Record Information
Version1.0
Creation date2010-04-08 22:08:08 UTC
Update date2019-11-26 03:02:44 UTC
Primary IDFDB008539
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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 tasting compound. 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.
CAS Number21834-92-4
Structure
Thumb
Synonyms
SynonymSource
(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
2-Hexenal, 5-methyl-2-phenyl-biospider
2-phenyl-5-methyl-2-hexenalbiospider
a-(3-Methylbutylidene)benzeneacetaldehyde, 9CIdb_source
Benzeneacetaldehyde, α-(3-methylbutylidene)-biospider
Benzeneacetaldehyde, alpha-(3-methylbutylidene)-biospider
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 RuleYesChemAxon
Chemical FormulaC13H16O
IUPAC name(2E)-5-methyl-2-phenylhex-2-enal
InChI IdentifierInChI=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
Isomeric SMILESCC(C)C\C=C(\C=O)C1=CC=CC=C1
Average Molecular Weight188.2655
Monoisotopic Molecular Weight188.120115134
Classification
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:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 82.94%; H 8.57%; O 8.50%DFC
Melting PointNot Available
Boiling PointBp6.7 96-100°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kf-2900000000-662e4da4693a66c4d5beJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-1900000000-769480b62bf2dc652993JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0670-8900000000-4a02bb46ec83082b2dd7JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aor-9300000000-fc9248cfcdbf02ff1c63JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-d082e5e1e1daf62cf599JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-1900000000-367e83f1a7ed24c245c1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0693-9800000000-c13edbe84fbd48285fbeJSpectraViewer
ChemSpider ID4521383
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID5370602
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31855
CRC / DFC (Dictionary of Food Compounds) IDDNB47-P:DNB47-P
EAFUS ID2469
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1035461
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
aldehydic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitter
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cocoa
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
nut skin
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
chocolate
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
butyric
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference