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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:45:59 UTC
Update Date2023-02-21 17:21:23 UTC
HMDB IDHMDB0031855
Secondary Accession Numbers
  • HMDB31855
Metabolite Identification
Common Name5-Methyl-2-phenyl-2-hexenal
Description5-Methyl-2-phenyl-2-hexenal belongs to the class of organic compounds known as phenylacetaldehydes. Phenylacetaldehydes are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde. 5-Methyl-2-phenyl-2-hexenal is a sweet, aldehydic, and bitter tasting compound. 5-Methyl-2-phenyl-2-hexenal has been detected, but not quantified in, a few different foods, such as cocoa and cocoa products, cocoa beans (Theobroma cacao), and nuts. This could make 5-methyl-2-phenyl-2-hexenal a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5-Methyl-2-phenyl-2-hexenal.
Structure
Data?1677000083
Synonyms
ValueSource
(2E)-5-Methyl-2-phenyl-2-hexenalHMDB
2-Phenyl-5-methyl-2-hexenalHMDB
2-Phenyl-5-methylhex-2-enalHMDB
5-Methyl-2-phenylhex-2-enalHMDB
a-(3-Methylbutylidene)benzeneacetaldehyde, 9ciHMDB
alpha-(3-Methylbutylidene)-benzeneacetaldehydeHMDB
alpha-(3-Methylbutylidene)benzeneacetaldehydeHMDB
FEMA 3199HMDB
Chemical FormulaC13H16O
Average Molecular Weight188.2655
Monoisotopic Molecular Weight188.120115134
IUPAC Name(2E)-5-methyl-2-phenylhex-2-enal
Traditional Name(2E)-5-methyl-2-phenylhex-2-enal
CAS Registry Number21834-92-4
SMILES
CC(C)C\C=C(\C=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C13H16O/c1-11(2)8-9-13(10-14)12-6-4-3-5-7-12/h3-7,9-11H,8H2,1-2H3/b13-9-
InChI KeyYURDCJXYOLERLO-LCYFTJDESA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylacetaldehydes. Phenylacetaldehydes are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylacetaldehydes
Direct ParentPhenylacetaldehydes
Alternative Parents
Substituents
  • Phenylacetaldehyde
  • Styrene
  • 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
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 Solubility0.024 g/LALOGPS
logP3.92ALOGPS
logP3.61ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity60.24 m³·mol⁻¹ChemAxon
Polarizability22.01 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]+147.43531661259
DarkChem[M-H]-145.22431661259
DeepCCS[M+H]+145.19930932474
DeepCCS[M-H]-142.84130932474
DeepCCS[M-2H]-177.53930932474
DeepCCS[M+Na]+152.78730932474
AllCCS[M+H]+141.632859911
AllCCS[M+H-H2O]+137.432859911
AllCCS[M+NH4]+145.532859911
AllCCS[M+Na]+146.632859911
AllCCS[M-H]-146.032859911
AllCCS[M+Na-2H]-146.732859911
AllCCS[M+HCOO]-147.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5-Methyl-2-phenyl-2-hexenalCC(C)C\C=C(\C=O)C1=CC=CC=C12020.1Standard polar33892256
5-Methyl-2-phenyl-2-hexenalCC(C)C\C=C(\C=O)C1=CC=CC=C11484.0Standard non polar33892256
5-Methyl-2-phenyl-2-hexenalCC(C)C\C=C(\C=O)C1=CC=CC=C11505.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5-Methyl-2-phenyl-2-hexenal GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kf-2900000000-662e4da4693a66c4d5be2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Methyl-2-phenyl-2-hexenal 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 - 5-Methyl-2-phenyl-2-hexenal 10V, Positive-QTOFsplash10-000i-1900000000-769480b62bf2dc6529932016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-phenyl-2-hexenal 20V, Positive-QTOFsplash10-0670-8900000000-4a02bb46ec83082b2dd72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-phenyl-2-hexenal 40V, Positive-QTOFsplash10-0aor-9300000000-fc9248cfcdbf02ff1c632016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-phenyl-2-hexenal 10V, Negative-QTOFsplash10-000i-0900000000-d082e5e1e1daf62cf5992016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-phenyl-2-hexenal 20V, Negative-QTOFsplash10-000i-1900000000-367e83f1a7ed24c245c12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-phenyl-2-hexenal 40V, Negative-QTOFsplash10-0693-9800000000-c13edbe84fbd48285fbe2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-phenyl-2-hexenal 10V, Negative-QTOFsplash10-000i-0900000000-5f1f5e7bad3e3c845a322021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-phenyl-2-hexenal 20V, Negative-QTOFsplash10-0a4i-0900000000-14ae9c244c8b58b8ccdc2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-phenyl-2-hexenal 40V, Negative-QTOFsplash10-014i-2900000000-60289b73afeb5381d0572021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-phenyl-2-hexenal 10V, Positive-QTOFsplash10-0f80-0900000000-b4de085fe1622f706d392021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-phenyl-2-hexenal 20V, Positive-QTOFsplash10-0pvi-4900000000-5e2112e885aa17ebc0a02021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methyl-2-phenyl-2-hexenal 40V, Positive-QTOFsplash10-0f6x-9800000000-5f57a931e50f13f66d422021-09-25Wishart 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
  • 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 IDFDB008539
KNApSAcK IDNot Available
Chemspider ID4521383
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5370602
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.. .