You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:44:23 UTC
Update Date2019-01-11 19:43:00 UTC
HMDB IDHMDB0031617
Secondary Accession Numbers
  • HMDB31617
Metabolite Identification
Common NameBenzylideneacetone
DescriptionBenzylideneacetone is a flavouring ingredient. Benzylideneacetone is present in hydrolysed soy protei
Structure
Data?1547235780
Synonyms
ValueSource
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
Chemical FormulaC10H10O
Average Molecular Weight146.1858
Monoisotopic Molecular Weight146.073164942
IUPAC Name(3E)-4-phenylbut-3-en-2-one
Traditional NameBENZ
CAS Registry Number122-57-6
SMILES
CC(=O)\C=C\C1=CC=CC=C1
InChI Identifier
InChI=1S/C10H10O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-8H,1H3/b8-7+
InChI KeyBWHOZHOGCMHOBV-BQYQJAHWSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as cinnamic acids and derivatives. These are organic aromatic compounds containing a benzene and a carboxylic acid group (or a derivative thereof) forming 3-phenylprop-2-enoic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassNot Available
Direct ParentCinnamic acids and derivatives
Alternative Parents
Substituents
  • Cinnamic acid or derivatives
  • Styrene
  • Benzenoid
  • Monocyclic benzene moiety
  • Alpha,beta-unsaturated ketone
  • Enone
  • Acryloyl-group
  • Ketone
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point41.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP2.07Not Available
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
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0uea-5900000000-bbca89d5b1a35227985dJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0f7k-4900000000-8295a2d505aa2a9f77ceJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0002-0900000000-45fb6240b879abb9c969JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0f7k-1900000000-17b33cb5075a9d70e5a1JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0uea-5900000000-bbca89d5b1a35227985dJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0f7k-4900000000-8295a2d505aa2a9f77ceJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0002-0900000000-45fb6240b879abb9c969JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0f7k-1900000000-17b33cb5075a9d70e5a1JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-2900000000-0a6c0e048f4c5cec78edJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-0900000000-32d2310b9569d7ac30dbJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004j-1900000000-b58c6c127d639e6aa204JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ufr-8900000000-58ccfbfee6cc23a541d3JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-18c68bb8112d08b92874JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-911f938940970d326261JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-3900000000-d7fb58553b3833c9ac67JSpectraViewer | MoNA
MSMass Spectrum (Electron Ionization)splash10-0f7k-3900000000-8ad3683afcbe5a70c4efJSpectraViewer | MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008255
KNApSAcK IDNot Available
Chemspider ID21106584
KEGG Compound IDNot Available
BioCyc IDCPD-16997
BiGG IDNot Available
Wikipedia LinkBenzylideneacetone
METLIN IDNot Available
PubChem Compound637759
PDB IDNot Available
ChEBI ID78399
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.. .