storage temp.	−20°C

Application:	Thapsigargin has been used as an endoplasmic reticulum (ER) stress inducer: • to study its effect on cyclase-associated protein 2 (CAP2) expression in liver cancer cells • in the cell viability experiment using ARPE -19 cells (human retinal pigment epithelial cells) • to study its effect on lipocalin 2 (LCN2) glycosylation in primary hepatocytes
Application:	Thapsigargin has been used to study the consequences of calcium depletion in the endoplasmic reticulum (ER) of cells. Thapsigargin has also been used to study its effect on tissue inhibitor of metalloproteinases-1 (TIMP-1) mRNA expression in rat Sertoli cells.
Biochem/physiol Actions:	Potent, cell-permeable, IP₃-independent intracellular calcium releaser. Blocks the transient increase in intracellular Ca²⁺ induced by angiostatin and endostatin. Induces apoptosis by disrupting intracellular free Ca²⁺ levels; incorporated into chemotherapeutic prodrug formulations.
Biochem/physiol Actions:	Thapsigargin is a non-competitive inhibitor of the ubiquitous sarco/endoplasmic reticulum Ca²⁺-ATPase (SERCA), commonly used to induce endoplasmic reticulum (ER) stress, in vitro.

Symbol	GHS07,GHS08
Signal word	Danger
Hazard statements	H315 - H319 - H334 - H335
Precautionary statements	P261 - P264 - P271 - P302 + P352 - P304 + P340 + P312 - P305 + P351 + P338
Hazard Codes	Xn
Risk Statements	36/37/38-42
Safety Statements	26-36/37/39
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352200

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