GW-3965

Details

Stereochemistry	ACHIRAL
Molecular Formula	C33H31ClF3NO3
Molecular Weight	582.052
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)CC1=CC=CC(OCCCN(CC(C2=CC=CC=C2)C3=CC=CC=C3)CC4=CC=CC(=C4Cl)C(F)(F)F)=C1

InChI

InChIKey=NAXSRXHZFIBFMI-UHFFFAOYSA-N

InChI=1S/C33H31ClF3NO3/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)

HIDE SMILES / InChI

Molecular Formula	C33H31ClF3NO3
Molecular Weight	582.052
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
LXR-beta 6 Target ID: CHEMBL4093 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22406419	Agonist 2752		5.0 nM [EC50]
LXR-alpha 10 Target ID: CHEMBL2808 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22406419	Agonist 2752		22.0 nM [EC50]

PubMed

Title	Date	PubMed
Resveratrol inhibits LXRα-dependent hepatic lipogenesis through novel antioxidant Sestrin2 gene induction.	2013-08-15	23651738
Dual roles of nuclear receptor liver X receptor α (LXRα) in the CYP3A4 expression in human hepatocytes as a positive and negative regulator.	2013-08-01	23732298
Liver X receptor α bidirectionally transactivates human CYP1A1 and CYP1A2 through two cis-elements common to both genes.	2012-11-23	23041609
Stimulation of lipogenesis as well as fatty acid oxidation protects against palmitate-induced INS-1 beta-cell death.	2011-03	21209018
The human ADFP gene is a direct liver-X-receptor (LXR) target gene and differentially regulated by synthetic LXR ligands.	2010-01	19843633
LXR-activating oxysterols induce the expression of inflammatory markers in endothelial cells through LXR-independent mechanisms.	2009-11	19426978
Regulation of alpha-synuclein expression by liver X receptor ligands in vitro.	2008-11-19	18841091
Physiological differences between human and rat primary hepatocytes in response to liver X receptor activation by 3-[3-[N-(2-chloro-3-trifluoromethylbenzyl)-(2,2-diphenylethyl)amino]propyloxy]phenylacetic acid hydrochloride (GW3965).	2007-10	17628011
Inhibition of progesterone production in human luteinized granulosa cells treated with LXR agonists.	2007-06	17449538
GW3965, a synthetic liver X receptor (LXR) agonist, reduces angiotensin II-mediated pressor responses in Sprague-Dawley rats.	2007-06	17420776
Selective activation of liver X receptors by acanthoic acid-related diterpenes.	2007-06	17329499
Discovery of substituted maleimides as liver X receptor agonists and determination of a ligand-bound crystal structure.	2005-08-25	16107141
Increased fecal neutral sterol loss upon liver X receptor activation is independent of biliary sterol secretion in mice.	2005-01	15633131
Molecular determinants of LXRalpha agonism.	2003-11	12932788
Identification of a nonsteroidal liver X receptor agonist through parallel array synthesis of tertiary amines.	2002-05-09	11985463

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:05:09 GMT 2025` Edited by `admin` on `Mon Mar 31 22:05:09 GMT 2025`
Record UNII	6JI5YOG7RC
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GW-3965

Common Name

English

GW-3965A

Preferred Name

English

3-(3-(N-(2-CHLORO-3-TRIFLUOROMETHYLBENZYL)(2,2-DIPHENYLETHYL)AMINO)PROPOXY)PHENYLACETIC ACID

Systematic Name

English

BENZENEACETIC ACID, 3-(3-(((2-CHLORO-3-(TRIFLUOROMETHYL)PHENYL)METHYL)(2,2-DIPHENYLETHYL)AMINO)PROPOXY)-

Systematic Name

English

Code System Code Type Description

CAS

475207-20-6