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Showing Compound 5,7-Dihydroxy-3-(3-hydroxy-4-methoxybenzyl)-4-chromanone (FDB016542)

Record Information
Version1.0
Creation date2010-04-08 22:12:30 UTC
Update date2019-11-26 03:13:25 UTC
Primary IDFDB016542
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name5,7-Dihydroxy-3-(3-hydroxy-4-methoxybenzyl)-4-chromanone
Description5,7-Dihydroxy-3-(3-hydroxy-4-methoxybenzyl)-4-chromanone belongs to the class of organic compounds known as homoisoflavanones. These are homoisoflavonoids with a structure based on the chromanone system. Chromanone is a bicyclic compound consisting of a 3,4-dihydro-1-benzopyran, which bears a ketone group at the 4-position. 5,7-Dihydroxy-3-(3-hydroxy-4-methoxybenzyl)-4-chromanone has been detected, but not quantified in, herbs and spices. This could make 5,7-dihydroxy-3-(3-hydroxy-4-methoxybenzyl)-4-chromanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5,7-Dihydroxy-3-(3-hydroxy-4-methoxybenzyl)-4-chromanone.
CAS Number107585-75-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
3'-Hydroxy-3,9-dihydroeucominHMDB
5,7-Dihydroxy-3-(3-hydroxy-4-methoxybenzyl)-4-chromanonedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.075 g/LALOGPS
logP2.67ALOGPS
logP3.01ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)7.92ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area96.22 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity82.74 m³·mol⁻¹ChemAxon
Polarizability31.15 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC17H16O6
IUPAC name5,7-dihydroxy-3-[(3-hydroxy-4-methoxyphenyl)methyl]-3,4-dihydro-2H-1-benzopyran-4-one
InChI IdentifierInChI=1S/C17H16O6/c1-22-14-3-2-9(5-12(14)19)4-10-8-23-15-7-11(18)6-13(20)16(15)17(10)21/h2-3,5-7,10,18-20H,4,8H2,1H3
InChI KeyWIBOONWRYQFYQJ-UHFFFAOYSA-N
Isomeric SMILESCOC1=C(O)C=C(CC2COC3=CC(O)=CC(O)=C3C2=O)C=C1
Average Molecular Weight316.3053
Monoisotopic Molecular Weight316.094688244
Classification
Description Belongs to the class of organic compounds known as homoisoflavanones. These are homoisoflavonoids with a structure based on the chromanone system. Chromanone is a bicyclic compound consisting of a 3,4-dihydro-1-benzopyran, which bears a ketone group at the 4-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassHomoisoflavonoids
Sub ClassHomoisoflavans
Direct ParentHomoisoflavanones
Alternative Parents
Substituents
  • Homoisoflavanone
  • Chromone
  • Methoxyphenol
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Phenoxy compound
  • Anisole
  • Phenol ether
  • Methoxybenzene
  • Aryl alkyl ketone
  • Aryl ketone
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Vinylogous acid
  • Ketone
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 64.55%; H 5.10%; O 30.35%DFC
Melting PointMp 140-142° (136-138°)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D -51 (c, 0.7 in MeOH)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS5,7-Dihydroxy-3-(3-hydroxy-4-methoxybenzyl)-4-chromanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000i-0963000000-2a1edeb0e952652a69c7Spectrum
Predicted GC-MS5,7-Dihydroxy-3-(3-hydroxy-4-methoxybenzyl)-4-chromanone, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-02t9-3690770000-72b6a793545746ece3f7Spectrum
Predicted GC-MS5,7-Dihydroxy-3-(3-hydroxy-4-methoxybenzyl)-4-chromanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0529000000-87ceb5329045b17d4eb3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uxr-0922000000-eb96fe3c02f7711318e9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udr-2900000000-3f656bc4c9d7f1d5c32eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0219000000-89b2d608155560735295Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0779000000-552904ca86e6820c16ffSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-1950000000-3737a5d2a6cb2056648eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0009000000-7195ac3ed96f1c08ffd1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0904000000-d21483a82a4cebbfd49dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gdl-1920000000-d425754d77f73bf0e1cbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0009000000-a5811c0f9e3fc0f9d174Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-016r-0449000000-8e63a594e26468dd5083Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-1943000000-2731db78ee0274f677cfSpectrum
NMRNot Available
ChemSpider ID358308
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID404571
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB37477
CRC / DFC (Dictionary of Food Compounds) IDGMW89-E:KRM61-T
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference