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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:52:24 UTC
Update Date2022-03-07 02:55:25 UTC
HMDB IDHMDB0037621
Secondary Accession Numbers
  • HMDB37621
Metabolite Identification
Common Name4-Methyl-4-(methylthio)-2-pentanone
Description4-Methyl-4-(methylthio)-2-pentanone 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-Methyl-4-(methylthio)-2-pentanone is a blackcurrant, fruity, and green tasting compound. Based on a literature review very few articles have been published on 4-Methyl-4-(methylthio)-2-pentanone.
Structure
Data?1563863062
Synonyms
ValueSource
4-methylthio-4-Methyl-2-pentanoneHMDB
Corps cassisHMDB
FEMA 3376HMDB
4-Methyl-4-(methylsulphanyl)pentan-2-oneGenerator
Chemical FormulaC7H14OS
Average Molecular Weight146.25
Monoisotopic Molecular Weight146.07653576
IUPAC Name4-methyl-4-(methylsulfanyl)pentan-2-one
Traditional Name4-methyl-4-(methylsulfanyl)pentan-2-one
CAS Registry Number23550-40-5
SMILES
CSC(C)(C)CC(C)=O
InChI Identifier
InChI=1S/C7H14OS/c1-6(8)5-7(2,3)9-4/h5H2,1-4H3
InChI KeyDHANVOSHQILVNQ-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

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point78.00 °C. @ 15.00 mm HgThe Good Scents Company Information System
Water Solubility7241 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.403 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.47 g/LALOGPS
logP2.3ALOGPS
logP1.65ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)19.46ChemAxon
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity42.43 m³·mol⁻¹ChemAxon
Polarizability16.5 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]+132.53731661259
DarkChem[M-H]-129.27331661259
DeepCCS[M+H]+136.91330932474
DeepCCS[M-H]-133.91930932474
DeepCCS[M-2H]-170.89630932474
DeepCCS[M+Na]+145.92330932474
AllCCS[M+H]+130.332859911
AllCCS[M+H-H2O]+126.532859911
AllCCS[M+NH4]+134.032859911
AllCCS[M+Na]+135.032859911
AllCCS[M-H]-137.632859911
AllCCS[M+Na-2H]-140.532859911
AllCCS[M+HCOO]-143.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-Methyl-4-(methylthio)-2-pentanoneCSC(C)(C)CC(C)=O1445.0Standard polar33892256
4-Methyl-4-(methylthio)-2-pentanoneCSC(C)(C)CC(C)=O1038.6Standard non polar33892256
4-Methyl-4-(methylthio)-2-pentanoneCSC(C)(C)CC(C)=O1068.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-Methyl-4-(methylthio)-2-pentanone,1TMS,isomer #1CSC(C)(C)C=C(C)O[Si](C)(C)C1197.1Semi standard non polar33892256
4-Methyl-4-(methylthio)-2-pentanone,1TMS,isomer #1CSC(C)(C)C=C(C)O[Si](C)(C)C1269.0Standard non polar33892256
4-Methyl-4-(methylthio)-2-pentanone,1TMS,isomer #2C=C(CC(C)(C)SC)O[Si](C)(C)C1246.5Semi standard non polar33892256
4-Methyl-4-(methylthio)-2-pentanone,1TMS,isomer #2C=C(CC(C)(C)SC)O[Si](C)(C)C1269.3Standard non polar33892256
4-Methyl-4-(methylthio)-2-pentanone,1TBDMS,isomer #1CSC(C)(C)C=C(C)O[Si](C)(C)C(C)(C)C1429.0Semi standard non polar33892256
4-Methyl-4-(methylthio)-2-pentanone,1TBDMS,isomer #1CSC(C)(C)C=C(C)O[Si](C)(C)C(C)(C)C1498.6Standard non polar33892256
4-Methyl-4-(methylthio)-2-pentanone,1TBDMS,isomer #2C=C(CC(C)(C)SC)O[Si](C)(C)C(C)(C)C1478.1Semi standard non polar33892256
4-Methyl-4-(methylthio)-2-pentanone,1TBDMS,isomer #2C=C(CC(C)(C)SC)O[Si](C)(C)C(C)(C)C1480.2Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-Methyl-4-(methylthio)-2-pentanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-9100000000-b34b8474bf53fffecd402017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Methyl-4-(methylthio)-2-pentanone 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-Methyl-4-(methylthio)-2-pentanone 10V, Positive-QTOFsplash10-002b-1900000000-1a53f4ffbb741ea98a2c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methyl-4-(methylthio)-2-pentanone 20V, Positive-QTOFsplash10-002b-9700000000-23f4a0282bbdeaeeb68b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methyl-4-(methylthio)-2-pentanone 40V, Positive-QTOFsplash10-001i-9300000000-eed5b23d28d9fa8744fd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methyl-4-(methylthio)-2-pentanone 10V, Negative-QTOFsplash10-0002-8900000000-525fb0956ba51b5414ee2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methyl-4-(methylthio)-2-pentanone 20V, Negative-QTOFsplash10-0002-9200000000-8443ef0c55d7f8d9e8682016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methyl-4-(methylthio)-2-pentanone 40V, Negative-QTOFsplash10-0002-9000000000-533fdf5b3a1506ad5b112016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methyl-4-(methylthio)-2-pentanone 10V, Negative-QTOFsplash10-0002-9000000000-eaad97dc8afa1825e0362021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methyl-4-(methylthio)-2-pentanone 20V, Negative-QTOFsplash10-0002-9000000000-e1d92d2a30bee517d7542021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methyl-4-(methylthio)-2-pentanone 40V, Negative-QTOFsplash10-0002-9000000000-e1d92d2a30bee517d7542021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methyl-4-(methylthio)-2-pentanone 10V, Positive-QTOFsplash10-001a-9000000000-d167e314b06f58c2ab362021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methyl-4-(methylthio)-2-pentanone 20V, Positive-QTOFsplash10-000w-9000000000-5a55968a2d9930b7910e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methyl-4-(methylthio)-2-pentanone 40V, Positive-QTOFsplash10-0005-9000000000-2959651c50a7ed2d2bb22021-09-25Wishart 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 IDFDB016735
KNApSAcK IDNot Available
Chemspider ID3870667
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound4682590
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1036031
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.. .