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A231

Sigma-Aldrich

Arachidonyl trifluoromethyl ketone

oil, ≥97% (NMR)

Sinônimo(s):

1,1,1-Trifluoromethyl-6,9,12,15-heieicosatetraen-2-one, AACOCF3, Arach-CF3

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About This Item

Fórmula empírica (Notação de Hill):
C21H31F3O
Número CAS:
149301-79-1
Peso molecular:
356.47
Número MDL:
MFCD00236427
Código UNSPSC:
51111800
ID de substância PubChem:
24890647
NACRES:
NA.77

Nível de qualidade

100

Ensaio

≥97% (NMR)

Formulário

oil

condição de armazenamento

desiccated
protect from light
under inert gas

cor

yellow

solubilidade

DMSO: >5 mg/mL

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)C(F)(F)F

InChI

1S/C21H31F3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(25)21(22,23)24/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3/b7-6-,10-9-,13-12-,16-15-

chave InChI

PLWROONZUDKYKG-DOFZRALJSA-N

Informações sobre genes

human ... PLA2G1B(5319)

Aplicação

Arachidonyl trifluoromethyl ketone (AACOCF3) has been used as a anandamide degradation inhibitor to study its effects in primary astrocyte cultures.

Ações bioquímicas/fisiológicas

Arachidonyl trifluoromethyl ketone (AACOCF3) plays a role in the inhibition of 12-hydroxyeicosatetraenoic acid (12-HETE) and thromboxane B2 produced by the platelets.
Inhibits anandamide hydrolysis in vitro; inhibits phospholipase A2.

Características e benefícios

This compound is featured on the Phospholipase A2 page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Atenção

Hygroscopic, photosensitive, air sensitive

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificados de análise (COA)

Lot/Batch Number
015M4604V
120M4606V
067K4621
064K4612
013K4604

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B Cinque et al.
International journal of immunopathology and pharmacology, 21(3), 539-551 (2008-10-04)
Various molecular mechanisms have been suggested to be involved in dexamethasone induced thymocyte apoptosis. In this study we show that pharmacological inhibition of cytoplasmic PLA2 in mouse thymocytes for 18 h with arachidonyl trifluoromethyl ketone (AACOCF3) (10 microM) and palmitoyl
Wen Li et al.
Biochemistry, 47(52), 13997-14008 (2008-12-10)
TCDD (dioxin) induces a rapid inflammatory response from 3T3-L1 adipocytes as judged by prominent induction of the mRNA expression of prostaglandin-endperoxide synthase 2 (Cox-2) along with other inflammation markers within 1 h. This action of TCDD is clearly antagonized by
Gavin Pharaoh et al.
Scientific reports, 10(1), 13968-13968 (2020-08-20)
Defects in neuromuscular innervation contribute significantly to the age-related decline in muscle mass and function (sarcopenia). Our previous studies demonstrated that denervation induces muscle mitochondrial hydroperoxide production (H2O2 and lipid hydroperoxides (LOOHs)). Here we define the relative contribution of mitochondrial
Wenlong Huang et al.
Journal of neurotrauma, 26(8), 1429-1434 (2009-04-18)
In spinal cord injury (SCI), neuronal and oligodendroglial loss occurs as a result of the initial trauma and the secondary damage that is triggered by excitotoxicity, free radicals, and inflammation. There is evidence that SCI ellicits increased cytosolic phospholipase A(2)
Amanda Linkous et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 15(5), 1635-1644 (2009-02-26)
In vascular endothelial cells, low doses of ionizing radiation trigger the immediate activation of cytosolic phospholipase A2 (cPLA2). This event initiates prosurvival signaling that could be responsible for radioresistance of tumor vasculature. Thus, the development of radiosensitizers targeting these survival
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