Record Information
Version1.0
Creation date2010-04-08 22:12:42 UTC
Update date2019-11-26 03:13:54 UTC
Primary IDFDB016888
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4',7-Dihydroxy-2',5-dimethoxyisoflavanone
Description4',7-Dihydroxy-2',5-dimethoxyisoflavanone belongs to the class of organic compounds known as 5-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C5 atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. Thus, 4',7-dihydroxy-2',5-dimethoxyisoflavanone is considered to be a flavonoid. 4',7-Dihydroxy-2',5-dimethoxyisoflavanone has been detected, but not quantified in, pulses and scarlet beans (Phaseolus coccineus). This could make 4',7-dihydroxy-2',5-dimethoxyisoflavanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4',7-Dihydroxy-2',5-dimethoxyisoflavanone.
CAS Number99965-02-3
Structure
Thumb
Synonyms
SynonymSource
7,4'-Dihydroxy-5,2'-dimethoxyisoflavanoneHMDB
4',7-Dihydroxy-2',5-dimethoxyisoflavanonedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.074 g/LALOGPS
logP2.78ALOGPS
logP2.07ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)7.83ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area85.22 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity82.62 m³·mol⁻¹ChemAxon
Polarizability31.41 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC17H16O6
IUPAC name7-hydroxy-3-(4-hydroxy-2-methoxyphenyl)-5-methoxy-3,4-dihydro-2H-1-benzopyran-4-one
InChI IdentifierInChI=1S/C17H16O6/c1-21-13-5-9(18)3-4-11(13)12-8-23-15-7-10(19)6-14(22-2)16(15)17(12)20/h3-7,12,18-19H,8H2,1-2H3
InChI KeyVXWBAOPTFLXYTN-UHFFFAOYSA-N
Isomeric SMILESCOC1=C(C=CC(O)=C1)C1COC2=CC(O)=CC(OC)=C2C1=O
Average Molecular Weight316.3053
Monoisotopic Molecular Weight316.094688244
Classification
Description Belongs to the class of organic compounds known as 5-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C5 atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassO-methylated isoflavonoids
Direct Parent5-O-methylated isoflavonoids
Alternative Parents
Substituents
  • 2p-methoxyisoflavonoid-skeleton
  • 5-methoxyisoflavonoid-skeleton
  • Isoflavanone
  • Hydroxyisoflavonoid
  • Isoflavanol
  • Isoflavan
  • Chromone
  • Methoxyphenol
  • Chromane
  • 1-benzopyran
  • Benzopyran
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Aryl ketone
  • Aryl alkyl ketone
  • Phenol ether
  • Phenol
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Benzenoid
  • Ketone
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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 PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data322 () (EtOH-NaOH) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS4',7-Dihydroxy-2',5-dimethoxyisoflavanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000i-0962000000-a76b8107fa718a8255e9Spectrum
Predicted GC-MS4',7-Dihydroxy-2',5-dimethoxyisoflavanone, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0072-2774900000-833814de44241e6a2cffSpectrum
Predicted GC-MS4',7-Dihydroxy-2',5-dimethoxyisoflavanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0439000000-7f53f047f070f95458a5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014r-0943000000-3ffe30fbff9b9fb02f74Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014r-2910000000-53acc209a931cfe9c7c4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0019000000-d76383295855e42677e6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0897000000-f9a87e05361cb27e2889Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00xr-9870000000-cce6de031fa37955679aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0309000000-a46c2a9543854b286550Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03xs-0988000000-b9940917318a76e8b208Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-1975000000-cecab9961da5526df8f7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0009000000-d70abb7d3eab21266d84Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0914000000-65f4a8edd63d9cf6455cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0arc-1930000000-af7d5df23ee33b1b2776Spectrum
NMRNot Available
ChemSpider ID24842929
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID44257395
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB37749
CRC / DFC (Dictionary of Food Compounds) IDFMC58-N:KTS55-M
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00009954
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— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.