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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-12 03:37:15 UTC
Update Date2022-03-07 02:57:09 UTC
HMDB IDHMDB0041702
Secondary Accession Numbers
  • HMDB41702
Metabolite Identification
Common Name7,8,3',4'-Tetrahydroxyisoflavone
Description7,8,3',4'-Tetrahydroxyisoflavone belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Based on a literature review very few articles have been published on 7,8,3',4'-Tetrahydroxyisoflavone.
Structure
Data?1563863693
SynonymsNot Available
Chemical FormulaC15H10O6
Average Molecular Weight286.2363
Monoisotopic Molecular Weight286.047738052
IUPAC Name3-(3,4-dihydroxyphenyl)-7,8-dihydroxy-4H-chromen-4-one
Traditional Name3-(3,4-dihydroxyphenyl)-7,8-dihydroxychromen-4-one
CAS Registry NumberNot Available
SMILES
OC1=CC=C(C=C1O)C1=COC2=C(O)C(O)=CC=C2C1=O
InChI Identifier
InChI=1S/C15H10O6/c16-10-3-1-7(5-12(10)18)9-6-21-15-8(13(9)19)2-4-11(17)14(15)20/h1-6,16-18,20H
InChI KeyVMOBWBRUROXCOO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassIsoflav-2-enes
Direct ParentIsoflavones
Alternative Parents
Substituents
  • Isoflavone
  • Hydroxyisoflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Catechol
  • Pyranone
  • Phenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • 1-hydroxy-4-unsubstituted benzenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Pyran
  • Heteroaromatic compound
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
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 SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.15 g/LALOGPS
logP2.67ALOGPS
logP2.12ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)6.7ChemAxon
pKa (Strongest Basic)-5.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area107.22 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity73.66 m³·mol⁻¹ChemAxon
Polarizability27.58 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]+165.67131661259
DarkChem[M-H]-165.62731661259
DeepCCS[M+H]+161.71130932474
DeepCCS[M-H]-159.35330932474
DeepCCS[M-2H]-192.23930932474
DeepCCS[M+Na]+167.80430932474
AllCCS[M+H]+164.332859911
AllCCS[M+H-H2O]+160.632859911
AllCCS[M+NH4]+167.832859911
AllCCS[M+Na]+168.832859911
AllCCS[M-H]-163.732859911
AllCCS[M+Na-2H]-162.932859911
AllCCS[M+HCOO]-162.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
7,8,3',4'-TetrahydroxyisoflavoneOC1=CC=C(C=C1O)C1=COC2=C(O)C(O)=CC=C2C1=O4140.3Standard polar33892256
7,8,3',4'-TetrahydroxyisoflavoneOC1=CC=C(C=C1O)C1=COC2=C(O)C(O)=CC=C2C1=O2962.4Standard non polar33892256
7,8,3',4'-TetrahydroxyisoflavoneOC1=CC=C(C=C1O)C1=COC2=C(O)C(O)=CC=C2C1=O3064.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
7,8,3',4'-Tetrahydroxyisoflavone,1TMS,isomer #1C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC=C3C2=O)C=C1O3321.3Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,1TMS,isomer #2C[Si](C)(C)OC1=CC(C2=COC3=C(O)C(O)=CC=C3C2=O)=CC=C1O3295.6Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,1TMS,isomer #3C[Si](C)(C)OC1=C(O)C=CC2=C1OC=C(C1=CC=C(O)C(O)=C1)C2=O3261.8Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,1TMS,isomer #4C[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C(O)=C3)=COC2=C1O3309.5Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TMS,isomer #1C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O)=CC=C3C2=O)C=C1O3200.1Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TMS,isomer #2C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C)=CC=C3C2=O)C=C1O3252.8Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TMS,isomer #3C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC=C3C2=O)C=C1O[Si](C)(C)C3118.4Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TMS,isomer #4C[Si](C)(C)OC1=CC(C2=COC3=C(O[Si](C)(C)C)C(O)=CC=C3C2=O)=CC=C1O3146.8Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TMS,isomer #5C[Si](C)(C)OC1=CC(C2=COC3=C(O)C(O[Si](C)(C)C)=CC=C3C2=O)=CC=C1O3203.2Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TMS,isomer #6C[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C(O)=C3)=COC2=C1O[Si](C)(C)C3091.1Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,3TMS,isomer #1C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC=C3C2=O)C=C1O3064.2Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,3TMS,isomer #2C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O)=CC=C3C2=O)C=C1O[Si](C)(C)C3020.5Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,3TMS,isomer #3C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C)=CC=C3C2=O)C=C1O[Si](C)(C)C3067.3Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,3TMS,isomer #4C[Si](C)(C)OC1=CC(C2=COC3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC=C3C2=O)=CC=C1O3028.0Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,4TMS,isomer #1C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC=C3C2=O)C=C1O[Si](C)(C)C3000.8Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC=C3C2=O)C=C1O3581.7Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC(C2=COC3=C(O)C(O)=CC=C3C2=O)=CC=C1O3548.0Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=C(O)C=CC2=C1OC=C(C1=CC=C(O)C(O)=C1)C2=O3521.1Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C(O)=C3)=COC2=C1O3569.7Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O)=CC=C3C2=O)C=C1O3747.6Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1O3808.4Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C3686.8Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O)=CC=C3C2=O)=CC=C1O3706.5Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC1=CC(C2=COC3=C(O)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)=CC=C1O3776.6Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C(O)=C3)=COC2=C1O[Si](C)(C)C(C)(C)C3669.6Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1O3823.2Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O)=CC=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C3783.0Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C3848.1Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)=CC=C1O3785.8Semi standard non polar33892256
7,8,3',4'-Tetrahydroxyisoflavone,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C3909.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-0390000000-51d2c5af4958bac2dcbe2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone GC-MS (4 TMS) - 70eV, Positivesplash10-0kmi-1031390000-b83ad177e478647227cc2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 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 - 7,8,3',4'-Tetrahydroxyisoflavone 10V, Positive-QTOFsplash10-000i-0190000000-f99bac89334caad8fa8e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 20V, Positive-QTOFsplash10-052r-0290000000-5b309ddfb221230b586b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 40V, Positive-QTOFsplash10-0ziv-9870000000-eea141f8e2cd9a80b46b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 10V, Negative-QTOFsplash10-000i-0090000000-d64e99a14e77f02dcb3a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 20V, Negative-QTOFsplash10-052r-0390000000-288c453d0208cd483dc92017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 40V, Negative-QTOFsplash10-0a4i-0940000000-7ac414d9d7b8a28596cb2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 10V, Negative-QTOFsplash10-000i-0090000000-3713e1ac18e8a67ad4542021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 20V, Negative-QTOFsplash10-000i-0090000000-8aaf44fb74ef6e35133e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 40V, Negative-QTOFsplash10-0fi0-0790000000-4c4866f19b8985a384b22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 10V, Positive-QTOFsplash10-000i-0090000000-ad6070afb384abda8f3b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 20V, Positive-QTOFsplash10-000i-0090000000-56380257972f0352e6882021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 40V, Positive-QTOFsplash10-004i-3590000000-7c15271c8c56756d1ac02021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)FemaleNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB029867
KNApSAcK IDNot Available
Chemspider ID23255668
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound42604622
PDB IDNot Available
ChEBI ID88812
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. Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]