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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:57:11 UTC
Update Date2019-07-23 06:32:27 UTC
HMDB IDHMDB0040413
Secondary Accession Numbers
  • HMDB40413
Metabolite Identification
Common NameEthyl 3-(methylthio)propanoate
DescriptionEthyl 3-(methylthio)propanoate, also known as ethyl 3-methylmercaptopropionate or fema 3343, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). A carboxylic ester obtained by the formal condensation of the carboxy group of 3-(methylthio)propionic acid with ethanol. Ethyl 3-(methylthio)propanoate is an extremely weak basic (essentially neutral) compound (based on its pKa). Ethyl 3-(methylthio)propanoate is a fruity, metallic, and pineapple tasting compound. Outside of the human body, Ethyl 3-(methylthio)propanoate is found, on average, in the highest concentration within pineapples. Ethyl 3-(methylthio)propanoate has also been detected, but not quantified in, several different foods, such as alcoholic beverages, asian pears, fruits, and milk and milk products. This could make ethyl 3-(methylthio)propanoate a potential biomarker for the consumption of these foods.
Structure
Data?1563863547
Synonyms
ValueSource
3-(Methylthio)propanoic acid ethyl esterChEBI
Ethyl 3-(methylthio)propionateChEBI
Ethyl 3-methylmercaptopropionateChEBI
Ethyl methyl mercaptopropionateChEBI
3-(Methylthio)propanoate ethyl esterGenerator
Ethyl 3-(methylthio)propionic acidGenerator
Ethyl 3-methylmercaptopropionic acidGenerator
Ethyl methyl mercaptopropionic acidGenerator
Ethyl 3-(methylthio)propanoic acidGenerator
3-(Methylthio)propionic acid ethylesterHMDB
Ethyl 3-(methylsulfanyl)propanoateHMDB
Ethyl 3-methylthiopropanoateHMDB
Ethyl beta -methylthiopropionateHMDB
Ethyl beta-methylthiopropionateHMDB
Ethyl methylthiopropanoateHMDB
FEMA 3343HMDB
Propanoic acid, 3-(methylthio)-, ethyl esterHMDB
Propionic acid, 3-(methylthio)-, ethyl esterHMDB
Ethyl 3-(methylthio)propanoateChEBI
Ethyl 3-methylthiopropionic acidGenerator
Chemical FormulaC6H12O2S
Average Molecular Weight148.223
Monoisotopic Molecular Weight148.055800318
IUPAC Nameethyl 3-(methylsulfanyl)propanoate
Traditional Nameethyl 3-(methylsulfanyl)propanoate
CAS Registry Number13327-56-5
SMILES
CCOC(=O)CCSC
InChI Identifier
InChI=1S/C6H12O2S/c1-3-8-6(7)4-5-9-2/h3-5H2,1-2H3
InChI KeyYSNWHRKJEKWJNY-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentCarboxylic acid esters
Alternative Parents
Substituents
  • Carboxylic acid 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 Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility5.3 g/LALOGPS
logP1.38ALOGPS
logP1.34ChemAxon
logS-1.4ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity39.24 m³·mol⁻¹ChemAxon
Polarizability16.38 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fb9-9300000000-029e31417dd68f480b60Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f6t-1900000000-5bf8b1d6ee6320d4c1b4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0zfs-9700000000-8bcaf49d26d088c50af9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-056s-9100000000-e0f8ca1ee495f433791bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9200000000-7645bab4e5fe8392cce3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9100000000-a4d3fefdf137fe9f1a0fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-cce896b87192798ff9bfSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
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 IDFDB020145
KNApSAcK IDNot Available
Chemspider ID55501
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61592
PDB IDNot Available
ChEBI ID87503
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
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.. .