Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:37:13 UTC
Update Date2022-03-07 02:55:18 UTC
HMDB IDHMDB0037376
Secondary Accession Numbers
  • HMDB37376
Metabolite Identification
Common Name1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one
Description1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, 1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one is considered to be a flavonoid. 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one has been detected, but not quantified in, herbs and spices. This could make 1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one a potential biomarker for the consumption of these foods. 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 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-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one.
Structure
Data?1563863020
Synonyms
ValueSource
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one, 9ciHMDB
2',4'-Dihydroxy-6'-methoxy-3',5'-dimethylchalconeHMDB
Dimethyl cardamoninMeSH, HMDB
Chemical FormulaC18H18O4
Average Molecular Weight298.3331
Monoisotopic Molecular Weight298.120509064
IUPAC Name(2E)-1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenylprop-2-en-1-one
Traditional Name(2E)-1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenylprop-2-en-1-one
CAS Registry Number65349-31-7
SMILES
COC1=C(C)C(O)=C(C)C(O)=C1C(=O)\C=C\C1=CC=CC=C1
InChI Identifier
InChI=1S/C18H18O4/c1-11-16(20)12(2)18(22-3)15(17(11)21)14(19)10-9-13-7-5-4-6-8-13/h4-10,20-21H,1-3H3/b10-9+
InChI KeyTZEQDSMFACWASC-MDZDMXLPSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone 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'-Hydroxychalcones
Alternative Parents
Substituents
  • 2'-hydroxychalcone
  • Cinnamylphenol
  • Methoxyphenol
  • Xylenol
  • O-cresol
  • P-cresol
  • Phenol ether
  • Resorcinol
  • M-xylene
  • Xylene
  • Methoxybenzene
  • Benzoyl
  • Anisole
  • Aryl ketone
  • Phenoxy compound
  • Styrene
  • Phenol
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Acryloyl-group
  • Vinylogous acid
  • Enone
  • Alpha,beta-unsaturated ketone
  • Ketone
  • Ether
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • 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 Point125 - 126 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility5.1 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.04 g/LALOGPS
logP3.82ALOGPS
logP4.8ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)8.63ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity87.38 m³·mol⁻¹ChemAxon
Polarizability32.43 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
DeepCCS[M+H]+175.44130932474
DeepCCS[M-H]-173.08330932474
DeepCCS[M-2H]-207.19430932474
DeepCCS[M+Na]+182.78130932474
AllCCS[M+H]+170.132859911
AllCCS[M+H-H2O]+166.532859911
AllCCS[M+NH4]+173.632859911
AllCCS[M+Na]+174.532859911
AllCCS[M-H]-172.332859911
AllCCS[M+Na-2H]-171.932859911
AllCCS[M+HCOO]-171.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-oneCOC1=C(C)C(O)=C(C)C(O)=C1C(=O)\C=C\C1=CC=CC=C14204.5Standard polar33892256
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-oneCOC1=C(C)C(O)=C(C)C(O)=C1C(=O)\C=C\C1=CC=CC=C12678.6Standard non polar33892256
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-oneCOC1=C(C)C(O)=C(C)C(O)=C1C(=O)\C=C\C1=CC=CC=C12689.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one,1TMS,isomer #1COC1=C(C)C(O[Si](C)(C)C)=C(C)C(O)=C1C(=O)/C=C/C1=CC=CC=C12599.8Semi standard non polar33892256
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one,1TMS,isomer #2COC1=C(C)C(O)=C(C)C(O[Si](C)(C)C)=C1C(=O)/C=C/C1=CC=CC=C12625.2Semi standard non polar33892256
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one,2TMS,isomer #1COC1=C(C)C(O[Si](C)(C)C)=C(C)C(O[Si](C)(C)C)=C1C(=O)/C=C/C1=CC=CC=C12673.9Semi standard non polar33892256
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one,1TBDMS,isomer #1COC1=C(C)C(O[Si](C)(C)C(C)(C)C)=C(C)C(O)=C1C(=O)/C=C/C1=CC=CC=C12861.2Semi standard non polar33892256
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one,1TBDMS,isomer #2COC1=C(C)C(O)=C(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)/C=C/C1=CC=CC=C12877.4Semi standard non polar33892256
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one,2TBDMS,isomer #1COC1=C(C)C(O[Si](C)(C)C(C)(C)C)=C(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)/C=C/C1=CC=CC=C13158.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-001j-4790000000-1c2ba307cfcf1e570d012017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one GC-MS (2 TMS) - 70eV, Positivesplash10-00c0-3908800000-4da9bf576feed133a40c2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 10V, Positive-QTOFsplash10-0002-0290000000-455375a21d072cdbeec02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 20V, Positive-QTOFsplash10-000t-1890000000-14a68d80f3a199e4de2e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 40V, Positive-QTOFsplash10-0uy3-2900000000-f2447ae7b3c9329571f02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 10V, Negative-QTOFsplash10-0002-0390000000-0fd5a3d67e9d7acb0f9d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 20V, Negative-QTOFsplash10-0gba-0940000000-fabad1f2981c191927302016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 40V, Negative-QTOFsplash10-0mn9-6910000000-df76f4d5fbc0b980a8542016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 10V, Positive-QTOFsplash10-0002-0590000000-39f000bd1ac7f05adb952021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 20V, Positive-QTOFsplash10-0002-0930000000-1729b4948ae0185e45d32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 40V, Positive-QTOFsplash10-0udj-2920000000-d26695a1cc78644d362e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 10V, Negative-QTOFsplash10-0002-0290000000-4b00b606ed06a085c6d72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 20V, Negative-QTOFsplash10-0frb-0930000000-93c90294a72fdc3858782021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 40V, Negative-QTOFsplash10-0ufr-7950000000-aed6cfc2d638596aa41d2021-09-22Wishart 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 IDFDB016413
KNApSAcK IDC00007044
Chemspider ID8600190
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10424762
PDB IDNot Available
ChEBI ID70658
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1860341
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.. .