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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:42:17 UTC
Update Date2021-10-13 06:14:58 UTC
HMDB IDHMDB0031316
Secondary Accession Numbers
  • HMDB31316
Metabolite Identification
Common Name4-(Methylthio)-2-butanone
Description4-(Methylthio)-2-butanone belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. 4-(Methylthio)-2-butanone is a sweet, earthy, and fruit tasting compound. Based on a literature review very few articles have been published on 4-(Methylthio)-2-butanone.
Structure
Data?1563862108
Synonyms
ValueSource
4-(methylthio)-2-Butanone, 8ciHMDB
4-(methylthio)Butan-2-oneHMDB
4-methylthio-2-ButanoneHMDB
FEMA 3375HMDB
4-(Methylsulphanyl)butan-2-oneGenerator
Chemical FormulaC5H10OS
Average Molecular Weight118.197
Monoisotopic Molecular Weight118.045235632
IUPAC Name4-(methylsulfanyl)butan-2-one
Traditional Name4-(methylsulfanyl)butan-2-one
CAS Registry Number34047-39-7
SMILES
CSCCC(C)=O
InChI Identifier
InChI=1S/C5H10OS/c1-5(6)3-4-7-2/h3-4H2,1-2H3
InChI KeyDRGHCRKOWMAZAO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentKetones
Alternative Parents
Substituents
  • Ketone
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point105.00 to 107.00 °C. @ 55.00 mm HgThe Good Scents Company Information System
Water Solubility51940 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.646 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility6.44 g/LALOGPS
logP10(1.33) g/LALOGPS
logP10(1.16) g/LChemAxon
logS10(-1.3) g/LALOGPS
pKa (Strongest Acidic)19.23ChemAxon
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity33.28 m³·mol⁻¹ChemAxon
Polarizability13.29 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+123.38131661259
DarkChem[M-H]-118.55231661259
DeepCCS[M+H]+131.48530932474
DeepCCS[M-H]-129.58930932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-(Methylthio)-2-butanoneCSCCC(C)=O1529.2Standard polar33892256
4-(Methylthio)-2-butanoneCSCCC(C)=O942.0Standard non polar33892256
4-(Methylthio)-2-butanoneCSCCC(C)=O974.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-(Methylthio)-2-butanone,1TMS,isomer #1CSCC=C(C)O[Si](C)(C)C1179.0Semi standard non polar33892256
4-(Methylthio)-2-butanone,1TMS,isomer #1CSCC=C(C)O[Si](C)(C)C1140.5Standard non polar33892256
4-(Methylthio)-2-butanone,1TMS,isomer #2C=C(CCSC)O[Si](C)(C)C1164.7Semi standard non polar33892256
4-(Methylthio)-2-butanone,1TMS,isomer #2C=C(CCSC)O[Si](C)(C)C1153.5Standard non polar33892256
4-(Methylthio)-2-butanone,1TBDMS,isomer #1CSCC=C(C)O[Si](C)(C)C(C)(C)C1398.3Semi standard non polar33892256
4-(Methylthio)-2-butanone,1TBDMS,isomer #1CSCC=C(C)O[Si](C)(C)C(C)(C)C1363.1Standard non polar33892256
4-(Methylthio)-2-butanone,1TBDMS,isomer #2C=C(CCSC)O[Si](C)(C)C(C)(C)C1374.5Semi standard non polar33892256
4-(Methylthio)-2-butanone,1TBDMS,isomer #2C=C(CCSC)O[Si](C)(C)C(C)(C)C1366.5Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-(Methylthio)-2-butanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9100000000-3ad64d0e787d879ae8802017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-(Methylthio)-2-butanone 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 - 4-(Methylthio)-2-butanone 10V, Positive-QTOFsplash10-0gb9-1900000000-671adb9e848b9dbcd1be2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(Methylthio)-2-butanone 20V, Positive-QTOFsplash10-0uxr-6900000000-a14561617da80a5927482016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(Methylthio)-2-butanone 40V, Positive-QTOFsplash10-0zfr-9100000000-e7fd7d96005979220cbf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(Methylthio)-2-butanone 10V, Negative-QTOFsplash10-014j-9700000000-832bdf56a362df6043332016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(Methylthio)-2-butanone 20V, Negative-QTOFsplash10-0002-9100000000-1d5acd0a7e9bc05360b72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(Methylthio)-2-butanone 40V, Negative-QTOFsplash10-0002-9000000000-c96d0f478fbb7d63a11d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(Methylthio)-2-butanone 10V, Positive-QTOFsplash10-03di-9300000000-3865fbf1179f20c962e92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(Methylthio)-2-butanone 20V, Positive-QTOFsplash10-01ox-9000000000-088fc1f621ae5ab61d912021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(Methylthio)-2-butanone 40V, Positive-QTOFsplash10-03dl-9000000000-ed3daf759d4f6511dfd92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(Methylthio)-2-butanone 10V, Negative-QTOFsplash10-0002-9400000000-30dca07fa10e11e52c952021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(Methylthio)-2-butanone 20V, Negative-QTOFsplash10-0002-9000000000-e1d92d2a30bee517d7542021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(Methylthio)-2-butanone 40V, Negative-QTOFsplash10-0002-9000000000-e1d92d2a30bee517d7542021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB003374
KNApSAcK IDNot Available
Chemspider ID55783
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61922
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1036021
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .