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370698

Sigma-Aldrich

GW7647

A cell-permeable urea-substituted thioisobutyric acid compound that acts as a potent and selective PPARα.

Synonym(s):

GW7647, GW647, 2-(4-(2-(1-Cyclohexanebutyl-3-cyclohexylureido)ethyl)phenylthio)-2-methylpropionic Acid, PPAR Agonist IV, PPARα Agonist II, PPARβ/δ Agonist I, PPARγ Agonist III

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About This Item

Empirical Formula (Hill Notation):
C29H46N2O3S
CAS Number:
Molecular Weight:
502.75
MDL number:
UNSPSC Code:
12352200

Quality Level

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

ethanol: 12 mg/mL
DMSO: 50 mg/mL

shipped in

ambient

storage temp.

2-8°C

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

General description

A cell-permeable urea-substituted thioisobutyric acid (ureido-TiBA) compound that acts as a potent and selective PPARα agonist (PPARα, γ and δ - EC50 = 6 nM, 1.1 µM and 6.2 µM for human; 1 nM, 1.3 µM and 2.9 µM for murine, respectively). Also displays in vivo lipid-lowering activity in rats.
A cell-permeable, urea-substituted, thioisobutyric acid (ureido-TiBA) compound that acts as a potent and selective peroxisome proliferator-activated receptor α (PPARα) agonist (EC50 = 6 nM for human PPARα, 1.1 µM for human PPARγ, and 6.2 µM human PPARδ; 1 nM for murine PPARα, 1.3 µM for murine PPARγ, and 2.9 µM murine PPARδ). Also shown to lower lipid levels in rats.

Biochem/physiol Actions

Cell permeable: yes
EC50 = 6 nM, 1.1 µM and 6.2 µM for human PPARα, γ and δ, respectively; EC50 = 1 nM, 1.3 µM and 2.9 µM for murine PPARα, γ and δ, respectively
Primary Target
PPARα
Product does not compete with ATP.
Reversible: no

Packaging

Packaged under inert gas

Warning

Toxicity: Irritant (B)

Other Notes

Muoio, D.M., et al. 2002. J. Biol. Chem.277, 26089.
Brown, P.J., et al. 2001. Bioorg. Med. Chem. Lett.11, 1225.
Oliver, W.R. Jr., et al. 2001. Proc. Natl. Acad. Sci. USA98, 5306.
Poirier, H., et al. 2001. Biochem. J.355, 481.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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