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About This Item
Empirical Formula (Hill Notation):
C18H19N3O3S
CAS Number:
Molecular Weight:
357.43
UNSPSC Code:
12352200
InChI key
QSZAFLFWFQTCJK-UHFFFAOYSA-N
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)
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
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).
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Warming to 55-60°C is required for complete solubilization.
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
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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