T-0901317
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MedKoo CAT#: 526921

CAS#: 293754-55-9

Description: T-0901317, also known as T-1317; TO-091317; TO 901317, is a liver X receptor (LXR) agonist. T-0901317 inhibits development of atherosclerosis in LDL receptor-deficient mice. T-0901317 significantly reduced the atherosclerotic lesions in LDLR(-/-) mice without affecting plasma total cholesterol levels. T-0901317 increased expression of ATP binding cassette A1 in the lesions in LDLR(-/-) mice as well as in mouse peritoneal macrophages. T-0901317 also significantly induced cholesterol efflux activity in peritoneal macrophages. T-0901317 may be useful therapeutic agents for the treatment of atherosclerosis.


Price and Availability

Size
Price

1g
USD 950
Size
Price

2g
USD 1750
Size
Price

5g
Ask price

TO-091317, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received. Delivery time: overnight (USA/Canada); 3-5 days (worldwide).


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 526921
Name: T-0901317
CAS#: 293754-55-9
Chemical Formula: C17H12F9NO3S
Exact Mass: 481.0394
Molecular Weight: 481.3326
Elemental Analysis: C, 42.42; H, 2.51; F, 35.52; N, 2.91; O, 9.97; S, 6.66


Synonym: TO-091317, TO 091317, TO091317, T-0901317, T-1317, TO-91317, TO 901317, T0901317, T1317, TO91317, TO901317

IUPAC/Chemical Name: N-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl)-N-(2,2,2-trifluoroethyl)benzenesulfonamide

InChi Key: SGIWFELWJPNFDH-UHFFFAOYSA-N

InChi Code: 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

SMILES Code: OC(C(F)(F)F)(C(F)(F)F)C1=CC=C(N(CC(F)(F)F)S(C2=CC=CC=C2)(=O)=O)C=C1


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Xu H, Ma X, Song D, Xue D, He X, Zhang X. Comparison of Tolerogenic Dendritic Cells Induced by Liver X Receptor Agonist from Bone Marrow-derived Cells and Natural Tolerogenic Dendritic Cells. Clin Lab. 2016;62(3):249-61. PubMed PMID: 27156312.

2: Lu X, Wang F, Xu C, Soodvilai S, Peng K, Su J, Zhao L, Yang KT, Feng Y, Zhou SF, Gustafsson JÅ, Yang T. Soluble (pro)renin receptor via β-catenin enhances urine concentration capability as a target of liver X receptor. Proc Natl Acad Sci U S A. 2016 Mar 29;113(13):E1898-906. doi: 10.1073/pnas.1602397113. Epub 2016 Mar 16. PubMed PMID: 26984496; PubMed Central PMCID: PMC4822598.

3: Banerjee M, Chai SC, Wu J, Robbins D, Chen T. Tryptophan 299 is a conserved residue of human pregnane X receptor critical for the functional consequence of ligand binding. Biochem Pharmacol. 2016 Mar 15;104:131-8. doi: 10.1016/j.bcp.2016.02.009. Epub 2016 Feb 18. PubMed PMID: 26902414; PubMed Central PMCID: PMC4778391.

4: Furumoto H, Nanthirudjanar T, Hirata T, Sugawara T. Dietary Effects of Oxidized Eicosapentaenoic Acid (EPA) and Intact EPA on Hepatic Steatosis Induced by a High-sucrose Diet and Liver-X-receptor α Agonist in Mice. J Oleo Sci. 2016;65(3):233-40. doi: 10.5650/jos.ess15227. Epub 2016 Feb 15. PubMed PMID: 26876675.

5: Briand O, Touche V, Colin S, Brufau G, Davalos A, Schonewille M, Bovenga F, Carrière V, de Boer JF, Dugardin C, Riveau B, Clavey V, Tailleux A, Moschetta A, Lasunción MA, Groen AK, Staels B, Lestavel S. Liver X Receptor Regulates Triglyceride Absorption Through Intestinal Down-regulation of Scavenger Receptor Class B, Type 1. Gastroenterology. 2016 Mar;150(3):650-8. doi: 10.1053/j.gastro.2015.11.015. Epub 2015 Nov 18. PubMed PMID: 26602218.

6: Tamehiro N, Park MH, Hawxhurst V, Nagpal K, Adams ME, Zannis VI, Golenbock DT, Fitzgerald ML. LXR Agonism Upregulates the Macrophage ABCA1/Syntrophin Protein Complex That Can Bind ApoA-I and Stabilized ABCA1 Protein, but Complex Loss Does Not Inhibit Lipid Efflux. Biochemistry. 2015 Nov 24;54(46):6931-41. doi: 10.1021/acs.biochem.5b00894. Epub 2015 Nov 9. PubMed PMID: 26506427; PubMed Central PMCID: PMC4874254.

7: Courtaut F, Derangère V, Chevriaux A, Ladoire S, Cotte AK, Arnould L, Boidot R, Rialland M, Ghiringhelli F, Rébé C. Liver X receptor ligand cytotoxicity in colon cancer cells and not in normal colon epithelial cells depends on LXRβ subcellular localization. Oncotarget. 2015 Sep 29;6(29):26651-62. doi: 10.18632/oncotarget.5791. PubMed PMID: 26450852; PubMed Central PMCID: PMC4694942.

8: Pinto CL, Kalasekar SM, McCollum CW, Riu A, Jonsson P, Lopez J, Swindell EC, Bouhlatouf A, Balaguer P, Bondesson M, Gustafsson JÅ. Lxr regulates lipid metabolic and visual perception pathways during zebrafish development. Mol Cell Endocrinol. 2016 Jan 5;419:29-43. doi: 10.1016/j.mce.2015.09.030. PubMed PMID: 26427652; PubMed Central PMCID: PMC4684448.

