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Identification
YMDB IDYMDB01415
Name4-Mercapto-4-methylpentan-2-one
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Description4-Mercapto-4-methyl-2-pentanone, also known as 4-sulfanyl-4-methylpentan-2-one or 4-methyl-4-sulfanyl-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. Thus, 4-mercapto-4-methyl-2-pentanone is considered to be an oxygenated hydrocarbon. Based on a literature review a significant number of articles have been published on 4-Mercapto-4-methyl-2-pentanone.
Structure
Thumb
Synonyms
  • 4-mercapto-4-methyl-2-pentanone
  • 4-methyl-4-mercapto-2-pentanone
  • 4-Methyl-4-sulfanyl-2-pentanone
  • 4-Methyl-4-thiolpentan-2-one
  • 4-sulfanyl-4-methylpentan-2-one
  • 4-Sulphanyl-4-methylpentan-2-one
  • 4-Methyl-4-mercaptopentan-2-one
  • 4-Methyl-4-sulphanyl-2-pentanone
  • 4-mercapto-4-Methyl-pentan-2-one
  • 4-mercapto-4-Methylpentan-2-one
  • 4-Methyl-4-mercapto-pentan-2-one
CAS number19872-52-7
WeightAverage: 132.224
Monoisotopic: 132.060885696
InChI KeyQRNZMFDCKKEPSX-UHFFFAOYSA-N
InChIInChI=1S/C6H12OS/c1-5(7)4-6(2,3)8/h8H,4H2,1-3H3
IUPAC Name4-methyl-4-sulfanylpentan-2-one
Traditional IUPAC Name4-methyl-4-sulfanylpentan-2-one
Chemical FormulaC6H12OS
SMILESCC(=O)CC(C)(C)S
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
  • Alkylthiol
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility1.22 g/LALOGPS
logP2.01ALOGPS
logP1.27ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)9.92ChemAxon
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity37.78 m³·mol⁻¹ChemAxon
Polarizability14.61 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • extracellular
Organoleptic Properties
Flavour/OdourSource
BlackcurrantFDB008119
Box treeFDB008119
Cat-urineFDB008119
MeatyFDB008119
SulfurousFDB008119
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-9100000000-8e9ff8d3dd57a941e176JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00lr-3900000000-f7c166c594ab2f5bd9e6JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00lr-7900000000-415b660e2464f89dc70eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-9100000000-cf87bb56a906d8284051JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001j-7900000000-67facb7cefc788001bd4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001j-9600000000-5a2f4ae474d4a47b0bebJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-9100000000-7653612fbae5886b1570JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9100000000-5b554632046f18361f55JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-9000000000-942ac689538269d6ca7bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0089-9000000000-e5eeba93e8d05760b98bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004m-9000000000-3a7dea1da5a4cd927037JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004l-9000000000-99d12173b922c0f09a40JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002f-9000000000-53764c8f862c3e9527d9JSpectraViewer
References
References:
  • Masneuf-Pomarede, I., Mansour, C., Murat, M. L., Tominaga, T., Dubourdieu, D. (2006). "Influence of fermentation temperature on volatile thiols concentrations in Sauvignon blanc wines." Int J Food Microbiol 108:385-390.16524635
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID77856
HMDB IDHMDB0031519
Pubchem Compound ID88290
Kegg IDNot Available
ChemSpider ID79650
FOODB IDFDB008119
Wikipedia4-Mercapto-4-methylpentan-2-one
BioCyc IDNot Available