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SML1845

Sigma-Aldrich

Thapsigargin Ready Made Solution

≥98% (HPLC), 10 mM in DMSO

Synonym(s):

CHEBI:9516, CHEMBL96926, MFCD00083511, UNII-Z96BQ26RZD, Z96BQ26RZD, [(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-acetyloxy-4-butanoyloxy-3,3a-dihydroxy-3,6,9-trimethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] octanoate

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¥137,000

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4 MG
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About This Item

Empirical Formula (Hill Notation):
C34H50O12
CAS Number:
67526-95-8
Molecular Weight:
650.75
UNSPSC Code:
12352200
NACRES:
NA.77

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biological source

(Thapsia garganica L seeds)

Quality Level

200

Assay

≥98% (HPLC)

form

DMSO solution

concentration

10 mM in DMSO

shipped in

dry ice

storage temp.

−20°C

SMILES string

O1[C@@H]2[C@]([C@H](C[C@@]([C@H]3[C@@H]([C@H](C(=C32)C)OC(=O)\C(=C/C)\C)OC(=O)CCCCCCC)(OC(=O)C)C)OC(=O)CCC)([C@@](C1=O)(O)C)O

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

Application

Thapsigargin Ready Made Solution has been used as a negative control in in vivo growth and in vitro translation measurements.[1]

Biochem/physiol Actions

Thapsigargin is an effective inhibitor of calcium ion pumps located on sarcoplasmic reticulum (SR) and endoplasmic reticulum (ER) microsomes of skeletal, cardiac, muscle and brain tissues.
Thapsigargin is an effective inhibitor of calcium ion pumps located on sarcoplasmic reticulum (SR) and endoplasmic reticulum (ER) microsomes of skeletal, cardiac, muscle and brain tissues.[2] The inhibition of calcium ion pumps causes intracellular increase of calcium ion levels. It was found that thapsigargin at 100 nM concentration effectively inhibited the SR Ca2+- adenosine triphosphatase (ATPase)[3] in cardiac and skeletal muscles. Thapsigargin was also reported to be effective in blocking autophagy by interfering with the autophagosome-lysosome fusion.[4]

Other Notes

Thapsigargin Ready Made Solution is provided at 10 mM concentration in DMSO. The solution can be further diluted with DMSO to a concentration of 2 mM. It is recommended to store Thapsigargin Ready Made Solution in small aliquots at -20 °C.

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

188.6 °F - closed cup

Flash Point(C)

87 °C - closed cup

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

SML1845-VAR:
SML1845-4MG:
SML1845-4MG-PW:
SML1845-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
0000284597
0000263480
0000173559
0000206146
0000202598

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Y Kijima et al.
The Journal of biological chemistry, 266(34), 22912-22918 (1991-12-05)
Thapsigargin is found to be a potent inhibitor of the intracellular Ca2+ pump proteins from skeletal muscle sarcoplasmic reticulum (SR), cardiac SR, and brain microsomes. For skeletal muscle SR, the molar ratio of thapsigargin to Ca2+ pump protein for complete
Zhouteng Tao et al.
Human molecular genetics, 24(9), 2426-2441 (2015-01-13)
Amyotrophic lateral sclerosis (ALS) and frontotemporal dementia (FTD) are the two common neurodegenerative diseases that have been associated with the GGGGCC·GGCCCC repeat RNA expansion in a noncoding region of C9orf72. It has been previously reported that unconventional repeat-associated non-ATG (RAN)
Yuniesky Andrade-Talavera et al.
Cerebral cortex (New York, N.Y. : 1991), 26(8), 3637-3654 (2016-06-11)
Spike timing-dependent plasticity (STDP) is a Hebbian learning rule important for synaptic refinement during development and for learning and memory in the adult. Given the importance of the hippocampus in memory, surprisingly little is known about the mechanisms and functions
M Alsaqati et al.
British journal of pharmacology, 171(3), 701-713 (2013-10-22)
The P2Y₁₄ receptor is the newest member of the P2Y receptor family; it is G(i/o) protein-coupled and is activated by UDP and selectively by UDP-glucose and MRS2690 (2-thiouridine-5'-diphosphoglucose) (7-10-fold more potent than UDP-glucose). This study investigated whether P2Y₁₄ receptors were
Thapsigargin blocks the induction of long-term potentiation in rat hippocampal slices
<BIG>Harvey J and Collingridge GL</BIG>
Neuroscience Letters, 197-200 (1992)
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