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Details

Stereochemistry ACHIRAL
Molecular Formula C24H29NO2
Molecular Weight 363.4926
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LG 100268

SMILES

CC1=C(C=C2C(=C1)C(C)(C)CCC2(C)C)C3(CC3)C4=CC=C(C=N4)C(O)=O

InChI

InChIKey=SLXTWXQUEZSSTJ-UHFFFAOYSA-N
InChI=1S/C24H29NO2/c1-15-12-18-19(23(4,5)9-8-22(18,2)3)13-17(15)24(10-11-24)20-7-6-16(14-25-20)21(26)27/h6-7,12-14H,8-11H2,1-5H3,(H,26,27)

HIDE SMILES / InChI

Molecular Formula C24H29NO2
Molecular Weight 363.4926
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/10951538 | https://www.ncbi.nlm.nih.gov/pubmed/12374698 | https://www.ncbi.nlm.nih.gov/pubmed/18483313

LG 100268 (LGD 1268) is retionid X receptor agonist, originated in Ligand Pharmaceuticals. LG 100268 demonstrated efficacy in preclinical models of obesity, breast and lung cancer.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
3.0 nM [Kd]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Tributyltin engages multiple nuclear receptor pathways and suppresses osteogenesis in bone marrow multipotent stromal cells.
2015-06-15
Mechanisms of action of hormone-sensitive lipase in mouse Leydig cells: its role in the regulation of the steroidogenic acute regulatory protein.
2013-03-22
Tributyltin synergizes with 20-hydroxyecdysone to produce endocrine toxicity.
2011-09
In silico prediction of pregnane X receptor activators by machine learning approaches.
2007-01
Identification of biomarkers modulated by the rexinoid LGD1069 (bexarotene) in human breast cells using oligonucleotide arrays.
2006-12-15
Neu-induced retroviral rat mammary carcinogenesis: a novel chemoprevention model for both hormonally responsive and nonresponsive mammary carcinomas.
2006-07-01
PPARalpha activators and fasting induce the expression of adipose differentiation-related protein in liver.
2006-05
Organotin compounds enhance 17beta-hydroxysteroid dehydrogenase type I activity in human choriocarcinoma JAr cells: potential promotion of 17beta-estradiol biosynthesis in human placenta.
2006-04-28
Receptor-selective retinoids inhibit the growth of normal and malignant breast cells by inducing G1 cell cycle blockade.
2006-03
Coactivation of liver receptor homologue-1 by peroxisome proliferator-activated receptor gamma coactivator-1alpha on aromatase promoter II and its inhibition by activated retinoid X receptor suggest a novel target for breast-specific antiestrogen therapy.
2005-12-15
Trialkyltin compounds bind retinoid X receptor to alter human placental endocrine functions.
2005-10
Thiazolidinediones inhibit proliferation of microvascular and macrovascular cells by a PPARgamma-independent mechanism.
2005-03
Molecular cloning and characterization of two novel human RXR alpha splice variants.
2004-09
Retinoid X receptor (RXR) agonist-induced antagonism of farnesoid X receptor (FXR) activity due to absence of coactivator recruitment and decreased DNA binding.
2003-03-21
Prevention and treatment of experimental breast cancer with the combination of a new selective estrogen receptor modulator, arzoxifene, and a new rexinoid, LG 100268.
2002-10
The effects of rexinoids and rosiglitazone on body weight and uncoupling protein isoform expression in the Zucker fa/fa rat.
2000-12
Insulin sensitizer, troglitazone, directly inhibits aromatase activity in human ovarian granulosa cells.
2000-05-19
Therapeutic applications for ligands of retinoid receptors.
2000-01
The pregnane X receptor: a promiscuous xenobiotic receptor that has diverged during evolution.
2000-01
Growth inhibition of myeloid leukemia cells by troglitazone, a ligand for peroxisome proliferator activated receptor gamma, and retinoids.
1999-11
Activation of specific RXR heterodimers by an antagonist of RXR homodimers.
1996-10-03
Synthesis of high specific activity [3H]-9-cis-retinoic acid and its application for identifying retinoids with unusual binding properties.
1994-02-04
Patents

Sample Use Guides

In obesity studies LG100268 was dosed orally once daily at 20 mg/kg to Zucker rats.
Route of Administration: Oral
In Vitro Use Guide
Receptor binding assays for RXRs were performed using [3H]-9-cis-RA as the radioligand for RXRs. EC50 values we determined by contransfection assay performed with CV-1 cells.
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:10:04 GMT 2025
Edited
by admin
on Mon Mar 31 19:10:04 GMT 2025
Record UNII
UVU4X1103P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LG 100268
Common Name English
AGN 192620
Preferred Name English
LG-268
Code English
AGN-192620
Code English
6-(1-(3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YL)CYCLOPROPYL)NICOTINIC ACID
Systematic Name English
LGD 1268
Code English
3-PYRIDINECARBOXYLIC ACID, 6-(1-(5,6,7,8-TETRAHYDRO-3,5,5,8,8-PENTAMETHYL-2-NAPHTHALENYL CYCLOPROPYL)-
Common Name English
CD-3127
Code English
LGD 100268
Code English
CD 3127
Code English
LG100268
Code English
LG268
Common Name English
SC-211737
Code English
LG 268
Code English
ALRT 268
Code English
LG-100268
Code English
LGD-1268
Code English
ALRT-268
Code English
LGD-100268
Code English
Code System Code Type Description
FDA UNII
UVU4X1103P
Created by admin on Mon Mar 31 19:10:04 GMT 2025 , Edited by admin on Mon Mar 31 19:10:04 GMT 2025
PRIMARY
MESH
C095104
Created by admin on Mon Mar 31 19:10:04 GMT 2025 , Edited by admin on Mon Mar 31 19:10:04 GMT 2025
PRIMARY
EPA CompTox
DTXSID90165354
Created by admin on Mon Mar 31 19:10:04 GMT 2025 , Edited by admin on Mon Mar 31 19:10:04 GMT 2025
PRIMARY
CAS
153559-76-3
Created by admin on Mon Mar 31 19:10:04 GMT 2025 , Edited by admin on Mon Mar 31 19:10:04 GMT 2025
PRIMARY
PUBCHEM
3922
Created by admin on Mon Mar 31 19:10:04 GMT 2025 , Edited by admin on Mon Mar 31 19:10:04 GMT 2025
PRIMARY
DRUG BANK
DB01941
Created by admin on Mon Mar 31 19:10:04 GMT 2025 , Edited by admin on Mon Mar 31 19:10:04 GMT 2025
PRIMARY