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G6295

GW3965 hydrochloride

Name: GW3965 hydrochloride
Brand: SIGMA

≥98% (HPLC), powder, liver X receptors agonist

Synonym(s):

3-[3-[N-(2-Chloro-3-trifluoromethylbenzyl)-(2,2-diphenylethyl)amino]propyloxy]phenylacetic acid hydrochloride

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About This Item

Empirical Formula (Hill Notation):

C₃₃H₃₁F₃ClNO₃ · HCl

CAS Number:

405911-17-3

Molecular Weight:

618.51

MDL number:

MFCD08276920

UNSPSC Code:

12352200

PubChem Substance ID:

24724494

NACRES:

NA.77

product name

GW3965 hydrochloride, ≥98% (HPLC), powder

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white

solubility

DMSO: ≥20 mg/mL

originator

GlaxoSmithKline

SMILES string

Cl[H].OC(=O)Cc1cccc(OCCCN(CC(c2ccccc2)c3ccccc3)Cc4cccc(c4Cl)C(F)(F)F)c1

InChI

1S/C33H31ClF3NO3.ClH/c34-32-27(15-8-17-30(32)33(35,36)37)22-38(18-9-19-41-28-16-7-10-24(20-28)21-31(39)40)23-29(25-11-3-1-4-12-25)26-13-5-2-6-14-26;/h1-8,10-17,20,29H,9,18-19,21-23H2,(H,39,40);1H

InChI key

NMPUWJFHNOUNQU-UHFFFAOYSA-N

Biochem/physiol Actions

GW3965 is a liver X receptor full agonist on hLXRα and hLXRβ. GW3965 has an EC₅₀= 125 nM in a cell-free ligand-sensing assay of LXRα and profiles as a full agonist on hLXRα and hLXRβ in cell-based assays with EC₅₀ = 190 nM and 30 nM, respectively. It is orally active in mice. When screened against a panel of nuclear receptors, it cross-reacted with only the pregnane X receptor (PXR). The literature agonist, T0901317 (Tularik), had an EC₅₀= 60 nM and 85 nM in the cell-free and cell-based assays, respectively.

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

Pictograms

GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H318,H413

Precautionary Statements

P264 - P273 - P280 - P301 + P312 - P305 + P351 + P338 - P501

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4 - Eye Dam. 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Frontiers in pharmacology, 12, 713149-713149 (2021-09-07)

Bile acids (BAs) are key signaling steroidal molecules that regulate glucose, lipid, and energy homeostasis via interactions with the farnesoid X receptor (FXR) and G-protein bile acid receptor 1 (GPBAR1). Extensive medicinal chemistry modifications of the BA scaffold led to

Adverse outcome pathway-based analysis of liver steatosis in vitro using human liver cell lines.

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STAR protocols, 4(3), 102500-102500 (2023-08-24)

Here, we present an in vitro test battery to analyze chemicals for their potential to induce liver triglyceride accumulation, a hallmark of liver steatosis. We describe steps for using HepG2 and HepaRG human hepatoma cells in conjunction with a combination of

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ATF3 and CH25H regulate effector trogocytosis and anti-tumor activities of endogenous and immunotherapeutic cytotoxic T lymphocytes.

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Cell metabolism, 34(9), 1342-1358 (2022-09-08)

Effector trogocytosis between malignant cells and tumor-specific cytotoxic T lymphocytes (CTLs) contributes to immune evasion through antigen loss on target cells and fratricide of antigen-experienced CTLs by other CTLs. The mechanisms regulating these events in tumors remain poorly understood. Here

Pleiotropic effects of antitumour alkylphospholipids on cholesterol transport and metabolism.

Pablo Ríos-Marco et al.

Experimental cell research, 340(1), 81-90 (2015-12-30)

Alkylphospholipid (APL) analogs are a new class of membrane-directed synthetic compounds with a variety of biological actions and clinical applications. In particular, these agents are promising candidates in cancer treatment. We have demonstrated that after prolonged treatment APLs alter intracellular

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