Record Information
Version1.0
Creation date2010-04-08 22:08:00 UTC
Update date2019-11-26 03:02:21 UTC
Primary IDFDB008257
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Phenyl-2-butenal
Description2-Phenyl-2-butenal, also known as 2-butenal, 2-phenyl or fema 3224, 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. 2-Phenyl-2-butenal is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Phenyl-2-butenal is a sweet, beany, and cocoa tasting compound. 2-Phenyl-2-butenal has been detected, but not quantified in, asparagus. This could make 2-phenyl-2-butenal a potential biomarker for the consumption of these foods.
CAS Number4411-89-6
Structure
Thumb
Synonyms
SynonymSource
(2Z)-2-Phenyl-2-butenalHMDB
2-Butenal, 2-phenylHMDB
2-Phenyl-2-buten-1-alHMDB
2-Phenyl-crotonaldehydeHMDB
2-Phenylacetaldehyde, alpha -ethylideneHMDB
2-Phenylbut-2-enalHMDB
2-PhenylbutenalHMDB
2-PhenylcrotonaldehydeHMDB
a-Ethylidene-benzeneacetaldehydeHMDB
a-Ethylidenebenzeneacetaldehyde, 9ciHMDB
alpha -EthylidenbenzeneacetaldehydeHMDB
alpha -Ethylidene benzene acetaldehydeHMDB
alpha -Ethylidene-phenylacetaldehydeHMDB
alpha-Ethylidene-benzeneacetaldehydeHMDB
alpha-EthylidenebenzeneacetaldehydeHMDB
alpha-PhenylcrotonaldehydeHMDB
FEMA 3224HMDB
α-ethylidenbenzeneacetaldehydebiospider
α-ethylidene benzene acetaldehydebiospider
α-ethylidene-phenylacetaldehydebiospider
2-Phenylacetaldehyde, α-ethylidenebiospider
2-phenylbut-2-enalbiospider
a-Ethylidenebenzeneacetaldehyde, 9CIdb_source
Alpha-ethylidenebenzeneacetaldehydebiospider
Alpha-phenylcrotonaldehydebiospider
Benzeneacetaldehyde, a-ethylidene-biospider
Benzeneacetaldehyde, alpha-ethylidene-biospider
Crotonaldehyde, 2-phenyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.35 g/LALOGPS
logP2.74ALOGPS
logP2.43ChemAxon
logS-2.6ALOGPS
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity46.49 m³·mol⁻¹ChemAxon
Polarizability16.13 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H10O
IUPAC name(2E)-2-phenylbut-2-enal
InChI IdentifierInChI=1S/C10H10O/c1-2-9(8-11)10-6-4-3-5-7-10/h2-8H,1H3/b9-2-
InChI KeyDYAOGZLLMZQVHY-MBXJOHMKSA-N
Isomeric SMILESC\C=C(\C=O)C1=CC=CC=C1
Average Molecular Weight146.1858
Monoisotopic Molecular Weight146.073164942
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:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 82.16%; H 6.89%; O 10.94%DFC
Melting PointNot Available
Boiling PointNot Available
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, Positivesplash10-014i-2900000000-0912d35ae2db4c141a84JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-fcacddcba2fa79261f5cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kb-2900000000-2d55ec5f0c3cd9cdaacfJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fvi-9600000000-ba47697cec40b1ee8dd2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-cd79bb539d105536d8cdJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-1900000000-0ee4c3daf24682a7ac9bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9400000000-3c0d3d5838245f22a585JSpectraViewer
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID6429333
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDDFB19-E:DFB19-E
EAFUS ID2997
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1035581
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
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
narcissus
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cortex
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
beany
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
honey
  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.
nutty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
radish
  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