554726

SR9009

≥96% (HPLC), liquid, REV-ERB agonist, Calbiochem^®

• Synonym(s): REV-ERB Agonist II, SR9009, Ethyl-3-(((4-chlorobenzyl)((5-nitrothiophen-2-yl)methyl)amino)methyl)pyrrolidine-1-carboxylate
• Empirical Formula (Hill Notation): C₂₀H₂₄ClN₃O₄S
• CAS Number: 1379686-30-2
• Molecular Weight: 437.94
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD29472236
• Assay: ≥96% (HPLC)
• Form: liquid
• Storage condition: OK to freeze, protect from light

Properties

• Product Name: REV-ERB Agonist II, SR9009, The REV-ERB Agonist II, SR9009 controls the biological activity of REV-ERB. This small molecule/inhibitor is primarily used for Biochemicals applications.
• Quality Segment: 100
• assay: ≥96% (HPLC)
• form: liquid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: dark brown
• solubility: DMSO: 50 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: ClC(C=C1)=CC=C1CN(CC2=CC=C(S2)[N+]([O-])=O)CC3CN(C(OCC)=O)CC3
• InChI: 1S/C20H24ClN3O4S/c1-2-28-20(25)23-10-9-16(13-23)12-22(11-15-3-5-17(21)6-4-15)14-18-7-8-19(29-18)24(26)27/h3-8,16H,2,9-14H2,1H3
• InChI key: MMJJNHOIVCGAAP-UHFFFAOYSA-N

Description

General description

A pyrrolidinecarbamate compound that acts as a specific REV-ERB-α/β agonist. Exhibits a direct and reversible binding (K_d = 800 nM REV-ERB-α) and shows excellent selectivity over a panel of 46 other nuclear receptors. Potently increases REV-ERB-dependent repressor activity (IC₅₀ = 670 and 800 nM in Gal4-REV-ERB-α and β transfected HEK 293 cells) and reduces BMAL1 mRNA in HepG2 cells (IC₅₀ = 710 nM). Shown to cross the blood-brain barrier and exhibit desirable pharmacokinetic properties. A 7-day administration of SR9009 (100 mg/kg, i.p., b.i.d.) causes a significant weight and fat loss in C57BL6 mice with concomitant reduction in plasma glucose and free fatty acid levels, and alters circadian pattern.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
REV-ERB-α/&beta

Reversible: yes

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Solt, L.A., et al. 2012. Nature485, 62.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable