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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 03:37:01 UTC
Update Date2022-03-07 02:57:09 UTC
HMDB IDHMDB0041698
Secondary Accession Numbers
  • HMDB41698
Metabolite Identification
Common Name6-Hydroxydihydrodaidzein
Description6-Hydroxydihydrodaidzein, also known as 4'67-trihydroxyisoflavanone, belongs to the class of organic compounds known as isoflavanones. These are polycyclic compounds containing an isoflavan skeleton which bears a ketone at position C4. Based on a literature review very few articles have been published on 6-Hydroxydihydrodaidzein.
Structure
Data?1563863692
Synonyms
ValueSource
4'67-TrihydroxyisoflavanoneHMDB
6,7,4'-TrihydroxyisoflavanoneHMDB
Chemical FormulaC15H12O5
Average Molecular Weight272.2528
Monoisotopic Molecular Weight272.068473494
IUPAC Name6,7-dihydroxy-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Name6,7-dihydroxy-3-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one
CAS Registry NumberNot Available
SMILES
OC1=CC=C(C=C1)C1COC2=CC(O)=C(O)C=C2C1=O
InChI Identifier
InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)11-7-20-14-6-13(18)12(17)5-10(14)15(11)19/h1-6,11,16-18H,7H2
InChI KeyZAIJTQZQMCNJHG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isoflavanones. These are polycyclic compounds containing an isoflavan skeleton which bears a ketone at position C4.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassIsoflavans
Direct ParentIsoflavanones
Alternative Parents
Substituents
  • Hydroxyisoflavonoid
  • Isoflavanol
  • Isoflavanone
  • Chromone
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Aryl alkyl ketone
  • Aryl ketone
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Ketone
  • Oxacycle
  • Ether
  • Organoheterocyclic compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • 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 Solubility0.2 g/LALOGPS
logP2.47ALOGPS
logP2.08ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)7.87ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.99 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity71.68 m³·mol⁻¹ChemAxon
Polarizability26.77 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]+163.77231661259
DarkChem[M-H]-162.87431661259
DeepCCS[M+H]+162.26130932474
DeepCCS[M-H]-159.90330932474
DeepCCS[M-2H]-192.7930932474
DeepCCS[M+Na]+168.35530932474
AllCCS[M+H]+162.332859911
AllCCS[M+H-H2O]+158.532859911
AllCCS[M+NH4]+165.932859911
AllCCS[M+Na]+166.932859911
AllCCS[M-H]-163.532859911
AllCCS[M+Na-2H]-162.832859911
AllCCS[M+HCOO]-162.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
6-HydroxydihydrodaidzeinOC1=CC=C(C=C1)C1COC2=CC(O)=C(O)C=C2C1=O4098.1Standard polar33892256
6-HydroxydihydrodaidzeinOC1=CC=C(C=C1)C1COC2=CC(O)=C(O)C=C2C1=O2904.4Standard non polar33892256
6-HydroxydihydrodaidzeinOC1=CC=C(C=C1)C1COC2=CC(O)=C(O)C=C2C1=O2920.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
6-Hydroxydihydrodaidzein,1TMS,isomer #1C[Si](C)(C)OC1=CC=C(C2COC3=CC(O)=C(O)C=C3C2=O)C=C12934.6Semi standard non polar33892256
6-Hydroxydihydrodaidzein,1TMS,isomer #2C[Si](C)(C)OC1=CC2=C(C=C1O)C(=O)C(C1=CC=C(O)C=C1)CO22880.9Semi standard non polar33892256
6-Hydroxydihydrodaidzein,1TMS,isomer #3C[Si](C)(C)OC1=CC2=C(C=C1O)OCC(C1=CC=C(O)C=C1)C2=O2890.1Semi standard non polar33892256
6-Hydroxydihydrodaidzein,2TMS,isomer #1C[Si](C)(C)OC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=C(O)C=C3C2=O)C=C12886.7Semi standard non polar33892256
6-Hydroxydihydrodaidzein,2TMS,isomer #2C[Si](C)(C)OC1=CC=C(C2COC3=CC(O)=C(O[Si](C)(C)C)C=C3C2=O)C=C12898.1Semi standard non polar33892256
6-Hydroxydihydrodaidzein,2TMS,isomer #3C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C(=O)C(C1=CC=C(O)C=C1)CO22889.0Semi standard non polar33892256
6-Hydroxydihydrodaidzein,3TMS,isomer #1C[Si](C)(C)OC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3C2=O)C=C12873.1Semi standard non polar33892256
6-Hydroxydihydrodaidzein,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(C2COC3=CC(O)=C(O)C=C3C2=O)C=C13180.8Semi standard non polar33892256
6-Hydroxydihydrodaidzein,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C(=O)C(C1=CC=C(O)C=C1)CO23143.2Semi standard non polar33892256
6-Hydroxydihydrodaidzein,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)OCC(C1=CC=C(O)C=C1)C2=O3155.0Semi standard non polar33892256
6-Hydroxydihydrodaidzein,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3C2=O)C=C13406.9Semi standard non polar33892256
6-Hydroxydihydrodaidzein,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(C2COC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3C2=O)C=C13406.0Semi standard non polar33892256
6-Hydroxydihydrodaidzein,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C(=O)C(C1=CC=C(O)C=C1)CO23372.7Semi standard non polar33892256
6-Hydroxydihydrodaidzein,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3C2=O)C=C13572.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 6-Hydroxydihydrodaidzein GC-MS (Non-derivatized) - 70eV, Positivesplash10-052f-3970000000-5576fb5b16be11b8f2c02017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Hydroxydihydrodaidzein GC-MS (3 TMS) - 70eV, Positivesplash10-01b9-3921600000-c96758c42d3621b2c8fb2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Hydroxydihydrodaidzein GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Hydroxydihydrodaidzein 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 - 6-Hydroxydihydrodaidzein 10V, Positive-QTOFsplash10-00di-0390000000-a6df35ce8e18a56d4bb22017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydihydrodaidzein 20V, Positive-QTOFsplash10-0pi0-0940000000-e04a692d2ba6aeb3765e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydihydrodaidzein 40V, Positive-QTOFsplash10-0699-7900000000-f9aecc55774c4ae2d6cf2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydihydrodaidzein 10V, Negative-QTOFsplash10-00di-0090000000-260933e1a32b4dc60db22017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydihydrodaidzein 20V, Negative-QTOFsplash10-00di-0290000000-6757da7d92e453746d752017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydihydrodaidzein 40V, Negative-QTOFsplash10-00kf-3940000000-483ec4122df572ed26ed2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydihydrodaidzein 10V, Positive-QTOFsplash10-00di-0090000000-031a5312b116bdf1aa4a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydihydrodaidzein 20V, Positive-QTOFsplash10-00di-0290000000-b8f5ec364e0f824692532021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydihydrodaidzein 40V, Positive-QTOFsplash10-05y3-5920000000-205f9e63a72dd1325abd2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydihydrodaidzein 10V, Negative-QTOFsplash10-00di-0090000000-d6b6f6391b4e9f4522f42021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydihydrodaidzein 20V, Negative-QTOFsplash10-00di-0190000000-2c1ff41cd89f8516b7772021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydihydrodaidzein 40V, Negative-QTOFsplash10-03y0-1970000000-fc8a3a1d801444ec46062021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 905 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB029863
KNApSAcK IDNot Available
Chemspider ID111361
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound125100
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. 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 ]