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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:00:24 UTC
Update Date2022-03-07 02:55:29 UTC
HMDB IDHMDB0037749
Secondary Accession Numbers
  • HMDB37749
Metabolite Identification
Common 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.
Structure
Data?1563863082
Synonyms
ValueSource
7,4'-Dihydroxy-5,2'-dimethoxyisoflavanoneHMDB
Chemical FormulaC17H16O6
Average Molecular Weight316.3053
Monoisotopic Molecular Weight316.094688244
IUPAC Name7-hydroxy-3-(4-hydroxy-2-methoxyphenyl)-5-methoxy-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Name7-hydroxy-3-(4-hydroxy-2-methoxyphenyl)-5-methoxy-2,3-dihydro-1-benzopyran-4-one
CAS Registry Number99965-02-3
SMILES
COC1=C(C=CC(O)=C1)C1COC2=CC(O)=CC(OC)=C2C1=O
InChI Identifier
InChI=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
Chemical Taxonomy
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
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility286.6 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+175.6231661259
DarkChem[M-H]-172.54931661259
DeepCCS[M+H]+172.63930932474
DeepCCS[M-H]-170.28130932474
DeepCCS[M-2H]-203.29730932474
DeepCCS[M+Na]+178.73230932474
AllCCS[M+H]+173.232859911
AllCCS[M+H-H2O]+169.732859911
AllCCS[M+NH4]+176.432859911
AllCCS[M+Na]+177.432859911
AllCCS[M-H]-175.932859911
AllCCS[M+Na-2H]-175.432859911
AllCCS[M+HCOO]-175.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4',7-Dihydroxy-2',5-dimethoxyisoflavanoneCOC1=C(C=CC(O)=C1)C1COC2=CC(O)=CC(OC)=C2C1=O4192.3Standard polar33892256
4',7-Dihydroxy-2',5-dimethoxyisoflavanoneCOC1=C(C=CC(O)=C1)C1COC2=CC(O)=CC(OC)=C2C1=O2900.3Standard non polar33892256
4',7-Dihydroxy-2',5-dimethoxyisoflavanoneCOC1=C(C=CC(O)=C1)C1COC2=CC(O)=CC(OC)=C2C1=O3107.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4',7-Dihydroxy-2',5-dimethoxyisoflavanone,1TMS,isomer #1COC1=CC(O[Si](C)(C)C)=CC=C1C1COC2=CC(O)=CC(OC)=C2C1=O2895.7Semi standard non polar33892256
4',7-Dihydroxy-2',5-dimethoxyisoflavanone,1TMS,isomer #2COC1=CC(O)=CC=C1C1COC2=CC(O[Si](C)(C)C)=CC(OC)=C2C1=O2883.8Semi standard non polar33892256
4',7-Dihydroxy-2',5-dimethoxyisoflavanone,2TMS,isomer #1COC1=CC(O[Si](C)(C)C)=CC=C1C1COC2=CC(O[Si](C)(C)C)=CC(OC)=C2C1=O2792.1Semi standard non polar33892256
4',7-Dihydroxy-2',5-dimethoxyisoflavanone,1TBDMS,isomer #1COC1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1C1COC2=CC(O)=CC(OC)=C2C1=O3146.5Semi standard non polar33892256
4',7-Dihydroxy-2',5-dimethoxyisoflavanone,1TBDMS,isomer #2COC1=CC(O)=CC=C1C1COC2=CC(O[Si](C)(C)C(C)(C)C)=CC(OC)=C2C1=O3137.9Semi standard non polar33892256
4',7-Dihydroxy-2',5-dimethoxyisoflavanone,2TBDMS,isomer #1COC1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1C1COC2=CC(O[Si](C)(C)C(C)(C)C)=CC(OC)=C2C1=O3284.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-0962000000-a76b8107fa718a8255e92017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone GC-MS (2 TMS) - 70eV, Positivesplash10-0072-2774900000-833814de44241e6a2cff2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 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 - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 10V, Positive-QTOFsplash10-014i-0439000000-7f53f047f070f95458a52016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 20V, Positive-QTOFsplash10-014r-0943000000-3ffe30fbff9b9fb02f742016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 40V, Positive-QTOFsplash10-014r-2910000000-53acc209a931cfe9c7c42016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 10V, Negative-QTOFsplash10-014i-0019000000-d76383295855e42677e62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 20V, Negative-QTOFsplash10-014i-0897000000-f9a87e05361cb27e28892016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 40V, Negative-QTOFsplash10-00xr-9870000000-cce6de031fa37955679a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 10V, Negative-QTOFsplash10-014i-0309000000-a46c2a9543854b2865502021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 20V, Negative-QTOFsplash10-03xs-0988000000-b9940917318a76e8b2082021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 40V, Negative-QTOFsplash10-03di-1975000000-cecab9961da5526df8f72021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 10V, Positive-QTOFsplash10-014i-0009000000-d70abb7d3eab21266d842021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 20V, Positive-QTOFsplash10-014i-0914000000-65f4a8edd63d9cf6455c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 40V, Positive-QTOFsplash10-0arc-1930000000-af7d5df23ee33b1b27762021-09-24Wishart 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 IDFDB016888
KNApSAcK IDC00009954
Chemspider ID24842929
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound44257395
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1863401
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.. .