9: Nanthirudjanar T, Furumoto H, Zheng J, Kim YI, Goto T, Takahashi N, Kawada T, Park SB, Hirata A, Kitamura N, Kishino S, Ogawa J, Hirata T, Sugawara T. Gut Microbial Fatty Acid Metabolites Reduce Triacylglycerol Levels in Hepatocytes. Lipids. 2015 Nov;50(11):1093-102. doi: 10.1007/s11745-015-4067-z. Epub 2015 Sep 23. PubMed PMID: 26399511.

10: Matsuo K, Yamamoto S, Wakamatsu T, Takahashi Y, Kawamura K, Kaneko Y, Goto S, Kazama JJ, Narita I. Increased Proinflammatory Cytokine Production and Decreased Cholesterol Efflux Due to Downregulation of ABCG1 in Macrophages Exposed to Indoxyl Sulfate. Toxins (Basel). 2015 Aug 14;7(8):3155-66. doi: 10.3390/toxins7083155. PubMed PMID: 26287243; PubMed Central PMCID: PMC4549743.

11: Lee J, Hong SW, Park SE, Rhee EJ, Park CY, Oh KW, Park SW, Lee WY. AMP-activated protein kinase suppresses the expression of LXR/SREBP-1 signaling-induced ANGPTL8 in HepG2 cells. Mol Cell Endocrinol. 2015 Oct 15;414:148-55. doi: 10.1016/j.mce.2015.07.031. Epub 2015 Aug 4. PubMed PMID: 26254015.

12: He K, Dai ZY, Li PZ, Zhu XW, Gong JP. Association between liver X receptor-α and neuron-derived orphan nuclear receptor-1 in Kupffer cells of C57BL/6 mice during inflammation. Mol Med Rep. 2015 Oct;12(4):6098-104. doi: 10.3892/mmr.2015.4155. Epub 2015 Jul 30. PubMed PMID: 26239564.

13: Jin X, Freeman SR, Vaisman B, Liu Y, Chang J, Varsano N, Addadi L, Remaley A, Kruth HS. ABCA1 contributes to macrophage deposition of extracellular cholesterol. J Lipid Res. 2015 Sep;56(9):1720-6. doi: 10.1194/jlr.M060053. Epub 2015 Jul 22. PubMed PMID: 26203076; PubMed Central PMCID: PMC4548776.

14: Ramezani A, Dubrovsky L, Pushkarsky T, Sviridov D, Karandish S, Raj DS, Fitzgerald ML, Bukrinsky M. Stimulation of Liver X Receptor Has Potent Anti-HIV Effects in a Humanized Mouse Model of HIV Infection. J Pharmacol Exp Ther. 2015 Sep;354(3):376-83. doi: 10.1124/jpet.115.224485. Epub 2015 Jun 30. PubMed PMID: 26126533; PubMed Central PMCID: PMC4538872.

15: Yang M, Wang R, Sun J, Yu K, Chen B, Xu L, Zhao B, Wang H. The liver X receptor agonist TO901317 protects mice against cisplatin-induced kidney injury. Exp Biol Med (Maywood). 2015 Dec;240(12):1717-27. doi: 10.1177/1535370215589906. Epub 2015 Jun 9. PubMed PMID: 26062799.

16: Meffre D, Shackleford G, Hichor M, Gorgievski V, Tzavara ET, Trousson A, Ghoumari AM, Deboux C, Nait Oumesmar B, Liere P, Schumacher M, Baulieu EE, Charbonnier F, Grenier J, Massaad C. Liver X receptors alpha and beta promote myelination and remyelination in the cerebellum. Proc Natl Acad Sci U S A. 2015 Jun 16;112(24):7587-92. doi: 10.1073/pnas.1424951112. Epub 2015 May 28. PubMed PMID: 26023184; PubMed Central PMCID: PMC4475952.

17: Koura M, Matsuda T, Okuda A, Watanabe Y, Yamaguchi Y, Kurobuchi S, Matsumoto Y, Shibuya K. Design, synthesis and pharmacology of 1,1-bistrifluoromethylcarbinol derivatives as liver X receptor β-selective agonists. Bioorg Med Chem Lett. 2015 Jul 1;25(13):2668-74. doi: 10.1016/j.bmcl.2015.04.080. Epub 2015 May 5. PubMed PMID: 25998501.

18: Botez G, Piraino G, Hake PW, Ledford JR, O'Connor M, Cook JA, Zingarelli B. Age-dependent therapeutic effects of liver X receptor-α activation in murine polymicrobial sepsis. Innate Immun. 2015 Aug;21(6):609-18. doi: 10.1177/1753425915569367. Epub 2015 May 8. PubMed PMID: 25956304; PubMed Central PMCID: PMC4509881.

19: Lim RK, Yu S, Cheng B, Li S, Kim NJ, Cao Y, Chi V, Kim JY, Chatterjee AK, Schultz PG, Tremblay MS, Kazane SA. Targeted Delivery of LXR Agonist Using a Site-Specific Antibody-Drug Conjugate. Bioconjug Chem. 2015 Nov 18;26(11):2216-22. doi: 10.1021/acs.bioconjchem.5b00203. Epub 2015 May 20. PubMed PMID: 25945727; PubMed Central PMCID: PMC4651790.

20: Dong Y, Gao G, Fan H, Li S, Li X, Liu W. Activation of the Liver X Receptor by Agonist TO901317 Improves Hepatic Insulin Resistance via Suppressing Reactive Oxygen Species and JNK Pathway. PLoS One. 2015 Apr 24;10(4):e0124778. doi: 10.1371/journal.pone.0124778. eCollection 2015. PubMed PMID: 25909991; PubMed Central PMCID: PMC4409387.