Arachidonyl trifluoromethyl ketone
Modify Date: 2024-01-10 12:21:08
Arachidonyl trifluoromethyl ketone structure
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Common Name | Arachidonyl trifluoromethyl ketone | ||
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| CAS Number | 149301-79-1 | Molecular Weight | 356.465 | |
| Density | 1.0±0.1 g/cm3 | Boiling Point | 421.7±45.0 °C at 760 mmHg | |
| Molecular Formula | C21H31F3O | Melting Point | N/A | |
| MSDS | Chinese USA | Flash Point | 288.7±20.2 °C | |
Use of Arachidonyl trifluoromethyl ketoneAACOCF3 (Arachidonyl trifluoromethyl ketone) is a cell-permeant trifluoromethyl ketone analog of arachidonic acid. AACOCF3 is a potent and selective slow binding inhibitor of the 85-kDa cytosolic phospholipase A2 (cPLA2). AACOCF3 blocks production of arachidonate and 12-hydroxyeicosatetraenoic acid by calcium ionophore-challenged platelets. AACOCF3 inhibits glucose-induced insulin secretion from isolated rat islets. AACOCF3 has the potential for the research of cardiovascular disease[1][2][3]. |
| Name | aacocf3 |
|---|---|
| Synonym | More Synonyms |
| Description | AACOCF3 (Arachidonyl trifluoromethyl ketone) is a cell-permeant trifluoromethyl ketone analog of arachidonic acid. AACOCF3 is a potent and selective slow binding inhibitor of the 85-kDa cytosolic phospholipase A2 (cPLA2). AACOCF3 blocks production of arachidonate and 12-hydroxyeicosatetraenoic acid by calcium ionophore-challenged platelets. AACOCF3 inhibits glucose-induced insulin secretion from isolated rat islets. AACOCF3 has the potential for the research of cardiovascular disease[1][2][3]. |
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| Related Catalog | |
| In Vitro | AACOCF3 inhibits the release of arachidonic acid from calcium ionophore-challenged U937 cells (IC50= 8 μM, 2 x 106 cells ml-1) and from platelets (IC50= 2 μM, 4 x 107 cells ml-1)[1]. AACOCF3 (10 μM) suppresses phosphate-induced calcification and osteogenic/chondrogenic signaling in HAoSMCs. AACOCF3 significantly inhibits both basal and Pi-induced release of arachidonic acid, the product of PLA2 activity[2]. |
| In Vivo | AACOCF3 (10 mg/kg; gavage; 5 days a week; ApoE–/– mice (6-week-old males) were fed a high-cholesterol diet) significantly reduces type III collagen plaque expression but had no significant influence on total collagen accumulation[3]. |
| References |
| Density | 1.0±0.1 g/cm3 |
|---|---|
| Boiling Point | 421.7±45.0 °C at 760 mmHg |
| Molecular Formula | C21H31F3O |
| Molecular Weight | 356.465 |
| Flash Point | 288.7±20.2 °C |
| Exact Mass | 356.232697 |
| PSA | 17.07000 |
| LogP | 7.78 |
| Vapour Pressure | 0.0±1.0 mmHg at 25°C |
| Index of Refraction | 1.463 |
| Personal Protective Equipment | Eyeshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US) |
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| Hazard Codes | Xi |
| RIDADR | NONH for all modes of transport |
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Cytosolic phospholipase A2 plays a crucial role in ROS/NO signaling during microglial activation through the lipoxygenase pathway.
J. Neuroinflammation 12 , 199, (2015) Oxidative stress and inflammation are important factors contributing to the pathophysiology of numerous neurological disorders, including Alzheimer's disease, Parkinson's disease, acute stroke, and in... |
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Cytoplasmic phospholipase A₂ modulation of adolescent rat ethanol-induced protein kinase C translocation and behavior.
Neurochem. Res. 40 , 1023-31, (2015) Ethanol consumption typically begins during adolescence, a developmental period which exhibits many age-dependent differences in ethanol behavioral sensitivity. Protein kinase C (PKC) activity is larg... |
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Inhibition of cytosolic phospholipase A(2) alpha protects against focal ischemic brain damage in mice.
Brain Res. 1471 , 129-37, (2012) It is postulated that inhibition of cytosolic phospholipase A(2) alpha (cPLA(2)α) can reduce severity of stroke injury. This is supported by the finding that cPLA(2)α-deficient mice are partially prot... |
| Arachidonic acid trifluoromethyl ketone |
| AACOCF3 |
| Arachidonyl trifluoromethyl ketone |
| UNII:00XIW1CR0F |
| Arachidonic acid trifluoromethylketone |
| MFCD00236427 |
| 6,9,12,15-Heneicosatetraen-2-one, 1,1,1-trifluoro-, (6Z,9Z,12Z,15Z)- |
| (6Z,9Z,12Z,15Z)-1,1,1-Trifluoro-6,9,12,15-henicosatetraen-2-one |
| Arach-CF3 |
| Arachidonyltrifluoromethane |
| (6Z,9Z,12Z,15Z)-1,1,1-Trifluorohenicosa-6,9,12,15-tetraen-2-one |