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SML0290 Sigma-Aldrich

MLS000389544

≥98% (HPLC)

Synonym: 4-(Methylsulfonyl)-3-nitro-benzoic acid 2-oxo-2-(tricyclo[3.3.1.13,7]dec-1-ylamino)ethyl ester, MLS-389544, [2-(1-Adamantylamino)-2-oxoethyl] 4-methylsulfonyl-3-nitrobenzoate

  • CAS Number 573965-48-7

  • Empirical Formula (Hill Notation) C20H24N2O7S

  • Molecular Weight 436.48

  •  PubChem Substance ID 329825298

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Cytokines, Growth Factors and Hormones,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
color   white to beige
solubility   H2O: ≥5 mg/mL (warmed)
storage temp.   −20°C
SMILES string   CS(=O)(=O)c1ccc(cc1[N+]([O-])=O)C(=O)OCC(=O)NC23CC4CC(CC(C4)C2)C3
InChI   1S/C20H24N2O7S/c1-30(27,28)17-3-2-15(7-16(17)22(25)26)19(24)29-11-18(23)21-20-8-12-4-13(9-20)6-14(5-12)10-20/h2-3,7,12-14H,4-6,8-11H2,1H3,(H,21,23)
InChI key   BTXTVUJWNPMQBT-UHFFFAOYSA-N

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

MLS000389544 is a selective and potent methylsulfonylnitrobenzoate thyroid hormone receptor β (TRβ) antagonist that blocks the association of TRβ with steroid receptor coactivator 2 (SRC2). It effectively block TR-mediated gene transcription. MLS000389544 is selective for TR over other NR family members. It appears to act by irreversible mechanisms and target cysteine residues in the coactivator binding pocket.

Features and Benefits

This compound is featured on the Nuclear Receptors (Non-Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Nuclear Receptors (Non-Steroids)

The receptors for several classes of non-steroidal compounds, including retinoids, thyroid hormones and vitamin D, also act as ligand-dependent transcription factors. In addition, a large number of r...
Keywords: Absorption, Apoptosis, Atomic absorption spectroscopy, Cancer, Cardiovascular, Cell proliferation, Clinical, Detoxification, Diabetes, Diseases, Gene expression, Hormones, Ligands, Lipid Metabolism, Metabolism, Metabolites, Obesity, Transcription, Transduction, Vitamins

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