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T9033

Sigma-Aldrich

タプシガルギン

≥98% (HPLC), solid film

Empirical Formula (Hill Notation):
C34H50O12
CAS Number:
Molecular Weight:
650.75
MDL番号:
PubChem Substance ID:
NACRES:
NA.77

由来生物

plant (Thapsia garganica)

品質水準

300

アッセイ

≥98% (HPLC)

形態

solid film

溶解性

acetonitrile: soluble 9.80-10.20 mg/mL
DMSO: soluble
ethanol: soluble

保管温度

−20°C

SMILES string

[H][C@@]12C([C@H](OC([C@]3(O)C)=O)[C@]3(O)[C@@H](OC(CCC)=O)C[C@]2(C)OC(C)=O)=C(C)[C@H](OC(/C(C)=C(C)/[H])=O)[C@H]1OC(CCCCCCC)=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

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アプリケーション

Thapsigargin has been used as an endoplasmic reticulum (ER) stress inducer:
  • to study its effect on cyclase-associated protein 2 (CAP2) expression in liver cancer cells
  • in the cell viability experiment using ARPE -19 cells (human retinal pigment epithelial cells)
  • to study its effect on lipocalin 2 (LCN2) glycosylation in primary hepatocytes

Thapsigargin has been used to study the consequences of calcium depletion in the endoplasmic reticulum (ER) of cells. Thapsigargin has also been used to study its effect on tissue inhibitor of metalloproteinases-1 (TIMP-1) mRNA expression in rat Sertoli cells.

生物化学的/生理学的作用

強力かつ細胞透過性のIP3非依存性細胞内カルシウム放出因子です。アンジオスタチンおよびエンドスタチンにより誘導される細胞内Ca2+の過渡的な増加を阻害します。遊離Ca2+の細胞内濃度を乱すことによりアポト-シスを誘導します。化学療法のプロドラッグ製剤に利用されています。
Thapsigargin is a non-competitive inhibitor of the ubiquitous sarco/endoplasmic reticulum Ca2+-ATPase (SERCA), commonly used to induce endoplasmic reticulum (ER) stress, in vitro.

ピクトグラム

Exclamation markHealth hazard

シグナルワード

Danger

危険有害性情報

危険有害性の分類

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

ターゲットの組織

Respiratory system

保管分類コード

11 - Combustible Solids

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable

個人用保護具 (PPE)

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificate of Analysis

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Certificate of Origin

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