You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Yeast Metabolome Database.
Identification
YMDB IDYMDB01466
Name3-(Methylsulfanyl)Propanal
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Description3-(Methylthio)propanal, also known as 3-methylsulfanylpropanal or 4-thiapentanal, belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. 3-(Methylthio)propanal is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
Synonyms
  • 3-(Methylmercapto)propionaldehyde
  • 3-(Methylthio)propanal
  • 3-(methylthio)propanal (methional)
  • 3-(Methylthio)propionaldehyde
  • 3-(methylthio)propionaldehyde (methional)
  • 3-(methylthiol)propanal
  • 3-(methythio)-propanal
  • 3-Methylthio-1-propanal
  • 3-Methylthiopropional
  • 4-Thiapentanal
  • beta-(Methylmercapto)propionaldehyde
  • beta-(Methylthio)propionaldehyde
  • Methional
  • Methylmercaptopropionic aldehyde
  • Propanal, 3-(methylthio)-
  • Propionaldehyde, 3-(methylthio)-
  • 3-Methylsulfanylpropanal
  • 3-Methylsulphanylpropanal
  • b-(Methylmercapto)propionaldehyde
  • Β-(methylmercapto)propionaldehyde
  • b-(Methylthio)propionaldehyde
  • Β-(methylthio)propionaldehyde
  • 3-(Methylsulfanyl)propanal
  • 3-(Methylthio)-1-propanal
  • 3-(Methylthio)-propanal
  • 3-(Methylthio)-propionaldehyde
  • 3-(Methylthio)propionaldehyde, 8ci
  • 3-Methylmercapto-propionaldehyde
  • 3-Methylmercaptopropyl aldehyde
  • 3-Methylsulfanyl-propanal
  • 3-Methylsulfanyl-propionaldehyde
  • 3-Methylthio-propionaldehyde
  • 3-Methylthiopropanal
  • 3-[Methylthio]propionaldehyde
  • beta -(Methylmercapto)propionaldehyde
  • beta -(Methylthio)propionaldehyde
  • C4H8OS
  • FEMA 2747
  • Methylmercaptoaldehyde
  • Methylmercaptopropionaldehyde
  • MMP
CAS number3268-49-3
WeightAverage: 104.171
Monoisotopic: 104.029585568
InChI KeyCLUWOWRTHNNBBU-UHFFFAOYSA-N
InChIInChI=1S/C4H8OS/c1-6-4-2-3-5/h3H,2,4H2,1H3
IUPAC Name3-(methylsulfanyl)propanal
Traditional IUPAC Namemethional
Chemical FormulaC4H8OS
SMILESCSCCC=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha-hydrogen aldehydes
Alternative Parents
Substituents
  • Alpha-hydrogen aldehyde
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility13.1 g/LALOGPS
logP1.22ALOGPS
logP0.68ChemAxon
logS-0.9ALOGPS
pKa (Strongest Acidic)16.45ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity28.8 m³·mol⁻¹ChemAxon
Polarizability11.31 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic Properties
Flavour/OdourSource
BeefFDB008541
Cooked potatoFDB008541
CreamyFDB008541
EarthyFDB008541
FishyFDB008541
MustyFDB008541
PeanutFDB008541
PotatoFDB008541
TomatoFDB008541
VegetableFDB008541
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, Positivesplash10-06te-9000000000-4807e06b8a63d984ac05JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-6900000000-2f4d7565698ebc2b2c41JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9200000000-91279520473dca329874JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4m-9000000000-e4d1ef70f46870bec7ecJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udj-9700000000-9b9c9a5fc3d61f9940f7JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9100000000-2c5b5e03e434209896c2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-a5fc7777138f7fb956d8JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-002b-9100000000-c6f971bdc3194b1472b9JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
References
References:
  • Perpete, P., Collin, S. (1999). "Contribution of 3-methylthiopropionaldehyde to the worty flavor of alcohol-free beers." J Agric Food Chem 47:2374-2378.10794639
  • Mahadevan, K., Farmer, L. (2006). "Key odor impact compounds in three yeast extract pastes." J Agric Food Chem 54:7242-7250.16968089
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID49017
HMDB IDHMDB0031857
Pubchem Compound ID18635
Kegg IDNot Available
ChemSpider ID17597
FOODB IDFDB008541
Wikipedia IDNot Available
BioCyc IDNot Available