2-Nonylquinolin-4(1H)-one

2-Nonylquinolin-4(1H)-one is a quinolone alkaloid that has been found in P. aeruginosa and has diverse biological activities. It reduces infection of Huh7.5 cells by hepatitis C virus (HCV) with an IC50 value of 1.4 µg/ml. 2-Nonylquinolin-4(1H)-one (50 and 100 µg/ml) is also active against L. gongylophorus, a symbiotic fungus of the agricultural pest A. sexdens (leaf-cutting ant). It inhibits activation of nuclear factor of activated T cells (NFAT) induced by phorbol 12-myristate 13-acetate (TPA, Cay-10008014) and the calcium ionophore A23187 (Cay-11016) in Jurkat cells (IC50 = 3.44 µM), but not LPS-induced NF-kappaB activation in RAW 264.7 cells (IC50 = >100 µM), in reporter assays. This compound is expected to exist in one or both tautomeric forms, depending on experimental conditions.Formal Name: 2-nonyl-4(1H)-quinolinone. CAS Number: 55396-45-7. Synonyms: 2-n-Nonyl-4-quinolone, 2-Nonyl-1H-quinolin-4-one, 2-Nonylquinolin-4(1H)-one, Pseudane IX. Molecular Formula: C18H25NO. Formula Weight: 271.4. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 15 mg/ml, Ethanol: 30 mg/ml. lambdamax: 213, 236, 316, 328 nm. SMILES: O=C1C=C(CCCCCCCCC)NC2=C1C=CC=C2. InChi Code: InChI=1S/C18H25NO/c1-2-3-4-5-6-7-8-11-15-14-18(20)16-12-9-10-13-17(16)19-15/h9-10,12-14H,2-8,11H2,1H3,(H,19,20). InChi Key: KKRXDNYRUZGPFM-UHFFFAOYSA-N. Origin: Synthetic.