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G5045

GW6471

Name: GW6471
Brand: SIGMA

≥98% (HPLC), powder, PPARα antagonist

Synonym(s):

N-((2S)-2-(((1Z)-1-Methyl-3-oxo-3-(4-(trifluoromethyl)phenyl)prop-1-enyl)amino)-3-(4-(2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy)phenyl)propyl)propanamide

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About This Item

Empirical Formula (Hill Notation):

C₃₅H₃₆F₃N₃O₄

CAS Number:

880635-03-0

Molecular Weight:

619.67

UNSPSC Code:

12352200

PubChem Substance ID:

24724489

NACRES:

NA.77

MDL number:

MFCD07784503

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

desiccated

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Product Name

GW6471, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

originator

GlaxoSmithKline

storage temp.

2-8°C

SMILES string

CCC(=O)NC[C@H](Cc1ccc(OCCc2nc(oc2C)-c3ccccc3)cc1)N\C(C)=C/C(=O)c4ccc(cc4)C(F)(F)F

InChI

1S/C35H36F3N3O4/c1-4-33(43)39-22-29(40-23(2)20-32(42)26-12-14-28(15-13-26)35(36,37)38)21-25-10-16-30(17-11-25)44-19-18-31-24(3)45-34(41-31)27-8-6-5-7-9-27/h5-17,20,29,40H,4,18-19,21-22H2,1-3H3,(H,39,43)/b23-20-/t29-/m0/s1

InChI key

TYEFSRMOUXWTDN-DYQICHDWSA-N

Related Categories

Bioactive Small Molecules

General description

GW6471 prevents apoptosis and cell cycle arrest at G₀/G₁ in renal cell carcinoma. It reduces enhanced fatty acid oxidation and oxidative phosphorylation associated with glycolysis inhibition.

Application

GW6471 has been used:

to investigate the role of peroxisome proliferator-activated receptors (PPARs) alpha in perfluorooctanoic acid (PFOA) induced developmental cardiotoxicity
to abolish the protection of bezafibrate (BZA) against hypertrophy
to block the enhanced activity of the hepatitis B virus (HBV) core promoter

Biochem/physiol Actions

GW6471 is a PPARα antagonist, which completely inhibits GW409544-induced activation of PPARα with an IC₅₀ = 0.24 μM. GW6471 induces a PPARα conformation that interacts efficiently with co-repressors.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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.

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

0000389461

0000230055

0000177499

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Inhibitory effect of the gut microbial linoleic acid metabolites, 10-oxo-trans-11-octadecenoic acid and 10-hydroxy-cis-12-octadecenoic acid, on BV-2 microglial cell activation.

Shiori Ikeguchi et al.

Journal of pharmacological sciences, 138(1), 9-15 (2018-09-24)

10-oxo-trans-11-octadecenoic acid (KetoC) and 10-hydroxy-cis-12-octadecenoic acid (HYA) are long-chain fatty acids generated from linoleic acid by the gut lactic acid bacterium Lactobacillus plantarum. These fatty acids have been reported to have anti-inflammatory activity in the intestine. However, little is known

The PPARα activator fenofibrate inhibits voltage-dependent K

Hongliang Li et al.

European journal of pharmacology, 812, 155-162 (2017-07-19)

We examined the effects of the PPARα activator fenofibrate on voltage-dependent K

Aryl hydrocarbon receptor deficiency enhances insulin sensitivity and reduces PPAR-α pathway activity in mice.

Chun Wang et al.

Environmental health perspectives, 119(12), 1739-1744 (2011-08-19)

Numerous man-made pollutants activate the aryl hydrocarbon receptor (AhR) and are risk factors for type 2 diabetes. AhR signaling also affects molecular clock genes to influence glucose metabolism. We investigated mechanisms by which AhR activation affects glucose metabolism. Glucose tolerance

Bezafibrate attenuates pressure overload-induced cardiac hypertrophy and fibrosis

Xu SC, et al.

PPAR Research, 2017 (2017)

PPARalpha inhibition modulates multiple reprogrammed metabolic pathways in kidney cancer and attenuates tumor growth

Abu AO, et al.

American Journal of Physiology. Cell Physiology, 308(11), C890-C898 (2015)

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Articles

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Global Trade Item Number

SKU	GTIN
G5045-5MG	04061833632925

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