Thapsigargin

SIGMA/T9033 - ≥98% (HPLC), solid film

Synonym: (-)-Thapsigargin; TG1

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	$127.00 1/EA		Add To Favorites
45-T9033-1MG	1 mg	$178.00 1/EA		Add To Favorites
45-T9033-5MG	5 mg	$777.00 1/EA		Add To Favorites
45-T9033-10MG	10 mg	$1360.00 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 • to study the consequences of calcium depletion in the endoplasmic reticulum (ER) of cells • 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.
Biochem/physiol Actions:	Thapsigargin is a potent, cell-permeable, IP₃-independent intracellular calcium release. It blocks the transient increase in intracellular Ca²⁺ induced by angiostatin and endostatin. It also induces apoptosis by disrupting intracellular free Ca²⁺ levels and is incorporated into chemotherapeutic prodrug formulations.
General description:	Thapsigargin, a guaianolide-type sesquiterpene lactone, is a widely used inhibitor of the ubiquitous sarcoplasmic/endoplasmic reticulum Ca²⁺ ATPase (SERCA). It can activate endoplasmic reticulum (ER) stress and the unfolded protein response (UPR). Thapsigargin is a natural phytochemical found in the roots and fruits of Mediterranean plants from Thapsia garganica (Apiaceae) species. Thapsigargin promotes the release of translational arrest and induces proteome-wide changes in metabolic pathways within cells infected with coronavirus (CoV).
Other Notes:	2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

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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