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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:42:41 UTC
Update Date2019-07-23 06:08:36 UTC
HMDB IDHMDB0031370
Secondary Accession Numbers
  • HMDB31370
Metabolite Identification
Common Name2-[(Methylthio)methyl]-2-butenal
Description2-[(Methylthio)methyl]-2-butenal, also known as 2-ethylidene methional or fema 3601, belongs to the class of organic compounds known as enals. These are an alpha,beta-unsaturated aldehyde of general formula RC=C-CH=O in which the aldehydic C=O function is conjugated to a C=C triple bond at the alpha,beta position. 2-[(Methylthio)methyl]-2-butenal is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-[(Methylthio)methyl]-2-butenal is a burnt, cabbage, and cooked tasting compound. Outside of the human body, 2-[(Methylthio)methyl]-2-butenal has been detected, but not quantified in, a few different foods, such as coffee and coffee products, mushrooms, and potato. This could make 2-[(methylthio)methyl]-2-butenal a potential biomarker for the consumption of these foods.
Structure
Data?1563862116
Synonyms
ValueSource
2-((Methylthio)methyl)-2-butenalHMDB
2-(Methylmercapto)methyl-2-butenalHMDB
2-(Methylthio)methyl-2-butenalHMDB
2-Ethylidene methionalHMDB
FEMA 3601HMDB
(2E)-2-[(Methylsulphanyl)methyl]but-2-enalGenerator
Chemical FormulaC6H10OS
Average Molecular Weight130.208
Monoisotopic Molecular Weight130.045235632
IUPAC Name(2E)-2-[(methylsulfanyl)methyl]but-2-enal
Traditional Name(2E)-2-[(methylsulfanyl)methyl]but-2-enal
CAS Registry Number40878-72-6
SMILES
CSC\C(=C\C)C=O
InChI Identifier
InChI=1S/C6H10OS/c1-3-6(4-7)5-8-2/h3-4H,5H2,1-2H3/b6-3+
InChI KeyIBSLHWQWKUNIJE-ZZXKWVIFSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as enals. These are an alpha,beta-unsaturated aldehyde of general formula RC=C-CH=O in which the aldehydic C=O function is conjugated to a C=C triple bond at the alpha,beta position.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentEnals
Alternative Parents
Substituents
  • Enal
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Aldehyde
  • 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:

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 Solubility4.56 g/LALOGPS
logP1.89ALOGPS
logP1.51ChemAxon
logS-1.5ALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity38.85 m³·mol⁻¹ChemAxon
Polarizability14.41 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, Positivesplash10-00ls-9200000000-369f53e9d82267b87170Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-3900000000-ad7cf424fb8a72c9ee9bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-9400000000-f19de4d3e8f84be1fbd6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9100000000-a59c4ae26c5c5b9c342eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-f9187d0a5e734095ebf7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000t-9100000000-29cd1035b5d7f45663e3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-e6df13e02bcf6b22267eSpectrum
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 IDFDB003437
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound57501028
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
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.. .