Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB120591
Identification
Name: methionol
Description:An alkyl sulfide that is propan-1-ol substituted by a methylsulfanyl group at position 3. It is a volatile compound found in wines and produced during fermentation.
Structure
Thumb
Synonyms:
  • 3-(Methylthio)propyl alcohol
  • 3-Hydroxypropyl methyl sulfide
  • 3-Methylmercapto-1-propanol
  • γ-Methylmercaptopropyl alcohol
  • Methionol
Chemical Formula: C4H10OS
Average Molecular Weight: 106.182
Monoisotopic Molecular Weight: 106.045235
InChI Key: CZUGFKJYCPYHHV-UHFFFAOYSA-N
InChI:InChI=1S/C4H10OS/c1-6-4-2-3-5/h5H,2-4H2,1H3
CAS number: 505-10-2
IUPAC Name:3-(methylsulfanyl)propan-1-ol
Traditional IUPAC Name: methionol
SMILES:CSCCCO
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of chemical entities known as dialkylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two alkyl groups.
Kingdom Chemical entities
Super ClassOrganic compounds
Class Organosulfur compounds
Sub ClassThioethers
Direct Parent Dialkylthioethers
Alternative Parents
Substituents
  • Dialkylthioether
  • Sulfenyl compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors
Physical Properties
State: Not Available
Charge:0
Melting point: Not Available
Experimental Properties:
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility33.1 mg/mLALOGPS
logP0.32ALOGPS
logP0.49ChemAxon
logS-0.51ALOGPS
pKa (Strongest Acidic)15.95ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity30.1 m3·mol-1ChemAxon
Polarizability12.26 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways: Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-9500000000-49e15e6d1eaae7a037baView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052u-9100000000-e136b908cf3f3fea1dd2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-fa5649deb8a729215ea8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4j-9500000000-8ae73a9d14b70bc1e6d2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9100000000-061d0545db429dc401a1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-06b804c9a42c5717d621View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0a4i-9100000000-332b40f5beb6c58ca81fView in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
References
References:
  • Seow YX, Ong PK, Liu SQ (2010)Production of flavour-active methionol from methionine metabolism by yeasts in coconut cream. International journal of food microbiology 143, Pubmed: 20805008
  • Vallet A, Santarelli X, Lonvaud-Funel A, de Revel G, Cabanne C (2009)Purification of an alcohol dehydrogenase involved in the conversion of methional to methionol in Oenococcus oeni IOEB 8406. Applied microbiology and biotechnology 82, Pubmed: 18850096
  • Silva Ferreira AC, Rodrigues P, Hogg T, Guedes De Pinho P (2003)Influence of some technological parameters on the formation of dimethyl sulfide, 2-mercaptoethanol, methionol, and dimethyl sulfone in port wines. Journal of agricultural and food chemistry 51, Pubmed: 12537449
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
METABOLIGHTSMTBLC49019
HMDBHMDB31716
CHEMSPIDER10016
PUBCHEM10448
CHEBI49019