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G6793

GW7647

Name: GW7647
Brand: SIGMA

≥98% (HPLC), Potent human PPARα agonist

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

UNSPSC Code:

12352200

PubChem Substance ID:

24278790

NACRES:

NA.77

MDL number:

MFCD06798379

Assay:

≥98% (HPLC)

Quality level:

100

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Product Name

GW7647, ≥98% (HPLC)

Quality Level

100

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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Bioactive Small Molecules

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Design, sythesis and evaluation of a series of 3- or 4-alkoxy substituted phenoxy derivatives as PPARs agonists.

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

Alleviation of Toxicity Caused by Overactivation of Pparα through Pparα-Inducible miR-181a2.

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

PPARα agonist and metformin co-treatment ameliorates NASH in mice induced by a choline-deficient, amino acid-defined diet with 45% fat.

Shinya Okishio et al.

Scientific reports, 10(1), 19578-19578 (2020-11-13)

We explored the beneficial effects of GW7647, a peroxisome proliferator activated receptor α (PPARα) agonist, and metformin, an anti-diabetic drug on an advanced nonalcoholic steatohepatitis (NASH) model in rodents and investigated the possible mechanisms involved. Mice were fed control chow

Microparticles Carrying Peroxisome Proliferator-Activated Receptor Alpha Restore the Reduced Differentiation and Functionality of Bone Marrow-Derived Cells Induced by High-Fat Diet.

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

The transcriptional coactivator peroxisome proliferator activated receptor (PPAR)gamma coactivator-1 alpha and the nuclear receptor PPAR alpha control the expression of glycerol kinase and metabolism genes independently of PPAR gamma activation in human white adipocytes.

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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Global Trade Item Number

SKU	GTIN
G6793-25MG	04061832954417
G6793-5MG	04061832954424

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