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Merck
CN

T4557

Thapsigargicin

≥90%

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经验公式(希尔记法):
C32H46O12
化学文摘社编号:
分子量:
622.70
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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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

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 key

LXWLOFYIORKNSA-FFOGNQQCSA-N

assay

≥90%

storage temp.

−20°C

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.

存储类别

10 - Combustible liquids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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历史批次信息供参考:

分析证书(COA)

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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
Regalla Kumarswamy et al.
European heart journal, 33(9), 1067-1075 (2012-03-01)
Impaired myocardial sarcoplasmic reticulum calcium ATPase 2a (SERCA2a) activity is a hallmark of failing hearts, and SERCA2a gene therapy improves cardiac function in animals and patients with heart failure (HF). Deregulation of microRNAs has been demonstrated in HF pathophysiology. We
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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