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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:44:05 UTC
Update Date2019-07-23 06:09:01 UTC
HMDB IDHMDB0031566
Secondary Accession Numbers
  • HMDB31566
Metabolite Identification
Common Name2-Methyl-3-phenyl-2-propenal
Description2-Methyl-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-Methyl-3-phenyl-2-propenal is a sweet, cassia, and cinnamon tasting compound. 2-Methyl-3-phenyl-2-propenal is found, on average, in the highest concentration within peppermints (Mentha X piperita). 2-Methyl-3-phenyl-2-propenal has also been detected, but not quantified in, herbs and spices. This could make 2-methyl-3-phenyl-2-propenal a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-Methyl-3-phenyl-2-propenal.
Structure
Data?1563862141
Synonyms
ValueSource
2-Methyl-3-phenylacroleinHMDB
2-Methyl-3-phenylacrylaldehydeHMDB
2-MethylcinnamaldehydeHMDB
3-Phenyl-2-methylacroleinHMDB
a-Methylcinnamaldehyde, 8ciHMDB
alpha-Methyl cinnamaldehydeHMDB
alpha-MethylcinnamaldehydeHMDB
alpha-Methylcinnamic aldehydeHMDB
FEMA 2697HMDB
Methyl cinnamic aldehydeHMDB
Chemical FormulaC10H10O
Average Molecular Weight146.1858
Monoisotopic Molecular Weight146.073164942
IUPAC Name(2Z)-2-methyl-3-phenylprop-2-enal
Traditional Name(2Z)-2-methyl-3-phenylprop-2-enal
CAS Registry Number101-39-3
SMILES
C\C(C=O)=C\C1=CC=CC=C1
InChI Identifier
InChI=1S/C10H10O/c1-9(8-11)7-10-5-3-2-4-6-10/h2-8H,1H3/b9-7-
InChI KeyVLUMOWNVWOXZAU-CLFYSBASSA-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
  • Benzenoid
  • Monocyclic benzene moiety
  • Enal
  • Alpha,beta-unsaturated aldehyde
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Source

Route of exposure

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 Solubility0.34 g/LALOGPS
logP10(2.31) g/LALOGPS
logP10(2.37) g/LChemAxon
logS10(-2.6) g/LALOGPS
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity46.49 m³·mol⁻¹ChemAxon
Polarizability16.4 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+135.37131661259
DarkChem[M-H]-130.96231661259
DeepCCS[M+H]+136.22830932474
DeepCCS[M-H]-132.54630932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Methyl-3-phenyl-2-propenalC\C(C=O)=C\C1=CC=CC=C11935.6Standard polar33892256
2-Methyl-3-phenyl-2-propenalC\C(C=O)=C\C1=CC=CC=C11260.2Standard non polar33892256
2-Methyl-3-phenyl-2-propenalC\C(C=O)=C\C1=CC=CC=C11270.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methyl-3-phenyl-2-propenal GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kg-6900000000-a06eb85c5a48ce4c78b52017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methyl-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-Methyl-3-phenyl-2-propenal 10V, Positive-QTOFsplash10-0002-1900000000-89ab9e019921255893f92017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-phenyl-2-propenal 20V, Positive-QTOFsplash10-00kb-8900000000-b4fddb38764c2c9112fb2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-phenyl-2-propenal 40V, Positive-QTOFsplash10-0gbl-9200000000-262050491995fee323322017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-phenyl-2-propenal 10V, Negative-QTOFsplash10-0002-0900000000-221c71bf5191ae84a50e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-phenyl-2-propenal 20V, Negative-QTOFsplash10-014j-0900000000-4be4c949046e9bb00c502017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-phenyl-2-propenal 40V, Negative-QTOFsplash10-014i-3900000000-8c03758b70ae4bf0c7e52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-phenyl-2-propenal 10V, Negative-QTOFsplash10-0002-2900000000-1e835d97d6d3fd0993c82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-phenyl-2-propenal 20V, Negative-QTOFsplash10-014i-1900000000-1a7698375179f8fdf4f82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-phenyl-2-propenal 40V, Negative-QTOFsplash10-00mo-9600000000-e61ade7c9bf9d4acdf5f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-phenyl-2-propenal 10V, Positive-QTOFsplash10-0007-7900000000-00e6c8e4d96624db33c42021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-phenyl-2-propenal 20V, Positive-QTOFsplash10-00kf-9400000000-5c48c4453f7f8a9ccd142021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-phenyl-2-propenal 40V, Positive-QTOFsplash10-00kf-9300000000-79020505f67f2f9a1d282021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008181
KNApSAcK IDC00056330
Chemspider ID4510994
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5354896
PDB IDNot Available
ChEBI ID89992
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.. .