Record Information
Version1.0
Creation date2010-04-08 22:07:59 UTC
Update date2018-05-28 18:54:32 UTC
Primary IDFDB008255
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameBenzylideneacetone
DescriptionFlavouring ingredient. Present in hydrolysed soy protein
CAS Number122-57-6
Structure
Thumb
Synonyms
SynonymSource
Methyl trans-styryl ketoneChEBI
trans-4-Phenyl-3-butene-2-oneChEBI
trans-BenzalacetoneChEBI
(3E)-4-Phenyl-3-buten-2-oneHMDB
(3E)-4-Phenylbut-3-en-2-oneHMDB
(e)-4-Phenyl-3-buten-2-oneHMDB
1-Buten-3-one-1-phenylHMDB
2-Phenylvinyl methyl ketoneHMDB
3-BUTEN,2-one,4-phenyl (trans) benzalacetoneHMDB
4-Phenyl-(e)-3-buten-2-oneHMDB
4-Phenyl-3-buten-2-oneHMDB
4-Phenyl-3-butene-2-oneHMDB
4-Phenylbut-3-en-2-oneHMDB
4-PhenylbutenoneHMDB
AcetocinnamoneHMDB
BenzalacetonHMDB
BenzalacetoneHMDB
Benzilidene acetoneHMDB
BenzilideneacetoneHMDB
Benzylidene acetoneHMDB
Benzylideneacetone, (e)-isomerHMDB
Benzylideneacetone, (Z)-isomerHMDB
FEMA 2881HMDB
Ghl.PD_Mitscher_leg0.147HMDB
Ketone, methyl styrylHMDB
Methyl 2-phenylvinyl ketoneHMDB
Methyl beta -styryl ketoneHMDB
Methyl beta-styryl ketoneHMDB
Methyl styryl acetoneHMDB
Methyl styryl ketoneHMDB
STYRYL methyl ketoneHMDB
T-PboHMDB
TPBOHMDB
trans-4-Phenyl-3-buten-2-oneHMDB
trans-4-Phenylbut-3-en-2-oneHMDB
trans-BenzylidenacetoneHMDB
trans-BenzylideneacetoneHMDB
BenzylideneacetoneMeSH
(3E)-4-phenylbut-3-en-2-onebiospider
(E)-4-Phenyl-3-buten-2-onebiospider
3-Buten-2-one, 4-phenyl-biospider
3-Buten-2-one, 4-phenyl-, (E)-biospider
3-BUTEN,2-ONE,4-PHENYL (TRANS) BENZALACETONEbiospider
Benzalaceton (german)biospider
Benzylideneacetone, (z)-isomerbiospider
ghl.PD_Mitscher_leg0.147biospider
Ketone, methyl STYRYLbiospider
Methyl β-STYRYL ketonebiospider
Methyl beta-STYRYL ketonebiospider
Methyl STYRYL acetonebiospider
Methyl trans-STYRYL ketonebiospider
T-pbobiospider
Trans-benzalacetonebiospider
Trans-benzylidenacetonebiospider
Trans-benzylideneacetonebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.29 g/LALOGPS
logP2.23ALOGPS
logP2.47ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)19.68ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity46.61 m³·mol⁻¹ChemAxon
Polarizability16.59 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H10O
IUPAC name(3E)-4-phenylbut-3-en-2-one
InChI IdentifierInChI=1S/C10H10O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-8H,1H3/b8-7+
InChI KeyBWHOZHOGCMHOBV-BQYQJAHWSA-N
Isomeric SMILESCC(=O)\C=C\C1=CC=CC=C1
Average Molecular Weight146.1858
Monoisotopic Molecular Weight146.073164942
Classification
Description belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassStyrenes
Direct ParentStyrenes
Alternative Parents
Substituents
  • Styrene
  • Alpha,beta-unsaturated ketone
  • Enone
  • Acryloyl-group
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

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 Point41.5 oC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logP2.07HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0uea-5900000000-bbca89d5b1a35227985dView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0f7k-4900000000-8295a2d505aa2a9f77ceView in MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0002-0900000000-45fb6240b879abb9c969View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0f7k-1900000000-17b33cb5075a9d70e5a1View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0uea-5900000000-bbca89d5b1a35227985dView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0f7k-4900000000-8295a2d505aa2a9f77ceView in MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0002-0900000000-45fb6240b879abb9c969View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0f7k-1900000000-17b33cb5075a9d70e5a1View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-2900000000-0a6c0e048f4c5cec78edView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-0900000000-32d2310b9569d7ac30dbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004j-1900000000-b58c6c127d639e6aa204View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ufr-8900000000-58ccfbfee6cc23a541d3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-18c68bb8112d08b92874View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-911f938940970d326261View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-3900000000-d7fb58553b3833c9ac67View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0f7k-3900000000-8ad3683afcbe5a70c4efView in MoNA
ChemSpider ID21106584
ChEMBL IDCHEMBL73639
KEGG Compound IDNot Available
Pubchem Compound ID637759
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31617
CRC / DFC (Dictionary of Food Compounds) IDDDZ80-S:DDZ80-S
EAFUS ID2999
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1019511
SuperScent ID637759
Wikipedia ID4-Phenyl-3-buten-2-one
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
butter
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
creamy
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
anise
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
balsam
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cinnamon
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
vanilla
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
cherry
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
jam
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
almond
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spice
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rhubarb
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral
  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