Chalcone (CHEM035489)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 05:48:42 UTC
Update Date2026-04-17 17:57:54 UTC
Accession NumberCHEM035489
Identification
Common NameChalcone
ClassSmall Molecule
DescriptionThe trans-isomer of chalcone.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(2E)-1,3-Diphenyl-2-propen-1-oneChEBI
(e)-1,3-Diphenyl-2-propen-1-oneChEBI
(e)-BenzylideneacetophenoneChEBI
(e)-ChalconeChEBI
1,3-Diphenyl-2-propen-1-oneChEBI
BenzylideneacetophenoneChEBI
Phenyl (e)--2-phenylethenyl ketoneChEBI
Phenyl trans-styryl ketoneChEBI
trans-BenzalacetophenoneChEBI
trans-BenzylideneacetophenoneChEBI
1, 3-Diphenyl-1-propen-3-oneHMDB
1,3-Diphenyl-2-propenoneHMDB
1,3-DiphenylpropenoneHMDB
1-Benzoyl-1-phenyletheneHMDB
1-Benzoyl-2-phenyletheneHMDB
1-Benzoyl-2-phenylethyleneHMDB
1-Phenyl-2-benzoylethyleneHMDB
2-BenzalacetophenoneHMDB
2-BenzylideneacetophenoneHMDB
3-Phenyl-acrylophenoneHMDB
3-PhenylacrylophenoneHMDB
a-BenzylideneacetophenoneHMDB
alpha-BenzylideneacetophenoneHMDB
b-BenzoylstyreneHMDB
b-PhenylacrylophenoneHMDB
BenzalacetophenoneHMDB, MeSH
BenzylidenecetophenoneHMDB
beta-BenzoylstyreneHMDB
beta-PhenylacrylophenoneHMDB
Chalcone (acd/name 4.0)HMDB
ChalkoneHMDB, MeSH
CinnamophenoneHMDB
Phenyl 2-phenylvinyl ketoneHMDB
Phenyl styryl ketoneHMDB
Styryl phenyl ketoneHMDB
1,3 Diphenyl 2 propen 1 oneMeSH, HMDB
ChalconeMeSH
Chemical FormulaC15H12O
Average Molecular Mass208.255 g/mol
Monoisotopic Mass208.089 g/mol
CAS Registry Number94-41-7
IUPAC Name(2E)-1,3-diphenylprop-2-en-1-one
Traditional Nametrans-chalcone
SMILESO=C(\C=C\C1=CC=CC=C1)C1=CC=CC=C1
InChI IdentifierInChI=1S/C15H12O/c16-15(14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-12H/b12-11+
InChI KeyDQFBYFPFKXHELB-VAWYXSNFSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as retrochalcones. These are a form of normal chalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassLinear 1,3-diarylpropanoids
Sub ClassChalcones and dihydrochalcones
Direct ParentRetrochalcones
Alternative Parents
Substituents
  • Retrochalcone
  • Aryl ketone
  • Styrene
  • Benzoyl
  • Benzenoid
  • Monocyclic benzene moiety
  • Alpha,beta-unsaturated ketone
  • Enone
  • Acryloyl-group
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0062 g/LALOGPS
logP3.63ALOGPS
logP3.89ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)16.91ChemAxon
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity66.88 m³·mol⁻¹ChemAxon
Polarizability23.72 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 MEOX)splash10-0kdi-8970000000-e9d06e2f2c7c54d30af4Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 MEOX)splash10-056r-8970000000-b92152ec5263740742f5Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-056r-7970000000-a1b8a54f7d67050943eeSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-5890000000-645c9135637f00e29e82Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-3590000000-6ea95e5868f03e7f35a2Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0kdi-8970000000-e9d06e2f2c7c54d30af4Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-056r-8970000000-b92152ec5263740742f5Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-056r-7970000000-a1b8a54f7d67050943eeSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-1920000000-2b429c8f539b9f5b1440Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0a4i-0190000000-47d4fc561712a9ed0701Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0udi-0900000000-08d7ed15330077a018abSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-004i-9200000000-355ff6a756011feca044Spectrum
LC-MS/MSLC-MS/MS Spectrum - EI-B (JEOL JMS-D-3000) , Positivesplash10-0a4i-5890000000-0318c8da1ae89104b79dSpectrum
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positivesplash10-0a4i-3590000000-89feb8e1d3fb37ac3c54Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positivesplash10-0kai-1920000000-d52b48e8f3d60aa65927Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0uka-3930000000-ffa76ca3cbb07e0bf832Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0kai-1920000000-d52b48e8f3d60aa65927Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0udi-3900000000-5fb804540f4b41916f0fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0udi-1900000000-671c9baa28b3d75213f2Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0a59-0970000000-c3af16631498daa4e744Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0190000000-a403ba02ae79994b5e46Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0a59-0970000000-8f46ddaaa1f5e7c63dbfSpectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0a4i-0190000000-3a33b42ab0e322dadfcdSpectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-0udi-1900000000-085214f488f9862c99fdSpectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0a59-0970000000-02a4860e78115302e927Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-0ufr-4910000000-93ddc77e35b5c8408eb2Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-0udi-2910000000-d6f4902ce9b3d6fd2fe8Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0udi-1900000000-6e52bb319087e6f38b5bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0290000000-6a240c4dc86549c5b6b2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0940000000-0158cdbb6c513255d642Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-4900000000-b035f10818fdd63572bdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0190000000-f2dbf3782664618f2b30Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0390000000-0f0f84985a536e6e3649Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0zi0-2910000000-7c5af61c772ec555bbf9Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0003066
FooDB IDFDB023102
Phenol Explorer IDNot Available
KNApSAcK IDC00053160
BiGG IDNot Available
BioCyc IDNot Available
METLIN ID3342
PDB IDNot Available
Wikipedia LinkChalcone
Chemspider ID553346
ChEBI ID48965
PubChem Compound ID637760
Kegg Compound IDC15589
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=20857221
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=22428920
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=24044691
4. Bi, Xian-shu; Zhou, Ning-huai. Research for the synthesis of chalcone by microwave irradiation using KF/Al2O3 catalyst. Guangxi Shifan Daxue Xuebao, Ziran Kexueban (2000), 18(1), 60-62.
5. Hawkins DR, Chasseaud LF, Weston KT: Aspects of the metabolism of the peripheral vasodilator mecinarone (14C-6809 MD) in rat, dog and man. Eur J Drug Metab Pharmacokinet. 1980;5(3):145-52.