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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:45:59 UTC
Update Date2019-07-23 06:09:41 UTC
HMDB IDHMDB0031855
Secondary Accession Numbers
  • HMDB31855
Metabolite Identification
Common Name5-Methyl-2-phenyl-2-hexenal
Description5-Methyl-2-phenyl-2-hexenal, also known as 2-phenyl-5-methyl-2-hexenal or fema 3199, 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 an extremely weak basic (essentially neutral) compound (based on its pKa). 5-Methyl-2-phenyl-2-hexenal is a sweet, aldehydic, and bitter. Outside of the human body, 5-methyl-2-phenyl-2-hexenal has been detected, but not quantified in, cocoa and cocoa products and nuts. This could make 5-methyl-2-phenyl-2-hexenal a potential biomarker for the consumption of these foods.
Structure
Data?1563862181
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
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

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 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
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kf-2900000000-662e4da4693a66c4d5beSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-1900000000-769480b62bf2dc652993Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0670-8900000000-4a02bb46ec83082b2dd7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aor-9300000000-fc9248cfcdbf02ff1c63Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-d082e5e1e1daf62cf599Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-1900000000-367e83f1a7ed24c245c1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0693-9800000000-c13edbe84fbd48285fbeSpectrum
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 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.. .