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文件

R2408

Sigma-Aldrich

罗格列酮

≥98% (HPLC)

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别名:
罗格列酮, 5-[[4-[2-(甲基-2-吡啶氨基)乙氧基]苯基]甲基]-2,4-噻唑烷二酮
线性分子式:
C18H19N3O3S
CAS号:
122320-73-4
分子量:
357.43
MDL编号:
MFCD00871760
UNSPSC代码:
12352200
PubChem化学物质编号:
329824017
NACRES:
NA.77

质量水平

100

检测方案

≥98% (HPLC)

形式

powder

溶解性

DMSO: ≥10 mg/mL

创始人

GlaxoSmithKline

储存温度

2-8°C

SMILES字符串

CN(CCOc1ccc(CC2SC(=O)NC2=O)cc1)c3ccccn3

InChI

1S/C18H19N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,15H,10-12H2,1H3,(H,20,22,23)

InChI key

YASAKCUCGLMORW-UHFFFAOYSA-N

基因信息

human ... PPARG(5468)

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一般描述

Rosiglitazone is a member of the thiazolidinedione family. It effectively lowers glucose levels by enhancing the response of target cells to insulin, without causing increased stimulation and release of insulin by the pancreatic beta cells. Rosiglitazone functions by activating the nuclear peroxisome proliferator-activated (PPAR) receptor gamma, which plays a key role in regulating adipogenesis, glucose metabolism, and genetic networks. It exhibits high potency as a thiazolidinedione, with a binding affinity for PPAR-gamma that is 30-fold higher than pioglitazone. Furthermore, it increases insulin-stimulated IRS-1/2 in skeletal muscle and adipose tissue, leading to the expression of the GLUT4 glucose transporter.

应用

罗格列酮已被用于：
  • 脂肪细胞分化的培养基成分
  • 人结肠癌细胞的细胞增殖测定
  • 脂肪细胞中Bcl-2样蛋白13（Bcl2113）的表达
  • 作为过氧化物酶体增殖物激活受体γ（PPARγ）的配体

生化/生理作用

罗格列酮是PPARγ的强效激动剂，对人受体的EC50为43 nM。 它是一种抗糖尿病药，作为胰岛素增敏剂，可与脂肪细胞的PPARγ受体结合并使细胞对胰岛素更敏感。

特点和优势

《受体分类和信号转导》手册的 AMPK 和 核受体（PPAR） 页面有该化合物的介绍。想要浏览手册的其他页面， 请单击此处。
该化合物是ADME Tox和基因调控研究的特色产品。发现更多 ADME Tox 和 基因调控 特色产品。想要了解有关生物活性小分子在其他研究领域应用的更多信息，请访问 sigma.com/discover-bsm。
该化合物由 GlaxoSmithKline开发。想要浏览其他由制药公司开发的化合物以及已批准物/候选药物清单， 请单击此处。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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Siyu Xie et al.
Nutrients, 11(7) (2019-07-22)
Promoting white-to-beige adipocyte transition is a promising approach for obesity treatment. Although Liensinine (Lie), a kind of isoquinoline alkaloid, has been reported to affect white-to-beige adipocyte transition, its effects on inhibiting beige adipocytes recovering to white adipocytes and maintaining the
Spermidine/spermine N1-acetyltransferase-mediated polyamine catabolism regulates beige adipocyte biogenesis
Yuan F, et al.
Metabolism, Clinical and Experimental, 85, 298-304 (2018)
CACUL1 reciprocally regulates SIRT1 and LSD1 to repress PPARgamma and inhibit adipogenesis
Jang MJ, et al.
Cell Death & Disease, 8(12), 3201-3201 (2017)
Rosiglitazone
Rodriguez BSQ and Correa R
StatPearls [Internet] (2023)
A novel role for Bcl2l13 in promoting beige adipocyte biogenesis
Ju L, et al.
Biochemical and Biophysical Research Communications, 506(3), 485-491 (2018)
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