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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:50:38 UTC
Update Date2022-09-22 18:34:24 UTC
HMDB IDHMDB0032585
Secondary Accession Numbers
  • HMDB32585
Metabolite Identification
Common Name4'-Methoxychalcone
Description4'-Methoxychalcone 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. Thus, 4'-methoxychalcone is considered to be a flavonoid. 4'-Methoxychalcone has been detected, but not quantified in, citrus and lemons (Citrus limon). This could make 4'-methoxychalcone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4'-Methoxychalcone.
Structure
Data?1563862279
Synonyms
ValueSource
4'-Methoxychalcone, (e)-isomerMeSH
4'-Methoxychalcone, (Z)-isomerMeSH
4,4'-Dimethoxy-benzophenoneHMDB
4,4'-DimethoxybenzophenoneHMDB
Bis(4-methoxyphenyl)-methanoneHMDB
Bis(4-methoxyphenyl)methanoneHMDB
Bis(P-methoxy)benzophenoneHMDB
P,P'-dimethoxybenzophenoneHMDB
4'-MethoxychalconeMeSH
Chemical FormulaC16H14O2
Average Molecular Weight238.2812
Monoisotopic Molecular Weight238.099379692
IUPAC Name(2E)-1-(4-methoxyphenyl)-3-phenylprop-2-en-1-one
Traditional Name(2E)-1-(4-methoxyphenyl)-3-phenylprop-2-en-1-one
CAS Registry Number22966-19-4
SMILES
COC1=CC=C(C=C1)C(=O)\C=C\C1=CC=CC=C1
InChI Identifier
InChI=1S/C16H14O2/c1-18-15-10-8-14(9-11-15)16(17)12-7-13-5-3-2-4-6-13/h2-12H,1H3/b12-7+
InChI KeyKJHHAPASNNVTSN-KPKJPENVSA-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
  • Anisole
  • Benzoyl
  • Phenol ether
  • Styrene
  • Phenoxy compound
  • Aryl ketone
  • Methoxybenzene
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Acryloyl-group
  • Alpha,beta-unsaturated ketone
  • Enone
  • Ketone
  • Ether
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point107 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0045 g/LALOGPS
logP3.53ALOGPS
logP3.73ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)17.09ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity73.34 m³·mol⁻¹ChemAxon
Polarizability26.87 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+159.04330932474
DeepCCS[M-H]-156.68530932474
DeepCCS[M-2H]-189.62230932474
DeepCCS[M+Na]+165.13630932474
AllCCS[M+H]+155.132859911
AllCCS[M+H-H2O]+150.932859911
AllCCS[M+NH4]+159.032859911
AllCCS[M+Na]+160.132859911
AllCCS[M-H]-157.632859911
AllCCS[M+Na-2H]-157.232859911
AllCCS[M+HCOO]-157.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4'-MethoxychalconeCOC1=CC=C(C=C1)C(=O)\C=C\C1=CC=CC=C13367.6Standard polar33892256
4'-MethoxychalconeCOC1=CC=C(C=C1)C(=O)\C=C\C1=CC=CC=C12230.4Standard non polar33892256
4'-MethoxychalconeCOC1=CC=C(C=C1)C(=O)\C=C\C1=CC=CC=C12312.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 4'-Methoxychalcone EI-B (Non-derivatized)splash10-002r-9640000000-b17626c6d451f2b04fe72017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 4'-Methoxychalcone EI-B (Non-derivatized)splash10-002r-9640000000-b17626c6d451f2b04fe72018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4'-Methoxychalcone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0079-2950000000-987d7071e64f3e1a3bbe2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4'-Methoxychalcone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4'-Methoxychalcone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 4'-Methoxychalcone Linear Ion Trap , positive-QTOFsplash10-001i-0910000000-b485b42ac84df1da2e442017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4'-Methoxychalcone Linear Ion Trap , positive-QTOFsplash10-001i-0910000000-e6442945ab0f7551920d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4'-Methoxychalcone Linear Ion Trap , positive-QTOFsplash10-0002-0980000000-26219fb72cbfd5a1afce2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4'-Methoxychalcone Linear Ion Trap , positive-QTOFsplash10-0f6t-0590000000-9d38912409da6f7eb6772017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4'-Methoxychalcone , positive-QTOFsplash10-0uei-0910000000-8a69b0bbe481cb2f2bc32017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4'-Methoxychalcone 40V, Positive-QTOFsplash10-0ufr-5900000000-12896a2208a35f886b992021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4'-Methoxychalcone 10V, Positive-QTOFsplash10-000i-0490000000-4358c70f1077d801210c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4'-Methoxychalcone 20V, Positive-QTOFsplash10-001i-0900000000-4a1b4560b37a7cc007602021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4'-Methoxychalcone 10V, Positive-QTOFsplash10-000i-0190000000-9592b245f93e599f12152016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4'-Methoxychalcone 20V, Positive-QTOFsplash10-000i-0690000000-c1134ee02ffa5e34dc9b2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4'-Methoxychalcone 40V, Positive-QTOFsplash10-0udi-4910000000-be1454b4a3e9f050439c2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4'-Methoxychalcone 10V, Negative-QTOFsplash10-000i-0190000000-59d0a8e99a31c5f8246c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4'-Methoxychalcone 20V, Negative-QTOFsplash10-000i-0290000000-83c7de9c49f25c91362c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4'-Methoxychalcone 40V, Negative-QTOFsplash10-06fu-3940000000-86b13412038f17572d172016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4'-Methoxychalcone 10V, Negative-QTOFsplash10-000i-0090000000-30ddf8ecf789a807bf982021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4'-Methoxychalcone 20V, Negative-QTOFsplash10-052r-0390000000-5f21a8b80e5f303c32a32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4'-Methoxychalcone 40V, Negative-QTOFsplash10-0ffx-3920000000-c8f5124cf637916058902021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4'-Methoxychalcone 10V, Positive-QTOFsplash10-000i-0190000000-7fe672eb0d9b39f4438e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4'-Methoxychalcone 20V, Positive-QTOFsplash10-0f89-0910000000-c077fdf93119d7b337da2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4'-Methoxychalcone 40V, Positive-QTOFsplash10-0k9i-3900000000-9dc0f1f3fb37a1b19b482021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB010522
KNApSAcK IDC00006917
Chemspider ID557050
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound641818
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .