T4557
Thapsigargicin
≥90%
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About This Item
Empirical Formula (Hill Notation):
C32H46O12
CAS Number:
Molecular Weight:
622.70
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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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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
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 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