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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:44:59 UTC
Update Date2022-03-07 02:53:05 UTC
HMDB IDHMDB0031715
Secondary Accession Numbers
  • HMDB31715
Metabolite Identification
Common Name6-Hydroxydaidzein
Description6-Hydroxydaidzein 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. Thus, 6-hydroxydaidzein is considered to be a flavonoid. 6-Hydroxydaidzein has been detected, but not quantified in, pulses and soy beans (Glycine max). This could make 6-hydroxydaidzein a potential biomarker for the consumption of these foods. 6-Hydroxydaidzein is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 6-Hydroxydaidzein.
Structure
Data?1563862160
Synonyms
ValueSource
6,7,4'-TrihydroxyisoflavoneChEBI
6,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-oneHMDB
6,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 9ciHMDB
6,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-oneHMDB
DemethyltexasinHMDB, MeSH
Soybean factor 2HMDB
6-HydroxydaidzeinChEBI
Chemical FormulaC15H10O5
Average Molecular Weight270.2369
Monoisotopic Molecular Weight270.05282343
IUPAC Name6,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
Traditional Name6-hydroxydaidzein
CAS Registry Number17817-31-1
SMILES
OC1=CC=C(C=C1)C1=COC2=C(C=C(O)C(O)=C2)C1=O
InChI Identifier
InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-14-6-13(18)12(17)5-10(14)15(11)19/h1-7,16-18H
InChI KeyGYLUFQJZYAJQDI-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
  • Pyranone
  • Phenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Pyran
  • Heteroaromatic compound
  • Oxacycle
  • Organoheterocyclic compound
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • 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 Point322 °CNot Available
Boiling Point587.10 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility1188 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.170 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP3.08ALOGPS
logP2.43ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)6.58ChemAxon
pKa (Strongest Basic)-5.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.99 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity71.68 m³·mol⁻¹ChemAxon
Polarizability26.72 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]+161.96231661259
DarkChem[M-H]-161.98431661259
DeepCCS[M+H]+164.11530932474
DeepCCS[M-H]-161.75730932474
DeepCCS[M-2H]-194.64330932474
DeepCCS[M+Na]+170.20830932474
AllCCS[M+H]+161.032859911
AllCCS[M+H-H2O]+157.132859911
AllCCS[M+NH4]+164.632859911
AllCCS[M+Na]+165.632859911
AllCCS[M-H]-161.532859911
AllCCS[M+Na-2H]-160.732859911
AllCCS[M+HCOO]-160.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
6-HydroxydaidzeinOC1=CC=C(C=C1)C1=COC2=C(C=C(O)C(O)=C2)C1=O4167.2Standard polar33892256
6-HydroxydaidzeinOC1=CC=C(C=C1)C1=COC2=C(C=C(O)C(O)=C2)C1=O2865.0Standard non polar33892256
6-HydroxydaidzeinOC1=CC=C(C=C1)C1=COC2=C(C=C(O)C(O)=C2)C1=O3074.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
6-Hydroxydaidzein,1TMS,isomer #1C[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=C(O)C=C3C2=O)C=C13142.8Semi standard non polar33892256
6-Hydroxydaidzein,1TMS,isomer #2C[Si](C)(C)OC1=CC2=C(C=C1O)OC=C(C1=CC=C(O)C=C1)C2=O3096.3Semi standard non polar33892256
6-Hydroxydaidzein,1TMS,isomer #3C[Si](C)(C)OC1=CC2=C(C=C1O)C(=O)C(C1=CC=C(O)C=C1)=CO23121.2Semi standard non polar33892256
6-Hydroxydaidzein,2TMS,isomer #1C[Si](C)(C)OC1=CC=C(C2=COC3=CC(O[Si](C)(C)C)=C(O)C=C3C2=O)C=C13061.1Semi standard non polar33892256
6-Hydroxydaidzein,2TMS,isomer #2C[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=C(O[Si](C)(C)C)C=C3C2=O)C=C13033.5Semi standard non polar33892256
6-Hydroxydaidzein,2TMS,isomer #3C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C(=O)C(C1=CC=C(O)C=C1)=CO23008.0Semi standard non polar33892256
6-Hydroxydaidzein,3TMS,isomer #1C[Si](C)(C)OC1=CC=C(C2=COC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3C2=O)C=C12927.5Semi standard non polar33892256
6-Hydroxydaidzein,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=C(O)C=C3C2=O)C=C13361.8Semi standard non polar33892256
6-Hydroxydaidzein,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)OC=C(C1=CC=C(O)C=C1)C2=O3335.7Semi standard non polar33892256
6-Hydroxydaidzein,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C(=O)C(C1=CC=C(O)C=C1)=CO23352.7Semi standard non polar33892256
6-Hydroxydaidzein,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3C2=O)C=C13575.4Semi standard non polar33892256
6-Hydroxydaidzein,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3C2=O)C=C13549.6Semi standard non polar33892256
