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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:45:06 UTC
Update Date2019-07-23 06:09:23 UTC
HMDB IDHMDB0031736
Secondary Accession Numbers
  • HMDB31736
Metabolite Identification
Common Name2-Hexyl-3-phenyl-2-propenal
Description2-Hexyl-3-phenyl-2-propenal, also known as alpha-hexylcinnamic aldehyde or 2-(phenylmethylene)octanal, 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-Hexyl-3-phenyl-2-propenal is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Hexyl-3-phenyl-2-propenal is a floral, fresh, and green tasting compound.
Structure
Data?1563862163
Synonyms
ValueSource
2-(Phenylmethylene)octanalChEBI
2-[(e)-Benzylidene]octanalChEBI
2-BenzylideneoctanalChEBI
2-HexylcinnamaldehydeChEBI
alpha-Hexyl-beta-phenylacroleinChEBI
alpha-Hexylcinnamic aldehydeChEBI
alpha-Hexylcinnamyl aldehydeChEBI
alpha-N-Hexyl-beta-phenylacroleinChEBI
Hexyl cinnamic aldehydeChEBI
a-Hexyl-b-phenylacroleinGenerator
Α-hexyl-β-phenylacroleinGenerator
a-Hexylcinnamic aldehydeGenerator
Α-hexylcinnamic aldehydeGenerator
a-Hexylcinnamyl aldehydeGenerator
Α-hexylcinnamyl aldehydeGenerator
a-N-Hexyl-b-phenylacroleinGenerator
Α-N-hexyl-β-phenylacroleinGenerator
(2Z)-2-Hexyl-3-phenyl-2-propenalHMDB
-Hexyl-3-phenyl-propenalHMDB
2-(Phenylmethylene)-octanalHMDB
2-(Phenylmethylene)octanal, 9ciHMDB
2-Hexenyl cynnamaldehydeHMDB
2-Hexyl-3-phenyl-propenalHMDB
3-Phenyl-2-propenal dimethyl acetalHMDB
a-Hexylcinnamaldehyde, 8ciHMDB
alpha -HexylcinnamaldehydeHMDB
alpha -Hexylcinnamic aldehydeHMDB
alpha -N-Hexyl-alpha -hexylcinnamaldehydeHMDB
alpha -N-Hexyl-beta -phenylacroleinHMDB
Cinnamaldehyde, dimethyl acetalHMDB
Cinnamic aldehyde dimethyl acetalHMDB
FEMA 2569HMDB
HexylcinnamaldehydeHMDB
N-Hexyl cinnamaldehydeHMDB
Hexyl cinnamalMeSH
Hexyl cinnamylaldehydeMeSH
2-Hexyl-3-phenyl-2-propenalChEBI
a-HexylcinnamaldehydeGenerator
Α-hexylcinnamaldehydeGenerator
Chemical FormulaC15H20O
Average Molecular Weight216.3187
Monoisotopic Molecular Weight216.151415262
IUPAC Name(2E)-2-(phenylmethylidene)octanal
Traditional Namehexyl cinnamic aldehyde
CAS Registry Number101-86-0
SMILES
CCCCCC\C(C=O)=C/C1=CC=CC=C1
InChI Identifier
InChI=1S/C15H20O/c1-2-3-4-6-11-15(13-16)12-14-9-7-5-8-10-14/h5,7-10,12-13H,2-4,6,11H2,1H3/b15-12+
InChI KeyGUUHFMWKWLOQMM-NTCAYCPXSA-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 ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point4 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.002 g/LALOGPS
logP4.44ALOGPS
logP4.6ChemAxon
logS-5ALOGPS
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity69.5 m³·mol⁻¹ChemAxon
Polarizability26.35 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-5910000000-b22a42c164a28ba714e4Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-5910000000-b22a42c164a28ba714e4Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052f-9500000000-17b8c66896e13bc5de45Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-2590000000-f0347dd567a9f3d1ccd4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00rm-9720000000-d1ffec901d6895ae70f8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-33eaea96c2c90101ce58Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-0fceae1f9fb3f19a156bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-1390000000-629cb7544fac62e806f5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004r-7900000000-299699f01b07c3c0f4e9Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not Quantified Adult (>18 years old)BothNormal details
SalivaDetected but not Quantified Adult (>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 IDFDB008404
KNApSAcK IDNot Available
Chemspider ID1267362
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound1550884
PDB IDNot Available
ChEBI ID55365
Food Biomarker OntologyNot Available
VMH 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.. .