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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:41:31 UTC
Update Date2019-01-11 19:42:01 UTC
HMDB IDHMDB0031188
Secondary Accession Numbers
  • HMDB31188
Metabolite Identification
Common NameEthanethioic acid
DescriptionEthanethioic acid is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")
Structure
Data?1547235721
Synonyms
ValueSource
Acetyl mercaptanChEBI
CH3COSHChEBI
Thioacetic acidChEBI
Thioacetic S-acidChEBI
ThioacetateGenerator
Ethanethioic O-acidHMDB
Ethanethiolic acidHMDB
Methanecarbothiolic acidHMDB
Schiff'S reagentHMDB
Thiacetic acidHMDB
thio-Acetic acidHMDB
Thioacetate estersHMDB
Thiolacetic acidHMDB
Thiolacetic acid?HMDB
Thionoacetic acidHMDB
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
DescriptionThis compound belongs to the class of organic compounds known as thiocarboxylic acids. These are organic compounds containing a thiocarboxylic acid functional group, with the general structure HOC(=S)OH.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassThiocarboxylic acids and derivatives
Sub ClassThiocarboxylic acids
Direct ParentThiocarboxylic acids
Alternative Parents
Substituents
  • Thiocarboxylic acid
  • Carboxylic acid derivative
  • Alkylthiol
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point17 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility17.2 g/LALOGPS
logP0.78ALOGPS
logP0.29ChemAxon
logS-0.65ALOGPS
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-9000000000-06248445f56db7f10761View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-9000000000-9edb1da91d26c472db74View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-9000000000-d7b964960a1c1e4be5c1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-2aed74d00cb791bf0dccView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00dl-9000000000-3cb2ccfaeee23177c1c9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-bdd638bc137bd61d2bc8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0596-9000000000-5bd7f1b88de4d4ef9be8View in MoNA
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
FoodDB 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
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.. .