6-Hydroxydaidzein,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)=CO23547.1Semi standard non polar33892256
6-Hydroxydaidzein,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3C2=O)C=C13681.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 6-Hydroxydaidzein GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-0490000000-a1f185fa96edbcc8953f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Hydroxydaidzein GC-MS (3 TMS) - 70eV, Positivesplash10-0229-3234900000-f8b9a10d0f91aae831ef2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Hydroxydaidzein GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxydaidzein ESI-TOF 50V, Negative-QTOFsplash10-014i-0950000000-d88b6d0e6c196be0a7682017-08-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxydaidzein ESI-TOF 10V, Negative-QTOFsplash10-014i-0950000000-d88b6d0e6c196be0a7682017-08-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxydaidzein ESI-TOF 60V, Negative-QTOFsplash10-014i-0920000000-8fc67ab4e075cb1ef6842017-08-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxydaidzein ESI-TOF 40V, Negative-QTOFsplash10-006x-0890000000-e320c8ded6c2cac7e2da2017-08-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxydaidzein ESI-TOF 50V, Negative-QTOFsplash10-014i-0950000000-d88b6d0e6c196be0a7682017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxydaidzein ESI-TOF 10V, Negative-QTOFsplash10-014i-0090000000-9c88a28592263b8079df2017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxydaidzein ESI-TOF 60V, Negative-QTOFsplash10-014i-0920000000-8fc67ab4e075cb1ef6842017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxydaidzein ESI-TOF 40V, Negative-QTOFsplash10-006x-0890000000-e320c8ded6c2cac7e2da2017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxydaidzein LC-ESI-TOF , negative-QTOFsplash10-014i-0950000000-d88b6d0e6c196be0a7682017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxydaidzein LC-ESI-TOF , negative-QTOFsplash10-014i-0920000000-8fc67ab4e075cb1ef6842017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxydaidzein LC-ESI-TOF , negative-QTOFsplash10-006x-0890000000-e320c8ded6c2cac7e2da2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxydaidzein LC-ESI-QFT 18V, positive-QTOFsplash10-0uxr-0390000000-0ded6f74af3bcc5c49f92020-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxydaidzein LC-ESI-IT 18V, positive-QTOFsplash10-0uxs-0490000000-061faa4a87ef67ea63a92020-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxydaidzein 60V, Positive-QTOFsplash10-014i-0920000000-8fc67ab4e075cb1ef6842021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxydaidzein 50V, Positive-QTOFsplash10-014i-0950000000-d88b6d0e6c196be0a7682021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxydaidzein 40V, Positive-QTOFsplash10-006x-0890000000-df763ebc8becfc7e2cb02021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 10V, Positive-QTOFsplash10-00di-0090000000-4d73547081ecc1571e2c2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 20V, Positive-QTOFsplash10-00di-0090000000-ea1191b0dca31188c43a2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 40V, Positive-QTOFsplash10-0v00-9760000000-98680ac30908f6b30ab42016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 10V, Negative-QTOFsplash10-014i-0090000000-d460abf11f0fb6445ab02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 20V, Negative-QTOFsplash10-014i-0190000000-31258eef47ef727ae6992016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 40V, Negative-QTOFsplash10-002f-7940000000-14258b5d81404a258a1c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 10V, Positive-QTOFsplash10-00di-0090000000-ae6e5e86465295cd03322021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 20V, Positive-QTOFsplash10-00di-0090000000-b3fd58cd48e538f6faa82021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 40V, Positive-QTOFsplash10-0ar0-0890000000-3b6f481132e5c2abbf922021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 846 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 846 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 846 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 846 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 846 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound ID846
FooDB IDFDB008378
KNApSAcK IDC00009385
Chemspider ID4447693
KEGG Compound IDC14314
BioCyc IDCPD-6998
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5284649
PDB IDNot Available
ChEBI ID74957
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1698521
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.. .