Perfluorooctane sulfonamide (CHEM002962)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2014-08-29 04:49:00 UTC
Update Date2026-04-17 19:02:35 UTC
Accession NumberCHEM002962
Identification
Common NamePerfluorooctane sulfonamide
ClassSmall Molecule
DescriptionPerfluorooctane sulfonamide perfluoroalkyl chemical (PFC). PFCs have been frequently detected in both the environment and in plants fish and animals. It is a metabolic breakdown product of Perfluorooctane sulfonate (PFOS). PFOS has been used in a wide variety of industrial and consumer products including protective coatings for carpets and apparel, paper coatings, insecticide formulations, and surfactants. Like many PFCs, it is persistent and bioaccumulative. PFCs are thought to be endocrine disruptors. Many are known toxicants and carcinogens.
Contaminant Sources
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Amide
  • Industrial/Workplace Toxin
  • Organic Compound
  • Organofluoride
  • Pollutant
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
HeptadecafluorooctanesulphonamideChEBI
PerfluoroctylsulfonamideChEBI
Perfluorooctanesulfonic acid amideChEBI
PFOSAChEBI
HeptadecafluorooctanesulfonamideGenerator
PerfluoroctylsulphonamideGenerator
Perfluorooctanesulfonate amideGenerator
Perfluorooctanesulphonate amideGenerator
Perfluorooctanesulphonic acid amideGenerator
Perfluorooctane sulphonamideGenerator
DESFAHMDB
Perfluorooctanesulfonamide, monosodium saltHMDB
Perfluorooctane sulfonamideChEBI
PerfluorooctanesulphonamideGenerator
Chemical FormulaC8H2F17NO2S
Average Molecular Mass499.145 g/mol
Monoisotopic Mass498.953 g/mol
CAS Registry Number754-91-6
IUPAC Nameheptadecafluorooctane-1-sulfonamide
Traditional Nameperfluorooctanesulfonamide
SMILESNS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F
InChI IdentifierInChI=1S/C8H2F17NO2S/c9-1(10,3(13,14)5(17,18)7(21,22)23)2(11,12)4(15,16)6(19,20)8(24,25)29(26,27)28/h(H2,26,27,28)
InChI KeyRRRXPPIDPYTNJG-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as perfluorooctane sulfonic acid and derivatives. These are organic compounds containing an octyl chain attached to the sulfur of a sulfonic acid (or a derivative thereof), where all hydrogens of the octyl chain are replaced by fluorine atoms.
KingdomOrganic compounds
Super ClassOrganohalogen compounds
ClassAlkyl halides
Sub ClassAlkyl fluorides
Direct ParentPerfluorooctane sulfonic acid and derivatives
Alternative Parents
Substituents
  • Perfluorooctane sulfonic acid or derivatives
  • Perfluoroalkyl sulfonamide
  • Organosulfonic acid amide
  • Organic sulfonic acid amide
  • Aminosulfonyl compound
  • Sulfonyl
  • Organosulfonic acid or derivatives
  • Organic sulfonic acid or derivatives
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organofluoride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
  • Mitochondrion
Biofluid LocationsNot Available
Tissue LocationsNot Available
Pathways
NameSMPDB LinkKEGG Link
Oxidative phosphorylationNot Availablemap00190
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.059 g/LALOGPS
logP4.33ALOGPS
logP4.85ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)3.37ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area60.16 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity52.51 m³·mol⁻¹ChemAxon
Polarizability22.95 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-3359400000-2627660645c32f536454Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0002-0000900000-7c1b31a19a83d0f8f666Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0000900000-81846ba4e9769a49e7c0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0000900000-3420999abe8834826bd9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ufr-8700900000-647d77c617fc81b33432Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002b-4000900000-ca246e4be0bf652d093eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004j-9000600000-5a59c45f0200705e7754Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-ea4b80e9ccc53e8062fcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0000900000-b0a015fd386a76d9339cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0000900000-b0a015fd386a76d9339cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-0000900000-b0a015fd386a76d9339cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0000900000-faf31858d451af982e44Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0000900000-faf31858d451af982e44Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00os-0102900000-d71564a495e2df56425cSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
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
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0061740
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPerfluorooctanesulfonamide
Chemspider IDNot Available
ChEBI ID138089
PubChem Compound ID69785
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=16720684
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16786681
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=17295423
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=17384769
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=18007991
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=20951402
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=25222623
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=26053759
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=27239709
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=27276029
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=28092384
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=28350446