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About This Item
Empirical Formula (Hill Notation):
C24H27NO5S
CAS Number:
Molecular Weight:
441.54
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Troglitazone, ≥98% (HPLC)
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to off-white
solubility
DMSO: 20 mg/mL
SMILES string
Cc1c(C)c2OC(C)(CCc2c(C)c1O)COc3ccc(CC4SC(=O)NC4=O)cc3
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
Gene Information
human ... PPARA(5465), PPARG(5468)
General description
Troglitazone is used to treat type 2 diabetes. It is associated with liver injury. Troglitazone functions as an inducer of cytochrome3A.
Application
Troglitazone has been used as a reagent in adipocyte differentiation medium.
Biochem/physiol Actions
PPARγ agonist; anti-diabetic thiazolidinedione (TZD) with anti-inflammatory and anti-tumor activity; induces apoptosis via a p53 pathway.
Features and Benefits
This compound is featured on the Nuclear Receptors (PPARs) and Potassium Channels pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Preparation Note
Studies using troglitazone have reported that it can increase AMP-activated protein kinase (pAMPK) and phosphorylated acetyl-CoA carboxylase in isolated rat extensor digitorum longus muscles1. Furthermore, analysis of troglitazone-mediated autophagy is reported to correlate with the stimulation of AMPK α2.
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Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Registered report: IDH mutation impairs histone demethylation and results in a block to cell differentiation
Richarson AD, et al.
eLife, 5, e10860-e10860 (2016)
Phil June Park et al.
International journal of molecular sciences, 20(8) (2019-04-18)
Adiponectin (APN), released mainly from adipose tissue, is a well-known homeostatic factor for regulating glucose levels, lipid metabolism, and insulin sensitivity. A recent study showed that human hair follicles express APN receptors and the presence of APN-mediated hair growth signaling
Farah Tasnim et al.
Scientific reports, 10(1), 4768-4768 (2020-03-18)
Hepatocyte spheroids are useful models for mimicking liver phenotypes in vitro because of their three-dimensionality. However, the lack of a biomaterial platform which allows the facile manipulation of spheroid cultures on a large scale severely limits their application in automated
Global Trade Item Number
| SKU | GTIN |
|---|---|
| T2573-5MG | 04061837342448 |