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16518-94-8

16518-94-8 Structure

16518-94-8 Structure
IdentificationBack Directory
[Name]

2-FLUOROPALMITIC ACID
[CAS]

16518-94-8
[Synonyms]

2-FLUOROPALMITIC ACID
2-FLUOROHEXADECANOIC ACID
JGRIJJOLCNCSNX-UHFFFAOYSA-N
Hexadecanoic acid, 2-fluoro-
[Molecular Formula]

C16H31FO2
[MDL Number]

MFCD00216145
[MOL File]

16518-94-8.mol
[Molecular Weight]

274.41
Chemical PropertiesBack Directory
[Boiling point ]

376.1±12.0 °C(Predicted)
[density ]

0.936±0.06 g/cm3(Predicted)
[storage temp. ]

−20°C
[solubility ]

Soluble in DMSO
[form ]

crystalline solid
[pka]

2.70±0.21(Predicted)
[color ]

White to off-white
Hazard InformationBack Directory
[Uses]

Quinine (sulfate hydrate) (Standard) is the analytical standard of Quinine (sulfate hydrate). This product is intended for research and analytical applications. Quinine sulfate hydrate (2:1:4) is an orally active alkaloid extracted from cinchona bark and can be used in anti-malarial studies. Quinine sulfate hydrate (2:1:4) is a potassium channel inhibitor that inhibits WT mouse Slo3 (KCa5.1) channel currents evoked by voltage pulses to +100?mV with an IC50 of 169 μM.
[Definition]

ChEBI: 2-fluorohexadecanoic acid is a long-chain fatty acid and a fluoro fatty acid.
[Biological Activity]

2-fluoropalmitic acid inhibits sphingosine biosynthesis and long-chain acyl-coa synthetase [1]. the length of the carbon chain of the fatty acid species defines the substrate specificity for the different acyl-coa synthetases (acs).mammalian long-chain acyl-coa synthetases (acsl) activate fatty acids with chain lengths of 12 to 20 carbon atoms. the long-chain acyl-coa synthetase mrna is expressed virtually in heart, liver, and epididymal adipose tissues and, to a much lesser extent, in brain, small intestine, and lung [2].palmitic acid was a selective cytotoxic substance extracted from the marine algal. at concentrations ranging from 12.5 to 50 μg/ml, palmitic acid showed selective cytotoxicity to human leukemic cells, but no cytotoxicity to normal hdf cells. palmitic acid (50 μg/ml) induced apoptosis in the human leukemic cell line molt-4. palmitic acid also showed in vivo antitumor activity in mice [3]. 2-fluoropalmitic acid showed an inhibitory effect on sphingosine biosynthesis and long-chain acyl-coa synthetase with an ic50 value of 0.2 mm [1].
[References]

[1] soltysiak r m, matsuura f, bloomer d, et al. d, l-α-fluoropalmitic acid inhibits sphingosine base formation and accumulates in membrane lipids of cultured mammalian cells[j]. biochimica et biophysica acta (bba)-lipids and lipid metabolism, 1984, 792(2): 214-226.
[2] suzuki h, kawarabayasi y, kondo j, et al. structure and regulation of rat long-chain acyl-coa synthetase[j]. journal of biological chemistry, 1990, 265(15): 8681-8685.
[3] harada h, yamashita u, kurihara h, et al. antitumor activity of palmitic acid found as a selective cytotoxic substance in a marine red alga[j]. anticancer research, 2001, 22(5): 2587-2590.
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