Record Information
Version1.0
Creation Date2009-08-12 14:05:03 UTC
Update Date2016-11-09 01:08:53 UTC
Accession NumberCHEM002563
Identification
Common NameSodium fluoroacetate
ClassSmall Molecule
DescriptionSodium fluoroacetate is an organofluorine compound and a derivative of fluoroacetic acid. Sodium fluoroacetate is known under its brand name "1080". Sodium fluoroacetate occurs naturally as an anti-herbivore metabolite in various plants but can also be produced synthetically. Fluoroacetate is highly toxic to mammals and insects; it is used as a pesticide especially for mammalian pest species. The more common fluorinated acetic acid, trifluoroacetic acid and its sodium salt are far less toxic. (2)
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Organic Compound
  • Organofluoride
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
Synonyms
ValueSource
Fluoroacetic acid sodium saltChEBI
NatriumfluoracetatChEBI
Sodium monofluoroacetateChEBI
Fluoroacetate sodium saltGenerator
Sodium monofluoroacetic acidGenerator
Sodium fluoroacetic acidGenerator
Fluoroacetic acid, aluminum saltMeSH
Fluoroacetic acid, barium saltMeSH
Fluoroacetic acid, mercury (2+) saltMeSH
Fluoroacetic acid, terbium (+3) saltMeSH
MonofluoroacetateMeSH
Fluoroacetic acid, ammonium saltMeSH
Fluoroacetic acid, ammonium salt, 2-(14)C-labeledMeSH
Fluoroacetic acid, copper (2+) saltMeSH
Fluoroacetic acid, lead (+4) saltMeSH
Fluoroacetic acid, magnesium saltMeSH
Fluoroacetic acid, sodium saltMeSH
Monofluoroacetic acidMeSH
Sodium (18F)fluoroacetateMeSH
Compound 1080MeSH
Fluoroacetic acid, 18F-labeledMeSH
Fluoroacetic acid, cadmium saltMeSH
Fluoroacetic acidMeSH
Fluoroacetic acid, calcium saltMeSH
Fluoroacetic acid, potassium saltMeSH
Chemical FormulaC2H2FNaO2
Average Molecular Mass100.024 g/mol
Monoisotopic Mass99.994 g/mol
CAS Registry Number62-74-8
IUPAC Namesodium 2-fluoroacetate
Traditional Namesodium fluoroacetate
SMILES[Na+].[O-]C(=O)CF
InChI IdentifierInChI=1S/C2H3FO2.Na/c3-1-2(4)5;/h1H2,(H,4,5);/q;+1/p-1
InChI KeyJGFYQVQAXANWJU-UHFFFAOYSA-M
Chemical Taxonomy
Description belongs to the class of organic compounds known as alpha-halocarboxylic acids. These are carboxylic acids containing a halogen atom bonded to the alpha carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAlpha-halocarboxylic acids and derivatives
Direct ParentAlpha-halocarboxylic acids
Alternative Parents
Substituents
  • Alpha-halocarboxylic acid
  • Carboxylic acid salt
  • Organic metal halide
  • Carboxylic acid
  • Organic alkali metal salt
  • Monocarboxylic acid or derivatives
  • Alkyl fluoride
  • Organic salt
  • Organooxygen compound
  • Organofluoride
  • Organohalogen compound
  • Organic sodium salt
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organic oxygen compound
  • Alkyl halide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
Applications
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceOdourless white powder. (1)
Experimental Properties
PropertyValue
Melting Point200°C (325.15°K)
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility108 g/LALOGPS
logP0ALOGPS
logP-0.15ChemAxon
logS0.03ALOGPS
pKa (Strongest Acidic)3.13ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area40.13 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity23.49 m³·mol⁻¹ChemAxon
Polarizability5.04 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-6900000000-569a907c8575fb953c9dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0pb9-9500000000-f6612ed8e54151211376Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-c38f4fc2aa6d983aaf82Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-b1353035c7679a46035cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9000000000-ec2e810004e52259cc30Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-69a83ef6cd4d50dd12c6Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityFluoroacetate is similar to acetate, which has a pivotal role in cellular metabolism. Fluoroacetate disrupts the citric acid cycle by combining with coenzyme A to form fluoroacetyl CoA. Fluoroacetyl CoA then reacts with citrate synthase to produce fluorocitrate. A metabolite of fluorocitrate binds very tightly to aconitase, thereby halting the citric acid cycle. This inhibition results in an accumulation of citrate in the blood which deprives cells of energy. (2)
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsThe symptoms of sodium fluoroacetate poisoning normally appear between 30 minutes and three hours after exposure. Initial symptoms typically include nausea, vomiting and abdominal pain; sweating, confusion and agitation follow. In significant poisoning cardiac abnormalities including tachycardia or bradycardia, hypotension and ECG changes develop. Neurological effects include muscle twitching and seizures. Consciousness becomes progressively impaired after a few hours leading to coma. Death is generally due to ventricular arrhythmias, progressive hypotension unresponsive to treatment, and secondary lung infections. Sub-lethal doses of sodium fluoroacetate may cause damage to tissues with high energy needs, in particular, the brain, gonads, heart, lungs and fetus. Sub-lethal doses are typically completely metabolised and excreted within four days. (2)
TreatmentBecause of the biochemical interference in the citric acid cycle, sodium fluoroacetate poisoning is very difficult to treat. Once clinical symptoms are exhibited, the citric acid cycle has shut down. Effective antidotes are unknown. Research in animals has shown that the use of glyceryl monoacetate can prevent problems if given after ingestion of sodium fluoroacetate. In clinical cases, use of muscle relaxants, anti-convulsants, mechanical ventilation, and other supportive measures may all be required. Few animals or people have been treated successfully after significant sodium fluoroacetate ingestions. (2)
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkSodium fluoroacetate
Chemspider IDNot Available
ChEBI ID38699
PubChem Compound ID6123
Kegg Compound IDC18588
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available