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Merck
CN

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:
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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.

Storage Class

10 - Combustible liquids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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
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
Ricardo J S Viana et al.
Journal of Alzheimer's disease : JAD, 27(1), 61-73 (2011-07-14)
Amyloid-β (Aβ) peptide-induced neurotoxicity is typically associated with cell death through mechanisms not entirely understood. Here, we investigated stress signaling events triggered by soluble Aβ in differentiated rat neuronal-like PC12 cells. Morphologic evaluation of apoptosis confirmed that Aβ induced nuclear
[Study on the mechanism to maintain calcium mobilization in platelets of patients with bipolar affective disorders--the relationship with the protein kinase C system].
Tatsuyuki Akimoto
[Hokkaido igaku zasshi] The Hokkaido journal of medical science, 79(5), 597-607 (2004-11-16)
K A Santarius et al.
Toxicon : official journal of the International Society on Toxinology, 25(4), 389-399 (1987-01-01)
The effect of thapsigargicin and thapsigargin, extracted from the roots of Thapsia garganica L., on isolated photosynthetic membranes (thylakoids) and intact chloroplasts from spinach leaves (Spinacia oleracea L.) was investigated. Both sesquiterpene lactone tetraesters impair membranes and organelles in an

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