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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:52:48 UTC
Update Date2022-03-07 02:55:49 UTC
HMDB IDHMDB0038556
Secondary Accession Numbers
  • HMDB38556
Metabolite Identification
Common NamexI-Dihydro-2-methyl-3(2H)-thiophenone
DescriptionxI-Dihydro-2-methyl-3(2H)-thiophenone, also known as 2-methyltetrahydrothiophen-3-one, and 2-methylthiolan-3-one, is a member of the class of tetrahydrothiophenes that is thiolane substituted by a methyl group at position 2 and an oxo group at position 3 respectively. It has a role as a flavouring agent and as a metabolite. It is a member of tetrahydrothiophenes and a cyclic ketone. It derives from a hydride of a tetrahydrothiophene. xI-Dihydro-2-methyl-3(2H)-thiophenone is a berry-like, cabbage-like, and fruity-like tasting compound.
Structure
Data?1563863217
Synonyms
ValueSource
2-Methyltetrahydrothiophen-3-oneChEBI
Chemical FormulaC5H8OS
Average Molecular Weight116.181
Monoisotopic Molecular Weight116.029585568
IUPAC Name2-methylthiolan-3-one
Traditional Name2-methylthiolan-3-one
CAS Registry NumberNot Available
SMILES
CC1SCCC1=O
InChI Identifier
InChI=1S/C5H8OS/c1-4-5(6)2-3-7-4/h4H,2-3H2,1H3
InChI KeyYMZZPMVKABUEBL-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as thiolanes. These are organic compounds containing thiolane, a five-member saturated ring containing four carbon atoms and a sulfur atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassThiolanes
Sub ClassNot Available
Direct ParentThiolanes
Alternative Parents
Substituents
  • Thiolane
  • Cyclic ketone
  • Ketone
  • Dialkylthioether
  • Thioether
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility17.5 g/LALOGPS
logP0.6ALOGPS
logP1.12ChemAxon
logS-0.82ALOGPS
pKa (Strongest Acidic)17.01ChemAxon
pKa (Strongest Basic)-7.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity31.36 m³·mol⁻¹ChemAxon
Polarizability12.05 ųChemAxon
Number of Rings1ChemAxon
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]+121.95231661259
DarkChem[M-H]-116.58531661259
DeepCCS[M+H]+130.12230932474
DeepCCS[M-H]-127.59630932474
DeepCCS[M-2H]-163.8530932474
DeepCCS[M+Na]+138.28130932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
xI-Dihydro-2-methyl-3(2H)-thiophenoneCC1SCCC1=O1475.6Standard polar33892256
xI-Dihydro-2-methyl-3(2H)-thiophenoneCC1SCCC1=O936.2Standard non polar33892256
xI-Dihydro-2-methyl-3(2H)-thiophenoneCC1SCCC1=O982.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
xI-Dihydro-2-methyl-3(2H)-thiophenone,1TMS,isomer #1CC1=C(O[Si](C)(C)C)CCS11253.7Semi standard non polar33892256
xI-Dihydro-2-methyl-3(2H)-thiophenone,1TMS,isomer #1CC1=C(O[Si](C)(C)C)CCS11254.7Standard non polar33892256
xI-Dihydro-2-methyl-3(2H)-thiophenone,1TMS,isomer #2CC1SCC=C1O[Si](C)(C)C1213.4Semi standard non polar33892256
xI-Dihydro-2-methyl-3(2H)-thiophenone,1TMS,isomer #2CC1SCC=C1O[Si](C)(C)C1286.4Standard non polar33892256
xI-Dihydro-2-methyl-3(2H)-thiophenone,1TBDMS,isomer #1CC1=C(O[Si](C)(C)C(C)(C)C)CCS11495.8Semi standard non polar33892256
xI-Dihydro-2-methyl-3(2H)-thiophenone,1TBDMS,isomer #1CC1=C(O[Si](C)(C)C(C)(C)C)CCS11500.5Standard non polar33892256
xI-Dihydro-2-methyl-3(2H)-thiophenone,1TBDMS,isomer #2CC1SCC=C1O[Si](C)(C)C(C)(C)C1457.0Semi standard non polar33892256
xI-Dihydro-2-methyl-3(2H)-thiophenone,1TBDMS,isomer #2CC1SCC=C1O[Si](C)(C)C(C)(C)C1468.6Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone GC-MS (Non-derivatized) - 70eV, Positivesplash10-056r-9000000000-7c96503dd85af4f6d79d2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 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 - xI-Dihydro-2-methyl-3(2H)-thiophenone 10V, Positive-QTOFsplash10-014i-2900000000-f3d5040ffdb159236b772016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 20V, Positive-QTOFsplash10-014i-5900000000-69138543c8702ad00d972016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 40V, Positive-QTOFsplash10-0zfr-9000000000-706606e7e7066bace5542016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 10V, Negative-QTOFsplash10-000i-9000000000-3b254f6910a6ddad21c42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 20V, Negative-QTOFsplash10-014i-9300000000-e15a7187314ad7ce43232016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 40V, Negative-QTOFsplash10-0a4i-9000000000-6397e53887366339ffe72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 10V, Negative-QTOFsplash10-053r-9000000000-1e1a6e92a3e1a21437df2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 20V, Negative-QTOFsplash10-0a4i-9000000000-2c9f9674551d8a811c8e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 40V, Negative-QTOFsplash10-001i-9000000000-eb369c69deba37e9e31c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 10V, Positive-QTOFsplash10-014i-8900000000-2e3983a284279860ac0c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 20V, Positive-QTOFsplash10-096s-9100000000-d3b147f73028fbd882a32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xI-Dihydro-2-methyl-3(2H)-thiophenone 40V, Positive-QTOFsplash10-0cdj-9000000000-5c80d5e97123c458a8592021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart 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 IDFDB021344
KNApSAcK IDNot Available
Chemspider ID55569
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61664
PDB IDNot Available
ChEBI ID87506
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .