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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:47:25 UTC
Update Date2023-02-21 17:21:31 UTC
HMDB IDHMDB0032041
Secondary Accession Numbers
  • HMDB32041
Metabolite Identification
Common Name1,3-Diphenyl-1-propanone
Description1,3-Diphenyl-1-propanone, also known as benzyl acetophenone or hydrochalcone, belongs to the class of organic compounds known as retro-dihydrochalcones. These are a form of normal dihydrochalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions. Thus, 1,3-diphenyl-1-propanone is considered to be a flavonoid. 1,3-Diphenyl-1-propanone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 1,3-Diphenyl-1-propanone.
Structure
Data?1677000091
Synonyms
ValueSource
1,3-Diphenyl-1-oxopropaneChEBI
Benzyl acetophenoneChEBI
beta-PhenylpropiophenoneChEBI
HydrochalconeChEBI
HydrocinnamophenoneChEBI
b-PhenylpropiophenoneGenerator
Β-phenylpropiophenoneGenerator
.omega.-benzyl acetophenoneHMDB
1, 3-Diphenyl-3-propanoneHMDB
1,3-Diphenyl-3-propanoneHMDB
2',4-Dihydroxy-alpha,beta-dihydrochalconeHMDB
2-Phenethyl phenyl ketoneHMDB
3-Phenyl-propiophenoneHMDB
3-PhenylpropiophenoneHMDB
BenzylacetophenoneHMDB
DihydrochalconeHMDB
Laquo omegaraquo -benzyl acetophenoneHMDB
Omega-benzyl acetophenoneHMDB
Phenethyl phenyl ketoneHMDB
Phenyl phenethyl ketoneHMDB
W-BenzylacetophenoneHMDB
Chemical FormulaC15H14O
Average Molecular Weight210.2711
Monoisotopic Molecular Weight210.10446507
IUPAC Name1,3-diphenylpropan-1-one
Traditional Namedihydrochalcone
CAS Registry Number1083-30-3
SMILES
O=C(CCC1=CC=CC=C1)C1=CC=CC=C1
InChI Identifier
InChI=1S/C15H14O/c16-15(14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-10H,11-12H2
InChI KeyQGGZBXOADPVUPN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as retro-dihydrochalcones. These are a form of normal dihydrochalcones 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 ParentRetro-dihydrochalcones
Alternative Parents
Substituents
  • Retro-dihydrochalcone
  • Alkyl-phenylketone
  • Butyrophenone
  • Phenylketone
  • Aryl alkyl ketone
  • Aryl ketone
  • Benzoyl
  • Benzenoid
  • Monocyclic benzene moiety
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen 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 Point72 - 73 °CNot Available
Boiling Point352.70 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility19.09 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.830 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0078 g/LALOGPS
logP3.43ALOGPS
logP3.81ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)16.81ChemAxon
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity65.78 m³·mol⁻¹ChemAxon
Polarizability24.14 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
DarkChem[M+H]+148.14231661259
DarkChem[M-H]-149.03431661259
DeepCCS[M+H]+147.82830932474
DeepCCS[M-H]-145.43330932474
DeepCCS[M-2H]-179.10130932474
DeepCCS[M+Na]+153.95730932474
AllCCS[M+H]+148.132859911
AllCCS[M+H-H2O]+143.832859911
AllCCS[M+NH4]+152.232859911
AllCCS[M+Na]+153.432859911
AllCCS[M-H]-151.232859911
AllCCS[M+Na-2H]-151.132859911
AllCCS[M+HCOO]-151.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1,3-Diphenyl-1-propanoneO=C(CCC1=CC=CC=C1)C1=CC=CC=C12683.2Standard polar33892256
1,3-Diphenyl-1-propanoneO=C(CCC1=CC=CC=C1)C1=CC=CC=C11858.2Standard non polar33892256
1,3-Diphenyl-1-propanoneO=C(CCC1=CC=CC=C1)C1=CC=CC=C11831.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 1,3-Diphenyl-1-propanone EI-B (Non-derivatized)splash10-0a4i-7930000000-932c5f7279d2b77036862017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,3-Diphenyl-1-propanone EI-B (Non-derivatized)splash10-0a4i-7930000000-932c5f7279d2b77036862018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,3-Diphenyl-1-propanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-7910000000-2ff89178c9c3eb7d87852017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,3-Diphenyl-1-propanone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,3-Diphenyl-1-propanone 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 - 1,3-Diphenyl-1-propanone ESI-ITFT , positive-QTOFsplash10-03dl-8290000000-33e71a1f5cb5353bc2ad2017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 10V, Positive-QTOFsplash10-03di-0490000000-b1705fdcb19173392fd12016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 20V, Positive-QTOFsplash10-0a4i-1910000000-d5f2c52fb0565d8415df2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 40V, Positive-QTOFsplash10-0a4i-6900000000-88525d8ae195c0651d6d2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 10V, Negative-QTOFsplash10-0a4i-0190000000-5b057d0f9decb3eb21d62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 20V, Negative-QTOFsplash10-0a4i-0590000000-04d994e93740b2c50cfb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 40V, Negative-QTOFsplash10-0lfr-3900000000-757f5d7541e8ee5a86f72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 10V, Positive-QTOFsplash10-03di-2190000000-484043668f0e80cf605b2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 20V, Positive-QTOFsplash10-06r6-8940000000-f68242d0454815ca62b52021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 40V, Positive-QTOFsplash10-0a4i-5900000000-069075e13cc0d28a37ab2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 10V, Negative-QTOFsplash10-0a4i-0090000000-6eca0663b2d1b5b3602c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 20V, Negative-QTOFsplash10-0a4i-0190000000-2eb5534da0da9715f1ef2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 40V, Negative-QTOFsplash10-004i-3910000000-d2997154644a0445440d2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane
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
FooDB IDFDB008744
KNApSAcK IDC00007921
Chemspider ID58334
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkDihydrochalcone
METLIN IDNot Available
PubChem Compound64802
PDB IDNot Available
ChEBI ID71231
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1414641
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.. .