Record Information
Version1.0
Creation date2010-04-08 22:05:57 UTC
Update date2019-11-26 02:59:36 UTC
Primary IDFDB003806
Secondary Accession Numbers
  • FDB003796
  • FDB012754
Chemical Information
FooDB NameMethyl-beta-methylthiopropionate
DescriptionMethyl 3-(methylthio)propanoate, also known as 3-methylsulfanyl-propionic acid methyl ester or methyl beta -methylmercaptopropionate, is a member of the class of compounds known as methyl esters. Methyl esters are organic compounds containing a carboxyl group that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=H or organyl group and R'=methyl group. Methyl 3-(methylthio)propanoate is soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Methyl 3-(methylthio)propanoate is a sweet, garlic, and onion tasting compound found in alcoholic beverages and fruits, which makes methyl 3-(methylthio)propanoate a potential biomarker for the consumption of these food products. Methyl 3-(methylthio)propanoate exists in all eukaryotes, ranging from yeast to humans.
CAS NumberNot Available
Structure
Thumb
Synonyms
SynonymSource
Methyl 3-(methylthio)propanoic acidGenerator
3-Methylsulfanyl-propionic acid methyl esterHMDB
3-Methylsulfanyl-propionate methyl esterHMDB
3-Methylsulphanyl-propionate methyl esterHMDB
3-Methylsulphanyl-propionic acid methyl esterHMDB
3-(Methylthio)propanoic acid methyl esterHMDB
FEMA 2720HMDB
Methyl 3-(methylmercapto)propionateHMDB
Methyl 3-(methylsulfanyl)propanoateHMDB
Methyl 3-(methylthio)propionateHMDB
Methyl 3-methylthiopropanoateHMDB
Methyl 3-methylthiopropionateHMDB
Methyl beta -methylmercaptopropionateHMDB
Methyl beta -methylthiopropionateHMDB
Methyl beta-methiopropionateHMDB
Methyl beta-methylmercaptopropionateHMDB
Methyl beta-methylthiopropionateHMDB
Methyl ester OF 3-(methylthio)propanoic acidHMDB
Methyl methylthiopropanoateHMDB
Methyl-3-(methylthio)propionateHMDB
Methyl-3-methylmercaptopropionateHMDB
Propanoic acid, 3-(methylthio)-, methyl esterHMDB
Propionic acid, 3-(methylthio)-, methyl esterHMDB
Propionic acid, 3-(methylthio)-, methyl ester (8ci)HMDB
Methyl 3-(methylsulfanyl)propanoic acidGenerator
Methyl 3-(methylsulphanyl)propanoateGenerator
Methyl 3-(methylsulphanyl)propanoic acidGenerator
Methyl-b-methylthiopropionateGenerator
Methyl-b-methylthiopropionic acidGenerator
Methyl-beta-methylthiopropionic acidGenerator
Methyl-β-methylthiopropionateGenerator
Methyl-β-methylthiopropionic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility11 g/LALOGPS
logP0.73ALOGPS
logP0.98ChemAxon
logS-1.1ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity34.49 m³·mol⁻¹ChemAxon
Polarizability14.41 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC5H10O2S
IUPAC namemethyl 3-(methylsulfanyl)propanoate
InChI IdentifierInChI=1S/C5H10O2S/c1-7-5(6)3-4-8-2/h3-4H2,1-2H3
InChI KeyDMMJVMYCBULSIS-UHFFFAOYSA-N
Isomeric SMILESCOC(=O)CCSC
Average Molecular Weight134.197
Monoisotopic Molecular Weight134.040150254
Classification
Description belongs to the class of organic compounds known as methyl esters. These are organic compounds containing a carboxyl group that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=H or organyl group and R'=methyl group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentMethyl esters
Alternative Parents
Substituents
  • Methyl ester
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9100000000-13f2f62d0814467520ccJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f79-2900000000-4e832d271171a7aad876JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-9500000000-fc6001e286c89a081fa0JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-9100000000-b3f08108acef20297649JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9200000000-16886e456d436d5d70e6JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9100000000-292f9d16150712448f12JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-71e8eb706dd4eea9e25dJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDMETHYL-BETA-METHYLTHIOPROPIONATE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).