An internal standard for the quantification of 2-nonylquinolin-4(1H)-one
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Unlabeled Version(s)
90036272-Nonylquinolin-4(1H)-one
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2-Nonylquinolin-4(1H)-one-d4

Item No. 9003970

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-nonyl-4(1H)-quinolinone-5,6,7,8-d4
Synonyms
  • 2-n-Nonyl-4-quinolone-d4
  • 2-Nonyl-1H-quinolin-4-one-d4
  • 2-Nonylquinolin-4(1H)-one-d4
  • Pseudane IX-d4
Molecular Formula
C18H21D4NO
Formula Weight
275.4
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 15 mg/mlEthanol: 30 mg/ml
SMILES
O=C1C=C(CCCCCCCCC)NC2=C1C([2H])=C([2H])C([2H])=C2[2H]
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)/i9D,10D,12D,13D
InChi Key
KKRXDNYRUZGPFM-OEIJMBELSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Product Description

    2-Nonylquinolin-4(1H)-one-d4 is intended for use as an internal standard for the quantification of 2-nonylquinolin-4(1H)-one (Item No. 9003627) by GC- or LC-MS. 2-Nonylquinolin-4(1H)-one is a quinolone alkaloid that has been found in P. aeruginosa and has diverse biological activities.1,2,3,4 It reduces infection of Huh7.5 cells by hepatitis C virus (HCV) with an IC50 value of 1.4 µg/ml.1 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).2 It inhibits activation of nuclear factor of activated T cells (NFAT) induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014) and the calcium ionophore A23187 (Item No. 11016) in Jurkat cells (IC50 = 3.44 µM), but not LPS-induced NF-κB activation in RAW 264.7 cells (IC50 = >100 µM), in reporter assays.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wahyuni, T.S., Widyawaruyanti, A., Lusida, M.I., et al. Inhibition of hepatitis C virus replication by chalepin and pseudane IX isolated from Ruta angustifolia leaves. Fitoterapia 99, 276-283 (2014).

    2. Biavatti, M.W., Vieira, P.C., da Silva, F.d.G.F., et al. Biological activity of quinoline alkaloids from Raulinoa echinata and x-ray structure of flindersiamine. J. Braz. Chem. Soc. 13(1), 66-70 (2002).

    3. Jin, H.Z., Lee, J.H., Lee, D., et al. Quinolone alkaloids with inhibitory activity against nuclear factor of activated T cells from the fruits of Evodia rutaecarpa. Biol. Pharm. Bull. 27(6), 926-928 (2004).

    4. Ortori, C.A., Dubern, J.-F., Chhabra, S.R., et al. Simultaneous quantitative profiling of N-acyl-L-homoserine lactone and 2-alkyl-4(1H)-quinolone families of quorum-sensing signaling molecules using LC-MS/MS. Anal. Bioanal. Chem. 399(2), 839-850 (2011).