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Merck

SML2820

Sigma-Aldrich

SR3335

≥98% (HPLC)

Sinónimos:

ML 176, ML-176, ML176, N-(4-(1,1,1,3,3,3-Hexafluoro-2-hydroxypropan-2-yl)phenyl)thiophene-2-sulfonamide, N-[4-[2,2,2-Trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-2-thiophenesulfonamide, SR 3335, SR-3335

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About This Item

Fórmula empírica (notación de Hill):
C13H9F6NO3S2
Número de CAS:
Peso molecular:
405.34
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

FC(F)(F)C(O)(C(F)(F)F)c1ccc(cc1)N[S](=O)(=O)c2[s]ccc2

InChI

1S/C13H9F6NO3S2/c14-12(15,16)11(21,13(17,18)19)8-3-5-9(6-4-8)20-25(22,23)10-2-1-7-24-10/h1-7,20-21H

InChI key

LZWUNZRMANFRAO-UHFFFAOYSA-N

Biochem/physiol Actions

SR3335 is a selective partial inverse agonist against the retinoic acid receptor-related orphan receptor ROR-alpha (RORα LBD Ki = 220 nM) that selectively inhibits the constitutive transactivation activity of RORα (IC50 = 480 nM), but not RORβ, RORγ or LXRα, by cell-based reporter assays without affinity toward other RORs. SR3335 effectively suppresses HepG2 cellular RORα target genes expression (5 μM) and improves pyruvate tolerance in DIO mice in vivo (15 mg/kg bid. Ip.) by suppressing gluconeogenesis.
Selective retinoic acid receptor-related receptor RORα partial inverse agonist that improves pyruvate tolerance in DIO mice in vivo.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Chloé Monnier et al.
Physiological reports, 6(8), e13678-e13678 (2018-04-20)
The RORα-deficient staggerer (sg/sg) mouse is lean and resistant to diet-induced obesity. Its thermogenic activity was shown to be increased not only in brown adipose tissue (BAT), but also in subcutaneous white adipose tissue (WAT) where UCP1 content was enhanced
Se Kyu Oh et al.
Proceedings of the National Academy of Sciences of the United States of America, 116(42), 21140-21149 (2019-10-02)
Retinoic acid-related orphan receptor α (RORα) functions as a transcription factor for various biological processes, including circadian rhythm, cancer, and metabolism. Here, we generate intestinal epithelial cell (IEC)-specific RORα-deficient (RORαΔIEC) mice and find that RORα is crucial for maintaining intestinal
Naresh Kumar et al.
ACS chemical biology, 6(3), 218-222 (2010-11-26)
Several nuclear receptors (NRs) are still character-ized as orphan receptors because ligands have not yet been identified for these proteins. The retinoic acid receptor-related receptors (RORs) have no well-defined physiological ligands. Here, we describe the identification of a selective RORα

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