2',6'-Dihydroxy-4'-methoxydihydrochalcone (CHEM028482)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 00:29:28 UTC
Update Date2016-11-09 01:18:42 UTC
Accession NumberCHEM028482
Identification
Common Name2',6'-Dihydroxy-4'-methoxydihydrochalcone
ClassSmall Molecule
DescriptionA member of the class of dihydrochalcones that is dihydrochalcone substituted by hydroxy groups at positions 2' and 6' and a methoxy group at position 4' respectively.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
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 Mass272.296 g/mol
Monoisotopic Mass272.105 g/mol
CAS Registry Number35241-55-5
IUPAC Name1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-one
Traditional Name1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-one
SMILESCOC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1
InChI IdentifierInChI=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
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 Solubility0.051 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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-4910000000-e10caa9a151bc91341e0Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0h2f-9825500000-da88807b8b98719e97a3Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0006-9820000000-9ab464b643c5821865f8Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-006t-0900000000-7d7e1dcace721721bb53Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-00dj-6910000000-d30ff7e823a5bfe2153bSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0uk9-0790000000-a2f35e8b5e5852b3f2a9Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0ab9-1940000000-0dc5ba852028e646eb9bSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-052f-7900000000-2f718dce3d61de7871d6Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-a1ee3daa3aff12c7c455Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-3d1ed0ff2883bb192f95Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0290000000-bd885b2583e679715559Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-1930000000-ac9d722fffc641d114bfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00mx-3900000000-ae33007ef045dde90340Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0290000000-b4e54af838df912bf875Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0079-1940000000-cf78c4a8dd42b96a09bbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052v-3910000000-99911518628febe18ddcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0190000000-34079f777f46de641e64Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0uk9-2960000000-c2e370b06075be7e65b3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004l-9710000000-2dac98b0e77d20af3228Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-1590000000-6455a5a9e49e0810c02cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0aou-3900000000-daecca1ae04bf472ebd6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-5900000000-b16942b682d35d8d580aSpectrum
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 IDHMDB0034435
FooDB IDFDB012836
Phenol Explorer IDNot Available
KNApSAcK IDC00007929
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID148386
ChEBI ID28523
PubChem Compound ID169676
Kegg Compound IDC09644
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=17397884
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=21680165
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=22516933
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=8158163
5. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.