T0901317   Click here for help

GtoPdb Ligand ID: 2755

Synonyms: T 0901317 | T-0901317
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: T0901317 is a synthetic agonist of the liver X receptors (LXRs), equipotent at the α and β receptor isoforms. T0901317-induced repression of the gluconeogenic enzyme glucose-6-phosphatase is is ROR-dependent and is not associated with the ligand's LXR activity [3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 65.99
Molecular weight 481.04
XLogP 6.53
No. Lipinski's rules broken 1
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Canonical SMILES FC(CN(S(=O)(=O)c1ccccc1)c1ccc(cc1)C(C(F)(F)F)(C(F)(F)F)O)(F)F
Isomeric SMILES FC(CN(S(=O)(=O)c1ccccc1)c1ccc(cc1)C(C(F)(F)F)(C(F)(F)F)O)(F)F
InChI InChI=1S/C17H12F9NO3S/c18-14(19,20)10-27(31(29,30)13-4-2-1-3-5-13)12-8-6-11(7-9-12)15(28,16(21,22)23)17(24,25)26/h1-9,28H,10H2
1. Han S, Zhuang H, Shumyak S, Wu J, Xie C, Li H, Yang LJ, Reeves WH. (2018)
Liver X Receptor Agonist Therapy Prevents Diffuse Alveolar Hemorrhage in Murine Lupus by Repolarizing Macrophages.
Front Immunol, 9: 135. [PMID:29456535]
2. Kanno Y, Tanuma N, Takahashi A, Inouye Y. (2013)
TO901317, a potent LXR agonist, is an inverse agonist of CAR.
J Toxicol Sci, 38 (3): 309-15. [PMID:23665929]
3. Kumar N, Solt LA, Conkright JJ, Wang Y, Istrate MA, Busby SA, Garcia-Ordonez RD, Burris TP, Griffin PR. (2010)
The benzenesulfoamide T0901317 [N-(2,2,2-trifluoroethyl)-N-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-benzenesulfonamide] is a novel retinoic acid receptor-related orphan receptor-alpha/gamma inverse agonist.
Mol Pharmacol, 77 (2): 228-36. [PMID:19887649]
4. Moore LB, Parks DJ, Jones SA, Bledsoe RK, Consler TG, Stimmel JB, Goodwin B, Liddle C, Blanchard SG, Willson TM, Collins JL, Kliewer SA. (2000)
Orphan nuclear receptors constitutive androstane receptor and pregnane X receptor share xenobiotic and steroid ligands.
J Biol Chem, 275 (20): 15122-7. [PMID:10748001]
5. Schultz JR, Tu H, Luk A, Repa JJ, Medina JC, Li L, Schwendner S, Wang S, Thoolen M, Mangelsdorf DJ, Lustig KD, Shan B. (2000)
Role of LXRs in control of lipogenesis.
Genes Dev, 14 (22): 2831-8. [PMID:11090131]
6. Wang J, Xiao C, Wei Z, Wang Y, Zhang X, Fu Y. (2018)
Activation of liver X receptors inhibit LPS-induced inflammatory response in primary bovine mammary epithelial cells.
Vet Immunol Immunopathol, 197: 87-92. [PMID:29475512]