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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 03:34:26 UTC
Update Date2022-03-07 02:57:07 UTC
HMDB IDHMDB0041655
Secondary Accession Numbers
  • HMDB41655
Metabolite Identification
Common Name3'-Hydroxydaidzein
Description3'-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, 3'-hydroxydaidzein is considered to be a flavonoid. 3'-Hydroxydaidzein is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on 3'-Hydroxydaidzein.
Structure
Data?1563863687
Synonyms
ValueSource
3-(3,4-Dihydroxyphenyl)-7-hydroxy-4H-1-benzopyran-4-oneChEBI
3',4',7-TrihydroxyisoflavoneMeSH
7,3',4'-TrihydroxyisoflavoneMeSH
Chemical FormulaC15H10O5
Average Molecular Weight270.2369
Monoisotopic Molecular Weight270.05282343
IUPAC Name3-(3,4-dihydroxyphenyl)-7-hydroxy-4H-chromen-4-one
Traditional Name3',4',7-trihydroxyisoflavone
CAS Registry NumberNot Available
SMILES
OC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC(O)=C(O)C=C1
InChI Identifier
InChI=1S/C15H10O5/c16-9-2-3-10-14(6-9)20-7-11(15(10)19)8-1-4-12(17)13(18)5-8/h1-7,16-18H
InChI KeyDDKGKOOLFLYZDL-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 Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point572.80 °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
LogP2.580 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP3.05ALOGPS
logP2.43ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)6.48ChemAxon
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
Polarizability26.66 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]+162.69731661259
DarkChem[M-H]-160.71431661259
DeepCCS[M+H]+165.99930932474
DeepCCS[M-H]-163.64130932474
DeepCCS[M-2H]-197.18830932474
DeepCCS[M+Na]+172.41530932474
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
3'-HydroxydaidzeinOC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC(O)=C(O)C=C14049.4Standard polar33892256
3'-HydroxydaidzeinOC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC(O)=C(O)C=C12804.6Standard non polar33892256
3'-HydroxydaidzeinOC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC(O)=C(O)C=C13092.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3'-Hydroxydaidzein,1TMS,isomer #1C[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C(O)=C3)=COC2=C13185.5Semi standard non polar33892256
3'-Hydroxydaidzein,1TMS,isomer #2C[Si](C)(C)OC1=CC(C2=COC3=CC(O)=CC=C3C2=O)=CC=C1O3100.2Semi standard non polar33892256
3'-Hydroxydaidzein,1TMS,isomer #3C[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=CC=C3C2=O)C=C1O3112.9Semi standard non polar33892256
3'-Hydroxydaidzein,2TMS,isomer #1C[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O[Si](C)(C)C)C(O)=C3)=COC2=C13117.4Semi standard non polar33892256
3'-Hydroxydaidzein,2TMS,isomer #2C[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C(O[Si](C)(C)C)=C3)=COC2=C13077.1Semi standard non polar33892256
3'-Hydroxydaidzein,2TMS,isomer #3C[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=CC=C3C2=O)C=C1O[Si](C)(C)C2963.4Semi standard non polar33892256
3'-Hydroxydaidzein,3TMS,isomer #1C[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=COC2=C12952.6Semi standard non polar33892256
3'-Hydroxydaidzein,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C(O)=C3)=COC2=C13384.6Semi standard non polar33892256
3'-Hydroxydaidzein,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC(C2=COC3=CC(O)=CC=C3C2=O)=CC=C1O3329.8Semi standard non polar33892256
3'-Hydroxydaidzein,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=CC=C3C2=O)C=C1O3350.9Semi standard non polar33892256
3'-Hydroxydaidzein,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)=COC2=C13615.8Semi standard non polar33892256
3'-Hydroxydaidzein,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)=COC2=C13588.8Semi standard non polar33892256
3'-Hydroxydaidzein,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=CC=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C3511.5Semi standard non polar33892256
3'-Hydroxydaidzein,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)=COC2=C13697.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3'-Hydroxydaidzein GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-0390000000-6c855038da9758cab7de2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3'-Hydroxydaidzein GC-MS (3 TMS) - 70eV, Positivesplash10-00di-2132900000-223dc3e8be4eb7509d8e2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3'-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 - 3'-Hydroxydaidzein ESI-TOF 40V, Negative-QTOFsplash10-01p9-0490000000-c781897b2ad783232f712017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-Hydroxydaidzein ESI-TOF , Negative-QTOFsplash10-014i-0090000000-fed2e6e8e1cde5241ea22017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-Hydroxydaidzein ESI-TOF 30V, Negative-QTOFsplash10-000l-0090000000-19a30ebdf377ccbe424b2017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-Hydroxydaidzein ESI-TOF 20V, Negative-QTOFsplash10-014r-0090000000-37c6f5fc192f20fe028a2017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-Hydroxydaidzein ESI-TOF 10V, Negative-QTOFsplash10-014i-0090000000-1882606cde229ce00d522017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-Hydroxydaidzein LC-ESI-TOF , negative-QTOFsplash10-01p9-0490000000-c781897b2ad783232f712017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-Hydroxydaidzein LC-ESI-TOF , negative-QTOFsplash10-000l-0090000000-19a30ebdf377ccbe424b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-Hydroxydaidzein LC-ESI-TOF , negative-QTOFsplash10-014r-0090000000-37c6f5fc192f20fe028a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-Hydroxydaidzein LC-ESI-TOF , negative-QTOFsplash10-014i-0090000000-1882606cde229ce00d522017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-Hydroxydaidzein LC-ESI-QFT 18V, positive-QTOFsplash10-00di-0090000000-97e1e95be0c57f6376122020-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-Hydroxydaidzein LC-ESI-IT 18V, positive-QTOFsplash10-0ftr-0490000000-d2087f3e7b97b4ee8a1b2020-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-Hydroxydaidzein 6V, Positive-QTOFsplash10-00di-0390000000-7ec4b69686017132dc4f2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-Hydroxydaidzein 20V, Positive-QTOFsplash10-014r-0090000000-37c6f5fc192f20fe028a2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-Hydroxydaidzein 6V, Positive-QTOFsplash10-00di-0390000000-679ebc128e6b032f16832021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-Hydroxydaidzein 10V, Positive-QTOFsplash10-014i-0090000000-1882606cde229ce00d522021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-Hydroxydaidzein 40V, Positive-QTOFsplash10-01p9-0490000000-c781897b2ad783232f712021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-Hydroxydaidzein 30V, Positive-QTOFsplash10-000l-0090000000-19a30ebdf377ccbe424b2021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydaidzein 10V, Positive-QTOFsplash10-00di-0090000000-2bf617f49da4d2c50c6c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydaidzein 20V, Positive-QTOFsplash10-00dl-0190000000-449921d83067b7c137562017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydaidzein 40V, Positive-QTOFsplash10-0kl1-7940000000-70c5f167cada0e5b7e652017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydaidzein 10V, Negative-QTOFsplash10-014i-0090000000-2c0864c68010bbbcd32b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydaidzein 20V, Negative-QTOFsplash10-014i-0290000000-84445d4753f3b767f4a72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydaidzein 40V, Negative-QTOFsplash10-01ox-2980000000-b37417549df1a97858e82017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydaidzein 10V, Positive-QTOFsplash10-00di-0090000000-ae6e5e86465295cd03322021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydaidzein 20V, Positive-QTOFsplash10-00di-0090000000-7e049b35e68471de57d22021-09-22Wishart 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 831 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 831 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 831 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 831 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 831 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 831 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB029811
KNApSAcK IDC00009384
Chemspider ID4447692
KEGG Compound IDC14313
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5284648
PDB ID47X
ChEBI ID50399
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1698531
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 ]