P8727
Palmityl trifluoromethyl ketone
phosholipase A2 inhibitor
Sinónimos:
PACOCF3, Pentadecyl trifluoromethyl ketone
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About This Item
Fórmula empírica (notación de Hill):
C17H31F3O
Número de CAS:
Peso molecular:
308.42
Número MDL:
Código UNSPSC:
12352202
ID de la sustancia en PubChem:
NACRES:
NA.77
Productos recomendados
origen biológico
synthetic (organic)
Ensayo
≥98% (TLC)
Formulario
liquid
concentración
10 mg/mL in ethanol
temp. de almacenamiento
−20°C
cadena SMILES
CCCCCCCCCCCCCCCC(=O)C(F)(F)F
InChI
1S/C17H31F3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(21)17(18,19)20/h2-15H2,1H3
Clave InChI
MAHYXYTYTLCTQD-UHFFFAOYSA-N
Acciones bioquímicas o fisiológicas
Reversible inhibitor of calcium-dependent phospholipase A2 (IC50 = 3.8 μM). Unlike other PLA2 inhibitors studied, PACOCF3 at 50 μM induced an increase in intracellular [Ca2+], and at 10 μM, enhanced calcium-ion influx induced by ATP and bradykinin.
Palabra de señalización
Danger
Frases de peligro
Consejos de prudencia
Clasificaciones de peligro
Eye Irrit. 2 - Flam. Liq. 2
Código de clase de almacenamiento
3 - Flammable liquids
Clase de riesgo para el agua (WGK)
WGK 2
Punto de inflamabilidad (°F)
57.2 °F - closed cup
Punto de inflamabilidad (°C)
14.0 °C - closed cup
Equipo de protección personal
dust mask type N95 (US), Eyeshields, Gloves
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Dual action of palmitoyl trifluoromethyl ketone (PACOCF3) on Ca2+ signaling: activation of extracellular Ca2+ influx and alteration of ATP- and bradykinin-induced Ca2+ responses in Madin Darby canine kidney cells
Jan, C.R., et al.
Toxicology, 74, 447-451 (2000)
Oscar Yanes et al.
Nature chemical biology, 6(6), 411-417 (2010-05-04)
Metabolites offer an important unexplored complementary approach to understanding the pluripotency of stem cells. Using MS-based metabolomics, we show that embryonic stem cells are characterized by abundant metabolites with highly unsaturated structures whose levels decrease upon differentiation. By monitoring the
Y C Lio et al.
Biochimica et biophysica acta, 1302(1), 55-60 (1996-07-12)
Methyl arachidonyl fluorophosphonate (MAFP) has been recently reported to be a selective, active-site directed, irreversible inhibitor of the Group IV 85 kDa cytosolic phospholipase A2 (cPLA2). We have now shown that this compound also potently inhibits the Ca(2+)-independent cytosolic phospholipase
Susann Liebscher et al.
PLoS pathogens, 14(4), e1007029-e1007029 (2018-05-01)
Positive-sense RNA virus intracellular replication is intimately associated with membrane platforms that are derived from host organelles and comprised of distinct lipid composition. For flaviviruses, such as West Nile virus strain Kunjin virus (WNVKUN) we have observed that these membrane
E J Ackermann et al.
The Journal of biological chemistry, 270(1), 445-450 (1995-01-06)
A novel Ca(2+)-independent phospholipase A2 (PLA2) has recently been purified from the murine macrophage-like cell line P388D1 (Ackermann, E. J., Kempner, E. S., and Dennis, E. A. (1994) J. Biol. Chem. 269, 9227-9233). This enzyme is now shown to be
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