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G6793

Sigma-Aldrich

GW7647

≥98% (HPLC)

Synonym(s):

2-(4-(2-(1-Cyclohexanebutyl)-3-cyclohexylureido)ethyl)­phenyl­thio)-2-methyl­propionic acid

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About This Item

Empirical Formula (Hill Notation):
C29H46N2O3S
CAS Number:
265129-71-3
Molecular Weight:
502.75
MDL number:
MFCD06798379
UNSPSC Code:
12352200
PubChem Substance ID:
24278790
NACRES:
NA.77

Assay

≥98% (HPLC)

color

white

solubility

DMSO: soluble 16 mg/mL
H2O: insoluble

SMILES string

CC(C)(Sc1ccc(CCN(CCCCC2CCCCC2)C(=O)NC3CCCCC3)cc1)C(O)=O

InChI

1S/C29H46N2O3S/c1-29(2,27(32)33)35-26-18-16-24(17-19-26)20-22-31(28(34)30-25-14-7-4-8-15-25)21-10-9-13-23-11-5-3-6-12-23/h16-19,23,25H,3-15,20-22H2,1-2H3,(H,30,34)(H,32,33)

InChI key

PKNYXWMTHFMHKD-UHFFFAOYSA-N

Gene Information

human ... PPARA(5465)

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Application

GW7647 has been used as a peroxisome proliferator-activated receptor α (PPAR α) ligand:
  • in defatting medium to treat primary human hepatocytes
  • to test its effect on the glycolytic function in cardiomyocytes
  • to test its effect on infant mouse heart
  • in breast cancer MDA-MB-231 cells to activate PPARs

Biochem/physiol Actions

GW7647 reduces serum triglyceride levels and enhances hepatic expression of genes associated with β-oxidation. Usage of GW7647 along with metformin in conditions of liver steatosis or injury improves the enzymatic levels of aspartate transaminase (AST) and alanine transaminase (ALT) in serum.
Potent human PPARα agonist. Use to study the biology of PPARα receptor in human cells.

Features and Benefits

This compound is featured on the Nuclear Receptors (PPARs) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Legal Information

Sold for research purposes only under agreement from Glaxo­Smith­Kline

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jun Zhang et al.
Oncotarget, 8(13), 20766-20783 (2017-02-12)
Peroxisome proliferators-activated receptors (PPARα, γ and δ) are potentially effective targets for Type 2 diabetes mellitus therapy. The severe effects of known glitazones and the successfully approved agents (saroglitazar and lobeglitazone) motivated us to study novelly potent PPARs drugs with
Yanjie Cheng et al.
Molecular therapy. Nucleic acids, 9, 195-206 (2017-12-17)
Widely varied compounds, including certain plasticizers, hypolipidemic drugs (e.g., ciprofibrate, fenofibrate, WY-14643, and clofibrate), agrochemicals, and environmental pollutants, are peroxisome proliferators (PPs). Appropriate dose of PPs causes a moderate increase in the number and size of peroxisomes and the expression
Sriram Ramanan et al.
Free radical biology & medicine, 45(12), 1695-1704 (2008-10-15)
Whole-brain irradiation (WBI) can lead to cognitive impairment several months to years after irradiation. Studies on rodents have shown a rapid and sustained increase in activated microglia (brain macrophages) following brain irradiation, contributing to a chronic inflammatory response and a
Luisa Vergori et al.
Stem cells translational medicine, 7(1), 135-145 (2017-10-29)
Metabolic pathologies such as diabetes and obesity are associated with decreased level of circulating and bone marrow (BM)-derived endothelial progenitor cells (EPCs). It is known that activation of peroxisome proliferator-activated receptor alpha (PPARα) may stimulate cell differentiation. In addition, microparticles
Anne Mazzucotelli et al.
Diabetes, 56(10), 2467-2475 (2007-07-25)
The purpose of this work was to determine the pattern of genes regulated by peroxisome proliferator-activated receptor (PPAR) gamma coactivator 1 alpha (PGC-1 alpha) in human adipocytes and the involvement of PPARalpha and PPARgamma in PGC-1 alpha transcriptional action. Primary
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