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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:24:31 UTC
Update Date2023-02-21 17:25:40 UTC
HMDB IDHMDB0037166
Secondary Accession Numbers
  • HMDB37166
Metabolite Identification
Common Name2-(Methylthiomethyl)-3-phenyl-2-propenal
Description2-(Methylthiomethyl)-3-phenyl-2-propenal belongs to the class of organic compounds known as cinnamaldehydes. These are organic aromatic compounds containing a cinnamlaldehyde moiety, consisting of a benzene and an aldehyde group to form 3-phenylprop-2-enal. 2-(Methylthiomethyl)-3-phenyl-2-propenal is a bean, broccoli, and green tasting compound. Based on a literature review very few articles have been published on 2-(Methylthiomethyl)-3-phenyl-2-propenal.
Structure
Data?1677000340
Synonyms
ValueSource
2-((methylthio)Methyl)-3-phenyl-2-propenalHMDB
2-(Methylthiomethyl)-3-phenylpropenalHMDB
alpha-BenzylidenemethionalHMDB
(2E)-2-[(Methylsulphanyl)methyl]-3-phenylprop-2-enalGenerator
Chemical FormulaC11H12OS
Average Molecular Weight192.277
Monoisotopic Molecular Weight192.060885696
IUPAC Name(2E)-2-[(methylsulfanyl)methyl]-3-phenylprop-2-enal
Traditional Name(2E)-2-[(methylsulfanyl)methyl]-3-phenylprop-2-enal
CAS Registry Number65887-08-3
SMILES
CSC\C(C=O)=C\C1=CC=CC=C1
InChI Identifier
InChI=1S/C11H12OS/c1-13-9-11(8-12)7-10-5-3-2-4-6-10/h2-8H,9H2,1H3/b11-7+
InChI KeyQJDHQEQDIWDMOT-YRNVUSSQSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cinnamaldehydes. These are organic aromatic compounds containing a cinnamlaldehyde moiety, consisting of a benzene and an aldehyde group to form 3-phenylprop-2-enal.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamaldehydes
Sub ClassNot Available
Direct ParentCinnamaldehydes
Alternative Parents
Substituents
  • Cinnamaldehyde
  • Monocyclic benzene moiety
  • Benzenoid
  • Alpha,beta-unsaturated aldehyde
  • Enal
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Aldehyde
  • Organooxygen compound
  • Organosulfur compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.07 g/LALOGPS
logP2.42ALOGPS
logP2.73ChemAxon
logS-3.4ALOGPS
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity58.95 m³·mol⁻¹ChemAxon
Polarizability21.4 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+145.84731661259
DarkChem[M-H]-142.09231661259
DeepCCS[M+H]+142.69630932474
DeepCCS[M-H]-139.85430932474
DeepCCS[M-2H]-176.0430932474
DeepCCS[M+Na]+151.57830932474
AllCCS[M+H]+139.932859911
AllCCS[M+H-H2O]+135.732859911
AllCCS[M+NH4]+143.732859911
AllCCS[M+Na]+144.932859911
AllCCS[M-H]-143.832859911
AllCCS[M+Na-2H]-144.632859911
AllCCS[M+HCOO]-145.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-(Methylthiomethyl)-3-phenyl-2-propenalCSC\C(C=O)=C\C1=CC=CC=C12701.5Standard polar33892256
2-(Methylthiomethyl)-3-phenyl-2-propenalCSC\C(C=O)=C\C1=CC=CC=C11621.4Standard non polar33892256
2-(Methylthiomethyl)-3-phenyl-2-propenalCSC\C(C=O)=C\C1=CC=CC=C11693.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-(Methylthiomethyl)-3-phenyl-2-propenal GC-MS (Non-derivatized) - 70eV, Positivesplash10-0007-6900000000-5fd2a165f5787c003a092017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-(Methylthiomethyl)-3-phenyl-2-propenal GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Methylthiomethyl)-3-phenyl-2-propenal 10V, Positive-QTOFsplash10-0006-0900000000-38fd633020ed0f44274e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Methylthiomethyl)-3-phenyl-2-propenal 20V, Positive-QTOFsplash10-0005-2900000000-62d18d7a74954ff7aec72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Methylthiomethyl)-3-phenyl-2-propenal 40V, Positive-QTOFsplash10-014i-9800000000-fa65d7d808ea94633dfb2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Methylthiomethyl)-3-phenyl-2-propenal 10V, Negative-QTOFsplash10-0002-9300000000-314f1cf07619a86072ee2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Methylthiomethyl)-3-phenyl-2-propenal 20V, Negative-QTOFsplash10-0002-9700000000-eaae86c9d891c3d2dd9a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Methylthiomethyl)-3-phenyl-2-propenal 40V, Negative-QTOFsplash10-0002-9000000000-052f3f9ff5a568a06ea12017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Methylthiomethyl)-3-phenyl-2-propenal 10V, Negative-QTOFsplash10-0002-9200000000-ee7bff2b4eaff7242fe52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Methylthiomethyl)-3-phenyl-2-propenal 20V, Negative-QTOFsplash10-0002-9000000000-8828cef2e29a5d82e1e22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Methylthiomethyl)-3-phenyl-2-propenal 40V, Negative-QTOFsplash10-0002-9200000000-74a4e5eb66515b47c1482021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Methylthiomethyl)-3-phenyl-2-propenal 10V, Positive-QTOFsplash10-014i-0900000000-99319a675c20f6598d022021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Methylthiomethyl)-3-phenyl-2-propenal 20V, Positive-QTOFsplash10-014i-2900000000-eb23f37c3c2149a73e502021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Methylthiomethyl)-3-phenyl-2-propenal 40V, Positive-QTOFsplash10-0i00-3900000000-a8f3b23b0441cbc0bc6d2021-09-23Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB016162
KNApSAcK IDNot Available
Chemspider ID17332793
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16204499
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents 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.. .