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Benzylideneacetone (CHEM003865)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (1)XML
Record Information
Version1.0
Creation Date2014-09-11 05:21:51 UTC
Update Date2016-11-09 01:09:14 UTC
Accession NumberCHEM003865
Identification
Common NameBenzylideneacetone
ClassSmall Molecule
DescriptionBenzylideneacetone is a flavouring ingredient. Benzylideneacetone is present in hydrolysed soy protein Benzylideneacetone belongs to the family of Phenylpropenes. These are compounds containing a phenylpropene moeity, which consists of a propene substituent bound to a phenyl group.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Ester
  • Flavouring Agent
  • Food Toxin
  • Household Toxin
  • Metabolite
  • Organic Compound
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
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
BenzylideneacetoneMeSH
Chemical FormulaC10H10O
Average Molecular Mass146.186 g/mol
Monoisotopic Mass146.073 g/mol
CAS Registry Number122-57-6
IUPAC Name(3E)-4-phenylbut-3-en-2-one
Traditional NameBENZ
SMILESCC(=O)\C=C\C1=CC=CC=C1
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
Chemical Taxonomy
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
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point41.5 °C
Boiling Point260-262°C
SolubilityNot 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
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSsplash10-0udi-2900000000-0a6c0e048f4c5cec78edView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0uea-5900000000-bbca89d5b1a35227985dView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0f7k-4900000000-8295a2d505aa2a9f77ceView in MoNA
GC-MSGC-MS Spectrum - CI-Bsplash10-0002-0900000000-45fb6240b879abb9c969View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0f7k-1900000000-17b33cb5075a9d70e5a1View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0uea-5900000000-bbca89d5b1a35227985dView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0f7k-4900000000-8295a2d505aa2a9f77ceView in MoNA
GC-MSGC-MS Spectrum - CI-Bsplash10-0002-0900000000-45fb6240b879abb9c969View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0f7k-1900000000-17b33cb5075a9d70e5a1View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-014l-4900000000-8cfbb3eac18d8d4bf520View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-00kf-7900000000-8a42abf0dca00c701dfdView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-00kb-0900000000-57afe0bf82d645db42a7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-014j-2900000000-8871dcd67fbc04adb69eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-00kb-0900000000-330a9e992de2080635faView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-00kf-9700000000-c7512426dd9d813a5301View 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
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-9d20cdb0d0c7518d00deView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udl-4900000000-f7306fc6af91979742cdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9600000000-e2d05750493ccde8fcfdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-1900000000-20e762b489daca6180c5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-2900000000-946ac8d3960f9d8f1479View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004l-9200000000-2e1e3fb50e5e85cfbf84View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0f7k-3900000000-8ad3683afcbe5a70c4efView in MoNA
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0031617
FooDB IDFDB008255
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkBenzylideneacetone
Chemspider ID21106584
ChEBI ID78399
PubChem Compound ID637759
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21464604
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=22692228
3. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.