Hmdb loader
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 18:45:53 UTC
Update Date2022-03-07 02:53:56 UTC
HMDB IDHMDB0033989
Secondary Accession Numbers
  • HMDB33989
Metabolite Identification
Common Name4',5-Dihydroxy-3',7-dimethoxyisoflavone
Description4',5-Dihydroxy-3',7-dimethoxyisoflavone belongs to the class of organic compounds known as 7-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C7 atom of the isoflavone backbone. Thus, 4',5-dihydroxy-3',7-dimethoxyisoflavone is considered to be a flavonoid. 4',5-Dihydroxy-3',7-dimethoxyisoflavone has been detected, but not quantified in, green vegetables. This could make 4',5-dihydroxy-3',7-dimethoxyisoflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4',5-Dihydroxy-3',7-dimethoxyisoflavone.
Structure
Data?1563862491
Synonyms
ValueSource
3',7-Di-O-methylorobolHMDB
5,4'-Dihydroxy-7,3'-dimethoxyisoflavoneHMDB
7,3'-DimethylorobolHMDB
Chemical FormulaC17H14O6
Average Molecular Weight314.2895
Monoisotopic Molecular Weight314.07903818
IUPAC Name5-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one
Traditional Name7,3'-dimethylorobol
CAS Registry Number104668-88-4
SMILES
COC1=CC(O)=C2C(=O)C(=COC2=C1)C1=CC(OC)=C(O)C=C1
InChI Identifier
InChI=1S/C17H14O6/c1-21-10-6-13(19)16-15(7-10)23-8-11(17(16)20)9-3-4-12(18)14(5-9)22-2/h3-8,18-19H,1-2H3
InChI KeyNMQZMHHAWZDJOJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 7-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C7 atom of the isoflavone backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassO-methylated isoflavonoids
Direct Parent7-O-methylisoflavones
Alternative Parents
Substituents
  • 3p-methoxyisoflavone
  • 7-o-methylisoflavone
  • Isoflavone
  • Hydroxyisoflavonoid
  • Chromone
  • 1-benzopyran
  • Methoxyphenol
  • Benzopyran
  • Phenol ether
  • Methoxybenzene
  • Phenoxy compound
  • Anisole
  • 1-hydroxy-4-unsubstituted benzenoid
  • Pyranone
  • Phenol
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyran
  • Vinylogous acid
  • Heteroaromatic compound
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • 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
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point179 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.041 g/LALOGPS
logP3.26ALOGPS
logP3.07ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)8.48ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area85.22 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity82.63 m³·mol⁻¹ChemAxon
Polarizability31.59 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
DeepCCS[M+H]+177.16630932474
DeepCCS[M-H]-174.80830932474
DeepCCS[M-2H]-208.86430932474
DeepCCS[M+Na]+184.09130932474
AllCCS[M+H]+172.232859911
AllCCS[M+H-H2O]+168.732859911
AllCCS[M+NH4]+175.532859911
AllCCS[M+Na]+176.532859911
AllCCS[M-H]-174.032859911
AllCCS[M+Na-2H]-173.332859911
AllCCS[M+HCOO]-172.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4',5-Dihydroxy-3',7-dimethoxyisoflavoneCOC1=CC(O)=C2C(=O)C(=COC2=C1)C1=CC(OC)=C(O)C=C14581.0Standard polar33892256
4',5-Dihydroxy-3',7-dimethoxyisoflavoneCOC1=CC(O)=C2C(=O)C(=COC2=C1)C1=CC(OC)=C(O)C=C12959.8Standard non polar33892256
4',5-Dihydroxy-3',7-dimethoxyisoflavoneCOC1=CC(O)=C2C(=O)C(=COC2=C1)C1=CC(OC)=C(O)C=C12973.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4',5-Dihydroxy-3',7-dimethoxyisoflavone,1TMS,isomer #1COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(O)C(OC)=C3)=COC2=C13215.4Semi standard non polar33892256
4',5-Dihydroxy-3',7-dimethoxyisoflavone,1TMS,isomer #2COC1=CC(O)=C2C(=O)C(C3=CC=C(O[Si](C)(C)C)C(OC)=C3)=COC2=C13190.6Semi standard non polar33892256
4',5-Dihydroxy-3',7-dimethoxyisoflavone,2TMS,isomer #1COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(O[Si](C)(C)C)C(OC)=C3)=COC2=C13051.0Semi standard non polar33892256
4',5-Dihydroxy-3',7-dimethoxyisoflavone,1TBDMS,isomer #1COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(C3=CC=C(O)C(OC)=C3)=COC2=C13421.8Semi standard non polar33892256
4',5-Dihydroxy-3',7-dimethoxyisoflavone,1TBDMS,isomer #2COC1=CC(O)=C2C(=O)C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3)=COC2=C13414.8Semi standard non polar33892256
4',5-Dihydroxy-3',7-dimethoxyisoflavone,2TBDMS,isomer #1COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3)=COC2=C13538.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4',5-Dihydroxy-3',7-dimethoxyisoflavone GC-MS (Non-derivatized) - 70eV, Positivesplash10-000j-0491000000-84c8d58841715347955e2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4',5-Dihydroxy-3',7-dimethoxyisoflavone GC-MS (2 TMS) - 70eV, Positivesplash10-0076-1142900000-96cef757fdaca0e07e712017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4',5-Dihydroxy-3',7-dimethoxyisoflavone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4',5-Dihydroxy-3',7-dimethoxyisoflavone 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',5-Dihydroxy-3',7-dimethoxyisoflavone 10V, Positive-QTOFsplash10-014i-0009000000-eb8de1c5f91eb3eeff532016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',5-Dihydroxy-3',7-dimethoxyisoflavone 20V, Positive-QTOFsplash10-014i-0029000000-781e19bfc23a92ca394d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',5-Dihydroxy-3',7-dimethoxyisoflavone 40V, Positive-QTOFsplash10-014i-2690000000-a4846fab936d9d5dd3442016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',5-Dihydroxy-3',7-dimethoxyisoflavone 10V, Negative-QTOFsplash10-03di-0009000000-dea3a5ac6489bf14d9e52016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',5-Dihydroxy-3',7-dimethoxyisoflavone 20V, Negative-QTOFsplash10-03di-0039000000-47ee7b5a25ceca172d842016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',5-Dihydroxy-3',7-dimethoxyisoflavone 40V, Negative-QTOFsplash10-014j-1390000000-2b4c4b1364be840a754d2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',5-Dihydroxy-3',7-dimethoxyisoflavone 10V, Negative-QTOFsplash10-03di-0009000000-7c7169b7540bc94558262021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',5-Dihydroxy-3',7-dimethoxyisoflavone 20V, Negative-QTOFsplash10-03di-0079000000-6076540f9a31549f119a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',5-Dihydroxy-3',7-dimethoxyisoflavone 40V, Negative-QTOFsplash10-016u-0290000000-8da183c90dc561502fb32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',5-Dihydroxy-3',7-dimethoxyisoflavone 10V, Positive-QTOFsplash10-014i-0009000000-2ba875095a8aafa31ef72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',5-Dihydroxy-3',7-dimethoxyisoflavone 20V, Positive-QTOFsplash10-014i-0029000000-7de0838ce42e39b4551b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4',5-Dihydroxy-3',7-dimethoxyisoflavone 40V, Positive-QTOFsplash10-01ec-0390000000-83a5dd83a8b47774e77b2021-09-22Wishart 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 IDFDB012222
KNApSAcK IDC00009847
Chemspider ID24842847
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound13845970
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .