PACOCF3

Names

[ Name ]:
PACOCF3

[Synonym ]:
2-Heptadecanone, 1,1,1-trifluoro-
MFCD00797669
1,1,1-Trifluoro-2-heptadecanone
1,1,1-trifluoroheptadecan-2-one
PACOCF3 Pentadecyl trifluoromethyl ketone

Biological Activity

[Description]:

PACOCF3 (Palmityltrifluoromethylketone) is a selective phospholipase A2 inhibitor with an IC50 of 3.8 μM. PACOCF3 alters Ca2+ signaling in renal tubular cells[1][2].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Phospholipase

Research Areas >> Inflammation/Immunology

[Target]

PLA2:3.8 μM (IC50)

[In Vitro]

At a concentration of 20 μM, PACOCF3 does not change basal cytosolic free calcium concentrations ([Ca2+]i), but at concentrations of 50-250 μM PACOCF3 induced an increase in [Ca2+]i by activating extracellular Ca2+ entry which is partly suppressed by 50 μM La3+[2]. The effect of PACOCF3 is abolished by removal of extracellular Ca2+. PACOCF3 (10 μM) enhances both the peak value and the area under the curve of the [Ca2+]i increase induced by 10 μM ATP and 1 μM bradykinin by potentiating extracellular Ca2+ influx without affecting internal Ca2+ release[2].

[References]

[1]. E J Ackermann, et al. Inhibition of macrophage Ca(2+)-independent phospholipase A2 by bromoenol lactone and trifluoromethyl ketones. J Biol Chem. 1995 Jan 6;270(1):445-50.

[2]. C R Jan, et al. 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. Arch Toxicol. 2000 Oct;74(8):447-51.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
329.0±37.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₇H₃₁F₃O

[ Molecular Weight ]:
308.423

[ Flash Point ]:
227.1±18.0 °C

[ Exact Mass ]:
308.232697

[ PSA ]:
17.07000

[ LogP ]:
7.93

[ Vapour Pressure ]:
0.0±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.418

[ Storage condition ]:
-20°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS02, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H319

[ Precautionary Statements ]:
P210-P280-P305 + P351 + P338-P337 + P313-P403 + P235

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26

[ RIDADR ]:
UN1170 - class 3 - PG 2 - Ethanol, solution

Articles

Inhibition of macrophage Ca(2+)-independent phospholipase A2 by bromoenol lactone and trifluoromethyl ketones.

J. Biol. Chem. 270 , 445, (1995)

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...

Irreversible inhibition of Ca(2+)-independent phospholipase A2 by methyl arachidonyl fluorophosphonate.

Biochim. Biophys. Acta 1302 , 55-60, (1996)

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 hav...

Metabolic oxidation regulates embryonic stem cell differentiation.

Nat. Chem. Biol. 6 , 411-7, (2010)

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 ab...