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G5172

GW4064

Name: GW4064
Brand: SIGMA

≥97% (HPLC), farnesoid X receptor agonist, powder

Synonym(s):

3-(2,6-Dichlorophenyl)-4-(3’-carboxy-2-chlorostilben-4-yl)oxymethyl-5-isopropylisoxazole

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About This Item

Empirical Formula (Hill Notation):

C₂₈H₂₂Cl₃NO₄

CAS Number:

278779-30-9

Molecular Weight:

542.84

UNSPSC Code:

12352200

PubChem Substance ID:

329799937

NACRES:

NA.32

MDL number:

MFCD09971006

Assay:

≥97% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

desiccated

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Product Name

GW4064, ≥97% (HPLC)

Quality Level

100

assay

≥97% (HPLC)

form

powder

storage condition

desiccated

color

white

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

SMILES string

CC(C)c1onc(c1COc2ccc(\C=C\c3cccc(c3)C(O)=O)c(Cl)c2)-c4c(Cl)cccc4Cl

InChI

1S/C28H22Cl3NO4/c1-16(2)27-21(26(32-36-27)25-22(29)7-4-8-23(25)30)15-35-20-12-11-18(24(31)14-20)10-9-17-5-3-6-19(13-17)28(33)34/h3-14,16H,15H2,1-2H3,(H,33,34)/b10-9+

InChI key

BYTNEISLBIENSA-MDZDMXLPSA-N

Related Categories

Bioactive Small Molecule Agonists

Bioactive Small Molecules

General description

GW4064 is a synthetic isoxazole, which is used to decipher the cellular and physiological functions of farnesoid X receptor (FXR). It is an estrogen receptor-related receptors (ERRs) agonist.

Application

GW4064 has been used:

to investigate its ability to protect the livers of mice from lipopolysaccharide (LPS)-induced inflammation and apoptosis
to examine its capability to inhibit mucosal injury in ileum caused by lipopolysaccharide (LPS)
to treat ileal explants

Biochem/physiol Actions

GW4064 is a FXR agonist.

GW4064 is a FXR agonist. GW4064 is a potent (EC50 = 15 nM), non-steroidal agonist of the orphan nuclear receptor FXR. It shows no activity on other nuclear receptors including RAR up to 1 mM. This is an important tool for the study of the involvment of FXR in a variety of biological activities.

Features and Benefits

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

pictograms

GHS07

signalword

Warning

hcodes

H302,H319,H413

pcodes

P273 - P301 + P312 + P330 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4 - Eye Irrit. 2

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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Synthetic FXR Agonist GW4064 Is a Modulator of Multiple G Protein-Coupled Receptors

Singh N, et al.

Molecular Endocrinology, 28(5), 659-673 (2014)

The immunobiology of mucosal-associated invariant T cell (MAIT) function in primary biliary cholangitis: Regulation by cholic acid-induced Interleukin-7.

Xiang Jiang et al.

Journal of autoimmunity, 90, 64-75 (2018-02-13)

Mucosal-associated invariant T (MAIT) cells are novel innate-like T cells constituting a significant proportion of circulating and hepatic T cells. Herein, we extensively examine the phenotypical and functional alterations of MAIT cells and their regulation in a cohort of 56

Lactobacillus plantarum CCFM8661 modulates bile acid enterohepatic circulation and increases lead excretion in mice.

Qixiao Zhai et al.

Food & function, 10(3), 1455-1464 (2019-02-16)

The management of lead (Pb) exposure and toxicity remains a major public health priority worldwide. In our previous study, the probiotic strain Lactobacillus plantarum CCFM8661 prevented Pb absorption in mice via intestinal sequestration. This follow-up study aimed to evaluate the

Bile acid treatment and FXR agonism lower postprandial lipemia in mice.

Sarah Farr et al.

American journal of physiology. Gastrointestinal and liver physiology, 318(4), G682-G693 (2020-02-01)

Postprandial dyslipidemia is a common feature of insulin-resistant states and contributes to increased cardiovascular disease risk. Recently, bile acids have been recognized beyond their emulsification properties as important signaling molecules that promote energy expenditure, improve insulin sensitivity, and lower fasting

Hormesis in Cholestatic Liver Disease; Preconditioning with Low Bile Acid Concentrations Protects against Bile Acid-Induced Toxicity.

Esther M Verhaag et al.

PloS one, 11(3), e0149782-e0149782 (2016-03-08)

Cholestasis is characterized by accumulation of bile acids and inflammation, causing hepatocellular damage. Still, liver damage markers are highest in acute cholestasis and drop when this condition becomes chronic, indicating that hepatocytes adapt towards the hostile environment. This may be

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Global Trade Item Number

SKU	GTIN
G5172-25MG	04061831238945
G5172-5MG	04061833633472

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