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586006

Thapsigargin

Name: Thapsigargin
Brand: MM

≥97% (TLC), liquid, endoplasmic reticular Ca2+-ATPase inhibitor, Calbiochem^®

别名:

InSolution Thapsigargin, (3 S,3a R,4 S,6 S,6a R,7 S,8 S,9b S)-6-Acetoxy-4-(butyryloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-((Z)-2-methylbut-2-enoyloxy)-2-oxo-2,3,3a,4,5,6,6a,7,8,9b-decahydroazuleno[4,5-b]furan-7-yl octanoate, (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-Acetoxy-4-(butyryloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-((Z)-2-methylbut-2-enoyloxy)-2-oxo-2,3,3a,4,5,6,6a,7,8,9b-decahydroazuleno[4,5-b]furan-7-yl octanoate

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关于此项目

经验公式（希尔记法）:

C₃₄H₅₀O₁₂

化学文摘社编号:

67526-95-8

分子量:

650.75

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD00083511

Assay:

≥97% (TLC)

Form:

liquid

Storage condition:

OK to freeze, avoid repeated freeze/thaw cycles, desiccated (hygroscopic), protect from light

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属性

产品名称

Thapsigargin, InSolution, ≥97%, tumor-promoting sesquiterpene lactone

Quality Segment

100

assay

≥97% (TLC)

form

liquid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, avoid repeated freeze/thaw cycles, desiccated (hygroscopic), protect from light

shipped in

dry ice

storage temp.

−70°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

说明

General description

A cell-permeable tumor-promoting sesquiterpene lactone that releases Ca²⁺ by inhibiting endoplasmic reticular Ca²⁺-ATPase (IC₅₀ = 4 - 13 nM). Does not increase inositol phosphates and has no significant effect on protein kinase C. Increases Ca²⁺-dependent Na⁺ influx in human platelets in a dose-dependent manner. Activates apoptosis in rat thymocytes and induces apoptosis in human hepatoma cells.Specifically inhibits the fusion of autophagosomes with lysosomes, and induces autophagy.

Biochem/physiol Actions

Cell permeable: yes

Reversible: no

Packaging

Packaged under inert gas

Physical form

A 10 mM (2 mg/307 µL) solution of Thapsigargin (Cat. No. 586005) in DMSO.

Other Notes

Won, J.G. and Orth, D.N. 1995. Endocrinology136, 5399.Tepel, M., et al. 1994. Biochim. Biophys. Acta1220, 248.Begum, N., et al. 1993. J. Biol. Chem.268, 3352.Low, A.M., et al. 1993. Eur. J. Pharmacol.230, 53.Tsukamoto, A. and Karneko, Y. 1993. Cell. Biol. Int.17, 969.Wong, W.L., et al. 1993. Biochem. J.289, 71.Glennon, M.C., et al. 1992. J. Biol. Chem.267, 25568.Xu, Y., et al. 1992. J. Neurochem.59, 2224.Mason, M.J., et al. 1991. J. Biol. Chem.266, 20856.Thastrup, O., et al. 1990. Proc. Natl. Acad. Sci. USA87, 2466.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Irritant (B)

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pictograms

GHS08

signalword

Danger

hcodes

H334

pcodes

P261 - P284 - P501

Hazard Classifications

Resp. Sens. 1

存储类别

10 - Combustible liquids

wgk

WGK 2

flash_point_f

188.6 °F - closed cup - (Dimethylsulfoxide)

flash_point_c

87 °C - closed cup - (Dimethylsulfoxide)

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