171263-M

AMPK Signaling Activator IX, F17

The AMPK Signaling Agonist, F17, also referenced under CAS 280112-24-5, controls the biological activity of AMPK. This small molecule/inhibitor is primarily used for Biochemicals applications.

• Synonym(s): AMPK Signaling Activator IX, F17, 4-hydroxy-1-isobutyl-N-(5-methylthiazol-2-yl)-2-oxo-1,2-dihydroquinoline-3-carboxamide
• Empirical Formula (Hill Notation): C₁₈H₁₉N₃O₃S
• CAS Number: 280112-24-5
• Molecular Weight: 357.43
• UNSPSC Code: 12352200

Properties

• assay: ≥95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: off-white
• solubility: DMSO: 5 mg/mL, clear, colorless
• storage temp.: 2-8°C
• InChI: 1S/C18H19N3O3S/c1-10(2)9-21-13-7-5-4-6-12(13)15(22)14(17(21)24)16(23)20-18-19-8-11(3)25-18/h4-8,10,22H,9H2,1-3H3,(H,19,20,23)
• InChI key: QSZAFLFWFQTCJK-UHFFFAOYSA-N

Description

General description

A cell-permeable 4-hydroxy-2-oxo quinoline carboxamide that acts as an agonist of AMPK signaling. It is shown to reduce fat storage in C. elegans (EC₅₀ ~ 0.1 µM) and reduce the expression level of fat-7 (a C. elegans ortholog of mammalian stearoyl-CoA desaturase-1), through aak-1 (an ortholog for the AMPK-α1 catalytic subunit) and K08F8.2 (a transcription factor) dependent mechanisms. In addition, it markedly reduces the number of lipid droplets in HepG2 human hepatocarcinoma cells at 25 µM, and elicits the phosphorylation and inactivation of acetyl coenzyme A carboxylase (ACC, the enzyme that catalyzes the rate-limiting step in de novo fatty acid synthesis). F17-induced ACC phosphorylation can be abrogated by simultaneous treatment with an AMPK inhibitor compound C (Cat. No. 171260).

Warning

Toxicity: Standard Handling (A)

Preparation Note

Warming to 55-60°C is required for complete solubilization.

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Lemieux, G.A., et al. 2011. Nat. Chem. Biol.7, 206.

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable