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Merck
CN

SML2820

SR3335

≥98% (HPLC)

Synonym(s):

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

Empirical Formula (Hill Notation):
C13H9F6NO3S2
CAS Number:
293753-05-6
Molecular Weight:
405.34
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD02724814
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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Product Name

SR3335, ≥98% (HPLC)

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

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Related Categories

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000097134
0000097135
0000094066

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Jun Dai et al.
The Journal of investigative dermatology, 137(12), 2523-2531 (2017-08-05)
The retinoic acid receptor-related orphan receptors RORα and RORγ are critical for the functions of specific subsets of T cells and innate lymphoid cells, which are key drivers of inflammatory disease in barrier tissues. Here, we investigate the anti-inflammatory potential
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
Ichiaki Ito et al.
Journal of leukocyte biology, 102(6), 1451-1460 (2017-09-28)
Gut microbiota that invades to the defective mucosal barrier is one of the major sources of infectious complications in severely burned hosts. In this study, a role of group 2 innate lymphoid cells (ILC2) and effects of N-{4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl}-2-thiophenesulfonamide (SR3335) on
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
Yichao Zhao et al.
Journal of pineal research, 62(3) (2016-11-20)
Diabetic cardiomyopathy is a major complication that significantly contributes to morbidity and mortality in diabetics with few therapies. Moreover, antidiabetic drugs reported inconsistent or even adverse cardiovascular effects, suggesting that it is important to exploit novel therapeutic targets against diabetic
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