A231
Arachidonyl trifluoromethyl ketone
oil, ≥97% (NMR)
Synonym(s):
1,1,1-Trifluoromethyl-6,9,12,15-heieicosatetraen-2-one, AACOCF3, Arach-CF3
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About This Item
Empirical Formula (Hill Notation):
C21H31F3O
CAS Number:
Molecular Weight:
356.47
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
MDL number:
Quality Level
assay
≥97% (NMR)
form
oil
storage condition
desiccated, protect from light, under inert gas
color
yellow
solubility
DMSO: >5 mg/mL
storage temp.
−20°C
SMILES string
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-
InChI key
PLWROONZUDKYKG-DOFZRALJSA-N
Gene Information
human ... PLA2G1B(5319)
Application
Arachidonyl trifluoromethyl ketone (AACOCF3) has been used as a anandamide degradation inhibitor to study its effects in primary astrocyte cultures.
Biochem/physiol Actions
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.
Features and Benefits
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.
Disclaimer
Hygroscopic, photosensitive, air sensitive
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
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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
The endogenous cannabinoid anandamide potentiates interleukin-6 production by astrocytes infected with Theiler's murine encephalomyelitis virus by a receptor-mediated pathway
Molina H, et al.
Febs Letters, 433(1-2), 139-142 (1998)
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