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T4557

Thapsigargicin

≥90%

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About This Item

Empirical Formula (Hill Notation):
C32H46O12
CAS Number:
67526-94-7
Molecular Weight:
622.70
UNSPSC Code:
12352200
PubChem Substance ID:
329826795
MDL number:
MFCD00214081
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assay

≥90%

storage temp.

−20°C

SMILES string

CCCCCC(=O)O[C@@H]1[C@@H](OC(=O)\C(C)=C/C)C(C)=C2[C@@H]3OC(=O)[C@@](C)(O)[C@@]3(O)[C@H](C[C@](C)(OC(C)=O)[C@@H]12)OC(=O)CCC

InChI

1S/C32H46O12/c1-9-12-13-15-22(35)41-26-24-23(18(5)25(26)42-28(36)17(4)11-3)27-32(39,31(8,38)29(37)43-27)20(40-21(34)14-10-2)16-30(24,7)44-19(6)33/h11,20,24-27,38-39H,9-10,12-16H2,1-8H3/b17-11-/t20-,24+,25-,26-,27-,30-,31+,32+/m0/s1

InChI key

LXWLOFYIORKNSA-FFOGNQQCSA-N

Application

Thapsigargicin has been assayed as a potential inhibitor of S. mansoni ATPdiphosphohydrolases (ATPDase)2.

Biochem/physiol Actions

Thapsigargicin is known to mobilize intracellular Ca2+. Furthermore, studies have reported that thapsigargicin can induce the release of histamine from pulmonary, mesentery and cardiac mast cells of rats3.

Other Notes

Less potent and less hydrophobic analog of thapsigargin.

Storage Class

10 - Combustible liquids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
071K1608
099H1532
090K1518
057H1123
050K0751

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Dóra Hargitai et al.
Respiratory physiology & neurobiology, 170(1), 67-75 (2009-12-10)
The extracellular pH, sodium and divalent cation concentrations influence the ATP-induced changes in cytosolic Ca(2+) concentration ([Ca(2+)](i)). This elevation of [Ca(2+)](i) and activation of Ca(2+)-dependent Cl(-) channels represent a possible therapeutic approach in cystic fibrosis (CF). We investigated the changes
S Länge et al.
Biochimica et biophysica acta, 1278(2), 191-196 (1996-01-31)
Caffeine inhibits 45Ca2+ sequestration by subplasmalemmal calcium stores ('alveolar sacs') of low thapsigargicin sensitivity which we have isolated from the ciliated protozoan, Paramecium tetraurelia. Inhibition depends on caffeine concentration, with an IC50 of 31.8 mM. According to kinetic evaluation this
Jason R Waggoner et al.
Protein expression and purification, 34(1), 56-67 (2004-02-10)
The Ca2+-ATPase accounts for the majority of Ca2+ removed from the cytoplasm during cardiac muscle relaxation. The Ca2+-ATPase is regulated by phospholamban, a 52 amino acid phosphoprotein, which inhibits Ca2+-ATPase activity by decreasing the apparent affinity of the ATPase for
S M Martins et al.
Bioscience reports, 20(5), 369-381 (2001-05-03)
ATPdiphosphohydrolases (ATPDases) are ubiquitous enzymes capable of hydrolyzing nucleoside di- and triphosphates. Although a number of possible physiological roles have been proposed for ATPDases, detailed studies on structure-function relationships have generally been hampered by the lack of specific inhibitors of
C T Sousa et al.
Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas, 44(6), 562-572 (2011-05-04)
Inhibition of type-5 phosphodiesterase by sildenafil decreases capacitative Ca2+ entry mediated by transient receptor potential proteins (TRPs) in the pulmonary artery. These families of channels, especially the canonical TRP (TRPC) subfamily, may be involved in the development of bronchial hyperresponsiveness
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