Thenoyltrifluoroacetone

Synonyms :
.alpha.-Thenoyltrifluoroacetone, 1-Thenoyl-3,3,3-trifluoroacetone, 1,1,1-Trifluoro-3-(2-thenoyl)acetone, 2-Thenoyltrifluoroacetone, alpha-Thenoyltrifluoroacetone, Perfluoroacetyl(2-thenoyl)methane, TTFA

Status : experimental

Category

Chelating Agents

Description

Thenoyltrifluoroacetone is a chelating agent and inhibitor of cellular respiration. [PubChem]

Pharmacodynamics

Studies indicate that thenoyltrifluoroacetone is a potent inhibitor of carboxylesterase activity, in addition to its ability to inhibit mitochondrial complex II activity.

Chemical Classification

This compound belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R’, where R = aryl group and R’=alkyl group.

Aryl alkyl ketones

Organic compounds

Organooxygen compounds

Carbonyl compounds

Ketones

Chemical Name

.alpha.-Thenoyltrifluoroacetone

Calculated Property

kind Value Source
logP 2.37 ALOGPS
logS -3.5 ALOGPS
Water Solubility 7.52e-02 g/l ALOGPS
logP 2.8 ChemAxon
IUPAC Name 4,4,4-trifluoro-1-(thiophen-2-yl)butane-1,3-dione ChemAxon
Traditional IUPAC Name thenoyltrifluoroacetone ChemAxon
Molecular Weight 222.184 ChemAxon
Monoisotopic Weight 221.996234709 ChemAxon
SMILES FC(F)(F)C(=O)CC(=O)C1=CC=CS1 ChemAxon
Molecular Formula C8H5F3O2S ChemAxon
InChI InChI=1S/C8H5F3O2S/c9-8(10,11)7(13)4-5(12)6-2-1-3-14-6/h1-3H,4H2 ChemAxon
InChIKey InChIKey=TXBBUSUXYMIVOS-UHFFFAOYSA-N ChemAxon
Polar Surface Area (PSA) 34.14 ChemAxon
Refractivity 44.26 ChemAxon
Polarizability 16.74 ChemAxon
Rotatable Bond Count 4 ChemAxon
H Bond Acceptor Count 2 ChemAxon
H Bond Donor Count 0 ChemAxon
pKa (strongest acidic) 7.17 ChemAxon
pKa (strongest basic) -8 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Affected organism

Humans and other mammals

Target within organism

  • Liver carboxylesterase 1 : in Human
  • Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial : in Human