Record Information
Version1.0
Creation date2010-04-08 22:12:21 UTC
Update date2015-07-20 23:28:36 UTC
Primary IDFDB016311
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Butyl-3-phenyl-2-propen-1-al
Description2-Butyl-3-phenyl-2-propen-1-al, also known as 2-(phenylmethylene)-hexanal or a-butylcinnamaldehyde, 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-Butyl-3-phenyl-2-propen-1-al is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Butyl-3-phenyl-2-propen-1-al is a floral, green, and herbal tasting compound.
CAS Number7492-44-6
Structure
Thumb
Synonyms
SynonymSource
2-(Phenylmethylene)-hexanalHMDB
2-(Phenylmethylene)hexanalHMDB
2-(Phenylmethylene)hexanal, 9ciHMDB
2-BenzylidenehexanalHMDB
a-ButylcinnamaldehydeHMDB
alpha-Butyl-beta-phenylacroleinHMDB
alpha-Butyl-cinnamaldehydeHMDB
alpha-ButylcinnamaldehydeHMDB
alpha-Butylcinnamic aldehydeHMDB
alpha-N-Butyl-beta-phenylacroleinHMDB
Butyl cinnamic aldehydeHMDB
FEMA 2191HMDB
α-butylcinnamaldehydebiospider
α-butylcinnamic aldehydebiospider
2-(Phenylmethylene)hexanal, 9CIdb_source
Alpha-butyl-beta-phenylacroleinbiospider
Alpha-butylcinnamaldehydebiospider
Alpha-butylcinnamic aldehydebiospider
Alpha-n-butyl-beta-phenylacroleinbiospider
Cinnamaldehyde, α-butyl-biospider
Cinnamaldehyde, alpha-butyl-biospider
Hexanal, 2-(phenylmethylene)-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.024 g/LALOGPS
logP3.49ALOGPS
logP3.71ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity60.29 m³·mol⁻¹ChemAxon
Polarizability22.51 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC13H16O
IUPAC name(2Z)-2-(phenylmethylidene)hexanal
InChI IdentifierInChI=1S/C13H16O/c1-2-3-7-13(11-14)10-12-8-5-4-6-9-12/h4-6,8-11H,2-3,7H2,1H3/b13-10-
InChI KeyGFBCBQNBXRPRQD-RAXLEYEMSA-N
Isomeric SMILESCCCC\C(C=O)=C\C1=CC=CC=C1
Average Molecular Weight188.2655
Monoisotopic Molecular Weight188.120115134
Classification
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:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointBp0.05 78-79° (E/Z =3:1)DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd15.54 0.83DFC
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-7900000000-c5350e320cb167db778dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-1900000000-8b18c6e250c08dd418dbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052v-9600000000-7eb106f7cd02f6a5c886View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9200000000-6856d8c3d422aea54b92View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-39dac3ddf52589e47420View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4r-0900000000-e5c521c0401da4c6404dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-3900000000-abc80c5e220f31fa3465View in MoNA
ChemSpider ID19540134
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID5853596
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB37292
CRC / DFC (Dictionary of Food Compounds) IDKQM01-U:KQM01-U
EAFUS ID403
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1013171
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
floral
  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.
jasmin
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
lily
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal
  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