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Merck

G6295

Sigma-Aldrich

GW3965 hydrochloride

≥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

Key Documents

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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

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Biochem/physiol Actions

GW3965 is a liver X receptor full agonist on hLXRα and hLXRβ in cell-based assays with EC50 = 190 nM and 30 nM, respectively.
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

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H318,H413

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
064M4614V
112M4612V
012M4629V
110M4607
088K46253

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Alzbeta Stefela et al.
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
Tomoki Maekawa et al.
PloS one, 6(5), e20240-e20240 (2011-06-01)
Recent studies have suggested that periodontal disease increases the risk of atherothrombotic disease. Atherosclerosis has been characterized as a chronic inflammatory response to cholesterol deposition in the arteries. Although several studies have suggested that certain periodontopathic bacteria accelerate atherogenesis in
Qifang Liu et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 119, 109400-109400 (2019-09-13)
Post-operative cognitive dysfunction (POCD) occurs after major surgery in elderly patients and affects the quality of patients' lives. The present study aims to explore the protective effects and possible mechanisms of compound K in old mice with POCD caused by
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
Md Nazmul Haque et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 81, 153415-153415 (2020-12-08)
Neuronal excitotoxicity induces a plethora of downstream signaling pathways, resulting in the calcium overload-induced excitotoxic cell death, a well-known phenomenon in cerebrovascular and neurodegenerative disorders. The naturally occurring phytosterol, stigmasterol (ST) is known for its potential role in cholesterol homeostasis
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