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G5172

Sigma-Aldrich

GW4064

≥97% (HPLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C28H22Cl3NO4
Numéro CAS:
278779-30-9
Poids moléculaire :
542.84
Numéro MDL:
MFCD09971006
Code UNSPSC :
12352200
ID de substance PubChem :
329799937
Nomenclature NACRES :
NA.32

Pureté

≥97% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white

Solubilité

DMSO: 10 mg/mL, clear

Température de stockage

2-8°C

Chaîne SMILES 

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+

Clé InChI

BYTNEISLBIENSA-MDZDMXLPSA-N

Description générale

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H319,H413

Classification des risques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

GW4064 attenuates lipopolysaccharide-induced hepatic inflammation and apoptosis through inhibition of the Toll-like receptor 4-mediated p38 mitogen-activated protein kinase signaling pathway in mice
Liu HM, et al.
International Journal of Molecular Medicine, 41(3), 1455-1462 (2018)
Jing Yang et al.
Frontiers in pharmacology, 8, 260-260 (2017-05-26)
Triptolide (TP), a diterpenoid isolated from
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
Farnesoid X receptor agonist GW4064 ameliorates lipopolysaccharide-induced ileocolitis through TLR4/MyD88 pathway related mitochondrial dysfunction in mice
Liu HM, et al.
Biochemical and Biophysical Research Communications, 490(3), 841-848 (2017)
Bile acid administration elicits an intestinal antimicrobial program and reduces the bacterial burden in two mouse models of enteric infection
Tremblay S, et al.
Infection and Immunity, 85(6), e00942-e00916 (2017)
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