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About This Item
Empirical Formula (Hill Notation):
C24H27NO5S
CAS Number:
Molecular Weight:
441.54
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
Product Name
Troglitazone, A α-tocopherol (vitamin E) moiety containing thiazolidinedione class of insulin-sensitizer that acts as an activator of peroxisome proliferator-activated receptors γ (PPARγ).
Quality Segment
description
RTECS - XJ5813130
assay
≥98% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
white to yellow
solubility
DMSO: 10 mg/mL, ethanol: 5 mg/mL
storage temp.
−20°C
InChI
1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)
InChI key
GXPHKUHSUJUWKP-UHFFFAOYSA-N
General description
A α-tocopherol (vitamin E) moiety containing thiazolidinedione class of insulin-sensitizer that acts as an activator of peroxisome proliferator-activated receptors γ (PPARγ). Also exhibits anti-proliferative and anti-inflammatory properties. Shown to induce cell cycle arrest and apoptosis in human hepatoma cells. Inhibits vascular smooth muscle cell (VSMC) migration by rapidly activating MEK/ERK pathway leading to the induction of c-fos and Ets-1 expression. Blocks PDGF-induced cell proliferation of pancreatic stellate and accelerates p21Cip1 turnover by inhibiting PKCδ signaling in VSMCs. Exerts positive inotropic effect via Ca2+ sensitization in the sarcoplasmic reticulum and inhibits Na+/H+ exchange activity and proliferation of macrovascular endothelial cells.
Biochem/physiol Actions
Primary Target
Peroxisome proliferator-activated receptors γ (PPARγ)
Peroxisome proliferator-activated receptors γ (PPARγ)
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 6 months at -20°C. Ethanol stock solutions are stable for up to 3 months at -20°C.
Other Notes
Masamune, A., et al. 2002. J. Biol. Chem.277, 141.
Boyault, S., et al. 2001. FEBS Lett.501, 24.
de Dios, S.T., et al. 2001. J. Diabetes Complications15, 120.
Furuse, Y., et al. 2001. Br. J. Pharmacol.133, 1307.
Ghanim, H., et al. 2001. J. Clin. Endocrinol. Metab.86, 1306.
Goetze, S., et al. 2001. J. Cardiovasc. Pharmacol.38, 909.
Koga, H., et al. 2001. Hepatology33, 1087.
Rosen, E.D. and Spiegelman, B.M., 2001. J. Biol. Chem.276, 37731.
Subbaramaiah, K., et al. 2001. J. Biol. Chem.276, 12440.
Takashima, T., et al. 2001. Int. J. Oncol.19, 465.
Takeda, K., et al. 2001. J. Biol. Chem.276, 48950.
Tanaka, T., et al. 2001. Cancer Res.61, 2424.
Wakino, S., et al. 2001. J. Biol. Chem.276, 47650.
Boyault, S., et al. 2001. FEBS Lett.501, 24.
de Dios, S.T., et al. 2001. J. Diabetes Complications15, 120.
Furuse, Y., et al. 2001. Br. J. Pharmacol.133, 1307.
Ghanim, H., et al. 2001. J. Clin. Endocrinol. Metab.86, 1306.
Goetze, S., et al. 2001. J. Cardiovasc. Pharmacol.38, 909.
Koga, H., et al. 2001. Hepatology33, 1087.
Rosen, E.D. and Spiegelman, B.M., 2001. J. Biol. Chem.276, 37731.
Subbaramaiah, K., et al. 2001. J. Biol. Chem.276, 12440.
Takashima, T., et al. 2001. Int. J. Oncol.19, 465.
Takeda, K., et al. 2001. J. Biol. Chem.276, 48950.
Tanaka, T., et al. 2001. Cancer Res.61, 2424.
Wakino, S., et al. 2001. J. Biol. Chem.276, 47650.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
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Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
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