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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 19:16:51 UTC
Update Date2022-09-22 18:34:25 UTC
HMDB IDHMDB0034435
Secondary Accession Numbers
  • HMDB34435
Metabolite Identification
Common Name1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone
Description1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone, also known as 2',6'-dihydroxy-4'-methoxydihydro-chalcone, belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, 1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone is considered to be a flavonoid. Based on a literature review a small amount of articles have been published on 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone.
Structure
Data?1563862563
Synonyms
ValueSource
2',6'-Dihydroxy-4'-methoxydihydro-chalconeMeSH
2',6'-Dihydroxy-4'-methoxydihydrochalconeMeSH
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-oneHMDB
2',6'-Dihydroxy-4'-methoxy-b-phenylpropiophenoneHMDB
2',6'-Dihydroxy-4'-methoxydihydrochaloneHMDB
Chemical FormulaC16H16O4
Average Molecular Weight272.2958
Monoisotopic Molecular Weight272.104859
IUPAC Name1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-one
Traditional Name1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-one
CAS Registry Number35241-55-5
SMILES
COC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1
InChI Identifier
InChI=1S/C16H16O4/c1-20-12-9-14(18)16(15(19)10-12)13(17)8-7-11-5-3-2-4-6-11/h2-6,9-10,18-19H,7-8H2,1H3
InChI KeyMDMCODCJMHTFIZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassLinear 1,3-diarylpropanoids
Sub ClassChalcones and dihydrochalcones
Direct Parent2'-Hydroxy-dihydrochalcones
Alternative Parents
Substituents
  • 2'-hydroxy-dihydrochalcone
  • Cinnamylphenol
  • Alkyl-phenylketone
  • Butyrophenone
  • Methoxyphenol
  • Phenylketone
  • Anisole
  • Benzoyl
  • Phenoxy compound
  • Phenol ether
  • Resorcinol
  • Aryl ketone
  • Aryl alkyl ketone
  • Methoxybenzene
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Vinylogous acid
  • Ketone
  • Ether
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point174 - 175 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.051 g/LALOGPS
logP3.28ALOGPS
logP4.34ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)9.88ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity76.21 m³·mol⁻¹ChemAxon
Polarizability28.91 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+163.95131661259
DarkChem[M-H]-166.40431661259
DeepCCS[M+H]+167.20530932474
DeepCCS[M-H]-164.84730932474
DeepCCS[M-2H]-197.73330932474
DeepCCS[M+Na]+173.29930932474
AllCCS[M+H]+164.532859911
AllCCS[M+H-H2O]+160.732859911
AllCCS[M+NH4]+168.032859911
AllCCS[M+Na]+169.132859911
AllCCS[M-H]-166.132859911
AllCCS[M+Na-2H]-165.932859911
AllCCS[M+HCOO]-165.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanoneCOC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O)=C13316.9Standard polar33892256
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanoneCOC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O)=C12247.1Standard non polar33892256
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanoneCOC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O)=C12394.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone,1TMS,isomer #1COC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O[Si](C)(C)C)=C12327.6Semi standard non polar33892256
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone,2TMS,isomer #1COC1=CC(O[Si](C)(C)C)=C(C(=O)CCC2=CC=CC=C2)C(O[Si](C)(C)C)=C12395.7Semi standard non polar33892256
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone,1TBDMS,isomer #1COC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O[Si](C)(C)C(C)(C)C)=C12586.1Semi standard non polar33892256
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone,2TBDMS,isomer #1COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)CCC2=CC=CC=C2)C(O[Si](C)(C)C(C)(C)C)=C12851.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-4910000000-e10caa9a151bc91341e02017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone GC-MS (2 TMS) - 70eV, Positivesplash10-0h2f-9825500000-da88807b8b98719e97a32017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-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-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone , positive-QTOFsplash10-0006-9820000000-9ab464b643c5821865f82017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone , positive-QTOFsplash10-006t-0900000000-7d7e1dcace721721bb532017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 40V, Negative-QTOFsplash10-00dj-6910000000-d30ff7e823a5bfe2153b2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 20V, Negative-QTOFsplash10-0uk9-0790000000-a2f35e8b5e5852b3f2a92021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 10V, Positive-QTOFsplash10-0ab9-1940000000-0dc5ba852028e646eb9b2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 20V, Positive-QTOFsplash10-052f-7900000000-2f718dce3d61de7871d62021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 10V, Negative-QTOFsplash10-00di-0090000000-a1ee3daa3aff12c7c4552021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 40V, Positive-QTOFsplash10-0006-9100000000-3d1ed0ff2883bb192f952021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 10V, Positive-QTOFsplash10-00di-0290000000-bd885b2583e6797155592016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 20V, Positive-QTOFsplash10-014i-1930000000-ac9d722fffc641d114bf2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 40V, Positive-QTOFsplash10-00mx-3900000000-ae33007ef045dde903402016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 10V, Negative-QTOFsplash10-00di-0290000000-b4e54af838df912bf8752016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 20V, Negative-QTOFsplash10-0079-1940000000-cf78c4a8dd42b96a09bb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 40V, Negative-QTOFsplash10-052v-3910000000-99911518628febe18ddc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 10V, Negative-QTOFsplash10-00di-0190000000-34079f777f46de641e642021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 20V, Negative-QTOFsplash10-0uk9-2960000000-c2e370b06075be7e65b32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 40V, Negative-QTOFsplash10-004l-9710000000-2dac98b0e77d20af32282021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 10V, Positive-QTOFsplash10-00di-1590000000-6455a5a9e49e0810c02c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 20V, Positive-QTOFsplash10-0aou-3900000000-daecca1ae04bf472ebd62021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 40V, Positive-QTOFsplash10-0a4l-5900000000-b16942b682d35d8d580a2021-09-25Wishart 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 IDFDB012836
KNApSAcK IDC00007929
Chemspider ID148386
KEGG Compound IDC09644
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound169676
PDB IDNot Available
ChEBI ID28523
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.. .