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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:10:33 UTC
Update Date2022-03-07 02:55:33 UTC
HMDB IDHMDB0037918
Secondary Accession Numbers
  • HMDB37918
Metabolite Identification
Common Name3',7-Dihydroxy-4',8-dimethoxyisoflavone
Description3',7-Dihydroxy-4',8-dimethoxyisoflavone belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone. Thus, 3',7-dihydroxy-4',8-dimethoxyisoflavone is considered to be a flavonoid. Based on a literature review very few articles have been published on 3',7-Dihydroxy-4',8-dimethoxyisoflavone.
Structure
Data?1563863109
Synonyms
ValueSource
3'-Hydroxy-8-O-methylretusinHMDB
Chemical FormulaC17H14O6
Average Molecular Weight314.2895
Monoisotopic Molecular Weight314.07903818
IUPAC Name7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-8-methoxy-4H-chromen-4-one
Traditional Name3'-hydroxy-8-O-methylretusin
CAS Registry Number53947-99-2
SMILES
COC1=C(O)C=C(C=C1)C1=COC2=C(C=CC(O)=C2OC)C1=O
InChI Identifier
InChI=1S/C17H14O6/c1-21-14-6-3-9(7-13(14)19)11-8-23-16-10(15(11)20)4-5-12(18)17(16)22-2/h3-8,18-19H,1-2H3
InChI KeyYYWSNCLFZSMGCM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassO-methylated isoflavonoids
Direct Parent3'-hydroxy,4'-methoxyisoflavonoids
Alternative Parents
Substituents
  • 4p-o-methylisoflavone
  • 3'-hydroxy,4'-methoxyisoflavonoid
  • Isoflavone
  • Hydroxyisoflavonoid
  • Chromone
  • Methoxyphenol
  • 1-benzopyran
  • Benzopyran
  • Phenoxy compound
  • Phenol ether
  • Anisole
  • Methoxybenzene
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Pyranone
  • Phenol
  • Pyran
  • Monocyclic benzene moiety
  • Benzenoid
  • Heteroaromatic compound
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • 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 Point212 - 213 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.039 g/LALOGPS
logP3.24ALOGPS
logP2.42ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)7.04ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area85.22 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity82.63 m³·mol⁻¹ChemAxon
Polarizability31.64 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]+173.36731661259
DarkChem[M-H]-175.9431661259
DeepCCS[M+H]+176.59230932474
DeepCCS[M-H]-174.23430932474
DeepCCS[M-2H]-207.46430932474
DeepCCS[M+Na]+182.69130932474
AllCCS[M+H]+172.332859911
AllCCS[M+H-H2O]+168.832859911
AllCCS[M+NH4]+175.632859911
AllCCS[M+Na]+176.532859911
AllCCS[M-H]-174.132859911
AllCCS[M+Na-2H]-173.532859911
AllCCS[M+HCOO]-173.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3',7-Dihydroxy-4',8-dimethoxyisoflavoneCOC1=C(O)C=C(C=C1)C1=COC2=C(C=CC(O)=C2OC)C1=O4385.5Standard polar33892256
3',7-Dihydroxy-4',8-dimethoxyisoflavoneCOC1=C(O)C=C(C=C1)C1=COC2=C(C=CC(O)=C2OC)C1=O2909.9Standard non polar33892256
3',7-Dihydroxy-4',8-dimethoxyisoflavoneCOC1=C(O)C=C(C=C1)C1=COC2=C(C=CC(O)=C2OC)C1=O3046.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3',7-Dihydroxy-4',8-dimethoxyisoflavone,1TMS,isomer #1COC1=CC=C(C2=COC3=C(OC)C(O)=CC=C3C2=O)C=C1O[Si](C)(C)C3141.4Semi standard non polar33892256
3',7-Dihydroxy-4',8-dimethoxyisoflavone,1TMS,isomer #2COC1=CC=C(C2=COC3=C(OC)C(O[Si](C)(C)C)=CC=C3C2=O)C=C1O3191.7Semi standard non polar33892256
3',7-Dihydroxy-4',8-dimethoxyisoflavone,2TMS,isomer #1COC1=CC=C(C2=COC3=C(OC)C(O[Si](C)(C)C)=CC=C3C2=O)C=C1O[Si](C)(C)C3033.5Semi standard non polar33892256
3',7-Dihydroxy-4',8-dimethoxyisoflavone,1TBDMS,isomer #1COC1=CC=C(C2=COC3=C(OC)C(O)=CC=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C3356.6Semi standard non polar33892256
3',7-Dihydroxy-4',8-dimethoxyisoflavone,1TBDMS,isomer #2COC1=CC=C(C2=COC3=C(OC)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1O3412.1Semi standard non polar33892256
3',7-Dihydroxy-4',8-dimethoxyisoflavone,2TBDMS,isomer #1COC1=CC=C(C2=COC3=C(OC)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C3514.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-0291000000-cc2bf0af1d41c64c47df2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone GC-MS (2 TMS) - 70eV, Positivesplash10-006x-1025900000-380c36ff4eed4ed671222017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3',7-Dihydroxy-4',8-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 - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 10V, Positive-QTOFsplash10-014i-0109000000-0a15239b5d5a19e8005a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 20V, Positive-QTOFsplash10-014i-0319000000-d8a4db125add12b7128e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 40V, Positive-QTOFsplash10-00dl-5950000000-bd57e86f75d88ef252ad2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 10V, Negative-QTOFsplash10-03di-0009000000-67b6bb50f9fbf67365c32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 20V, Negative-QTOFsplash10-03di-0459000000-96b2710c64bfd77690692016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 40V, Negative-QTOFsplash10-00os-1590000000-3790e87ac0856e7c75412016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 10V, Negative-QTOFsplash10-03di-0009000000-7c7169b7540bc94558262021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 20V, Negative-QTOFsplash10-03di-0049000000-aebf13b8edadde8c7a2b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 40V, Negative-QTOFsplash10-014i-0090000000-6a0e0066fb8dbfa25c512021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 10V, Positive-QTOFsplash10-014i-0009000000-2ba875095a8aafa31ef72021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 20V, Positive-QTOFsplash10-014i-0009000000-54382ab145879acca2462021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 40V, Positive-QTOFsplash10-0006-0390000000-ff3ea4d5452f020802022021-09-24Wishart 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 IDFDB017075
KNApSAcK IDC00009408
Chemspider ID23339505
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound44257262
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.. .