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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:41:31 UTC
Update Date2021-10-13 06:14:04 UTC
HMDB IDHMDB0031188
Secondary Accession Numbers
  • HMDB31188
Metabolite Identification
Common NameEthanethioic acid
DescriptionEthanethioic acid, also known as thioacetic acid or thioacetate, belongs to the class of organic compounds known as carbothioic s-acids. These are organic acids with the general formula RCS-OH (R=H, organic group). Based on a literature review a significant number of articles have been published on Ethanethioic acid.
Structure
Data?1563862093
Synonyms
ValueSource
Acetyl mercaptanChEBI
CH3COSHChEBI
Thioacetic acidChEBI
Thioacetic S-acidChEBI
ThioacetateGenerator
EthanethioateGenerator
Ethanethioic O-acidHMDB
Ethanethiolic acidHMDB
Methanecarbothiolic acidHMDB
Schiff'S reagentHMDB
Thiacetic acidHMDB
Thio-acetic acidHMDB
Thioacetate estersHMDB
Thiolacetic acidHMDB
Thiolacetic acid?HMDB
Thionoacetic acidHMDB
Thioacetic acid, potassium saltHMDB
Thioacetic acid, sodium saltHMDB
Chemical FormulaC2H4OS
Average Molecular Weight76.118
Monoisotopic Molecular Weight75.99828544
IUPAC Nameethanethioic S-acid
Traditional Nameschiff reagent
CAS Registry Number507-09-5
SMILES
CC(S)=O
InChI Identifier
InChI=1S/C2H4OS/c1-2(3)4/h1H3,(H,3,4)
InChI KeyDUYAAUVXQSMXQP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carbothioic s-acids. These are organic acids with the general formula RCS-OH (R=H, organic group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarbothioic S-acids
Sub ClassNot Available
Direct ParentCarbothioic S-acids
Alternative Parents
Substituents
  • Carbothioic s-acid
  • Carbodithioic acid
  • Thiocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Alkylthiol
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point17 °CNot Available
Boiling Point88.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility101600 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.528 (est)The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility17.2 g/LALOGPS
logP10(0.78) g/LALOGPS
logP10(0.29) g/LChemAxon
logS10(-0.65) g/LALOGPS
pKa (Strongest Acidic)0.62ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity19.06 m³·mol⁻¹ChemAxon
Polarizability7.25 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+112.38131661259
DarkChem[M-H]-105.09531661259

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Ethanethioic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-9000000000-06248445f56db7f107612017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethanethioic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethanethioic acid 10V, Positive-QTOFsplash10-004i-9000000000-9edb1da91d26c472db742016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethanethioic acid 20V, Positive-QTOFsplash10-004i-9000000000-d7b964960a1c1e4be5c12016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethanethioic acid 40V, Positive-QTOFsplash10-0006-9000000000-2aed74d00cb791bf0dcc2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethanethioic acid 10V, Negative-QTOFsplash10-00dl-9000000000-3cb2ccfaeee23177c1c92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethanethioic acid 20V, Negative-QTOFsplash10-00di-9000000000-bdd638bc137bd61d2bc82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethanethioic acid 40V, Negative-QTOFsplash10-0596-9000000000-5bd7f1b88de4d4ef9be82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethanethioic acid 10V, Positive-QTOFsplash10-004l-9000000000-5f6f7fef7d8c014274702021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethanethioic acid 20V, Positive-QTOFsplash10-052f-9000000000-01257c437988da882c192021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethanethioic acid 40V, Positive-QTOFsplash10-052f-9000000000-9633f3baf3f013462f5e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethanethioic acid 10V, Negative-QTOFsplash10-006x-9000000000-b061934dee6f4e2506c92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethanethioic acid 20V, Negative-QTOFsplash10-00dl-9000000000-d222edf5c2b479bd176d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethanethioic acid 40V, Negative-QTOFsplash10-00di-9000000000-537abdbe4f5b71b09ed62021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB003208
KNApSAcK IDNot Available
Chemspider ID10052
KEGG Compound IDC01857
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10484
PDB IDNot Available
ChEBI ID16555
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1107971
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Yang W, Du DM: Squaramide-catalysed enantio- and diastereoselective sulfa-Michael addition of thioacetic acid to alpha,beta-disubstituted nitroalkenes. Org Biomol Chem. 2012 Sep 14;10(34):6876-84. doi: 10.1039/c2ob26068a. Epub 2012 Jul 31. [PubMed:22847715 ]
  2. Piro B, Zhang QD, Reisberg S, Noel V, Dang LA, Duc HT, Pham MC: Direct and rapid electrochemical immunosensing system based on a conducting polymer. Talanta. 2010 Jul 15;82(2):608-12. doi: 10.1016/j.talanta.2010.05.015. Epub 2010 May 19. [PubMed:20602943 ]
  3. Liu M, Deng J, Lai C, Chen Q, Zhao Q, Zhang Y, Li H, Yao S: Synthesis, characterization of conjugated oligo-phenylene-ethynylenes and their supramolecular interaction with beta-cyclodextrin for salicylaldehyde detection. Talanta. 2012 Oct 15;100:229-38. doi: 10.1016/j.talanta.2012.08.008. Epub 2012 Aug 17. [PubMed:23141331 ]
  4. Chauhan HP, Bhatiya S: Synthesis, spectroscopic, thermal and antimicrobial studies of toluene-3,4-dithiolatoarsenic(III) derivatives with some oxygen and sulphur donor ligands. Spectrochim Acta A Mol Biomol Spectrosc. 2012 Nov;97:1133-9. doi: 10.1016/j.saa.2012.07.086. Epub 2012 Aug 3. [PubMed:22940048 ]
  5. Inoue K, Asai N, Mizuo H, Fukuda K, Kusano K, Yoshimura T: Unique metabolic pathway of [(14)C]lenvatinib after oral administration to male cynomolgus monkey. Drug Metab Dispos. 2012 Apr;40(4):662-70. doi: 10.1124/dmd.111.043281. Epub 2011 Dec 29. [PubMed:22207053 ]
  6. Robertson F, Wu J: Convenient synthesis of allylic thioethers from phosphorothioate esters and alcohols. Org Lett. 2010 Jun 4;12(11):2668-71. doi: 10.1021/ol1009202. [PubMed:20441179 ]
  7. Fischer JA, Zoldan VC, Benitez G, Rubert AA, Ramirez EA, Carro P, Salvarezza RC, Pasa AA, Vela ME: Sulfidization of Au(111) from thioacetic acid: an experimental and theoretical study. Langmuir. 2012 Oct 30;28(43):15278-85. doi: 10.1021/la303059u. Epub 2012 Oct 18. [PubMed:23002810 ]
  8. Bendena WG, Zhang J, Burtenshaw SM, Tobe SS: Evidence for differential biosynthesis of juvenile hormone (and related) sesquiterpenoids in Drosophila melanogaster. Gen Comp Endocrinol. 2011 May 15;172(1):56-61. doi: 10.1016/j.ygcen.2011.02.014. Epub 2011 Feb 24. [PubMed:21354154 ]
  9. Cimadevilla F, Garcia ME, Garcia-Vivo D, Ruiz MA, Graiff C, Tiripicchio A: Reactions of the tetrafluoroborate complex [Mo2Cp2(kappa(2)-F2BF2)(mu-PPh2)2(CO)]BF4 with mono- and bidentate ligands having E-H bonds (E = O, S, Se, N, P). Inorg Chem. 2012 Jul 2;51(13):7284-95. doi: 10.1021/ic300626y. Epub 2012 Jun 20. [PubMed:22715993 ]
  10. Hintermann L, Turockin A: Reversible generation of metastable enols in the 1,4-addition of thioacetic acid to alpha,beta-unsaturated carbonyl compounds. J Org Chem. 2012 Dec 21;77(24):11345-8. doi: 10.1021/jo3021709. Epub 2012 Dec 3. [PubMed:23164060 ]
  11. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .