precursor metabolite

Showing entry for Daidzein

Identification

PhytoHub ID
PHUB000222
Name
Daidzein
Systematic Name
Not Available
Synonyms
  • 7,4'-Dihydroxyisoflavone
  • Daidzeol
CAS Number
Not Available
Average Mass
254.241
Monoisotopic Mass
254.057908802
Chemical Formula
C15H10O4
IUPAC Name
7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
InChI Key
ZQSIJRDFPHDXIC-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H
SMILES
OC1=CC=C(C=C1)C1=COC2=C(C=CC(O)=C2)C1=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
8.49e-02 g/l
LogS (ALOGPS)
-3.48
LogP (ALOGPS)
3.30
Hydrogen Acceptors
4
Hydrogen Donors
2
Rotatable Bond Count
1
Polar Surface Area
66.76
Refractivity
69.70200000000001
Polarizability
25.746505585407
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-5.336102454110623
pKa (strongest acidic)
6.476840159725478
Number of Rings
3
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Flavonoids
Sub-class
Isoflavones

Taxonomy as Metabolite

Metabolite Family
(Poly)phenol metabolites
Metabolite Class
Flavonoid metabolites
Metabolite Sub-class
Isoflavones (parent, host and microbial metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
DaidzinPolyphenolsFlavonoidsIsoflavonesShow Food Phytochemical
6''-O-MalonyldaidzinPolyphenolsFlavonoidsIsoflavonesShow Food Phytochemical
PuerarinPolyphenolsFlavonoidsIsoflavonesShow Food Phytochemical
DaidzeinPolyphenolsFlavonoidsIsoflavonesShow Food Phytochemical
6''-O-AcetyldaidzinPolyphenolsFlavonoidsIsoflavonesShow Food Phytochemical
FormononetinPolyphenolsFlavonoidsIsoflavonesShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Isoflavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Isoflav-2-enes
Direct Parent Name
Isoflavones
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "Benzene and substituted derivatives", "Chromones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Hydroxyisoflavonoids", "Organic oxides", "Organooxygen compounds", "Oxacyclic compounds", "Pyranones and derivatives"]
External Descriptor Annotations
["7-hydroxyisoflavones", "Isoflavonoids", "a 4'-hydroxyisoflavone", "an isoflavone", "isoflavones"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromone", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyisoflavonoid", "Isoflavone", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Pyran", "Pyranone"]

Spectra from Phytohub

Spectrum TypeInstrument TypeTechnologyIon ModeCollision EnergyView
GC-MSGC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)Not AvailablePositiveNot AvailableView Spectrum
GC-MSGC-MSNot AvailableNot AvailableNot AvailableView Spectrum
GC-MSGC-EI-TOFinstrument=Pegasus III TOF-MS system, Leco; GC 6890, Agilent TechnologiespositiveNot AvailableView Spectrum
GC-MSGC-MSNot AvailableNot AvailableNot AvailableView Spectrum
GC-MSGC-EI-TOFinstrument=Leco Pegasus IVpositiveNot AvailableView Spectrum
Predicted GC-MSGC-MSPredicted by CFMID-EI, energy0PositiveNot AvailableView Spectrum
Predicted GC-MSGC-MSPredicted by CFMID-EI, Ionization energy 70 eV fully TMS-derivatized (structure: C[Si](C)(C)OC1=CC=C(C2=COC3=CC(O[Si](C)(C)C)=CC=C3C2=O)C=C1)PositiveNot AvailableView Spectrum
Predicted GC-MSGC-MSPredicted by CFMID-EI, energy0EiNot AvailableView Spectrum
LC-MS/MSQuattro_QQQdelivery=Flow_Injection analyzer=Triple_QuadPositive10VView Spectrum
LC-MS/MSQuattro_QQQdelivery=Flow_Injection analyzer=Triple_QuadPositive25VView Spectrum
LC-MS/MSQuattro_QQQdelivery=Flow_Injection analyzer=Triple_QuadPositive40VView Spectrum
LC-MS/MSLC-APPI-QQ (API2000)Not AvailablePositiveVView Spectrum
LC-MS/MSLC-APPI-QQ (API2000)Not AvailablePositiveVView Spectrum
LC-MS/MSLC-APPI-QQ (API2000)Not AvailablePositiveVView Spectrum
LC-MS/MSLC-APPI-QQ (API2000)Not AvailablePositiveVView Spectrum
LC-MS/MSLC-APPI-QQ (API2000)Not AvailablePositiveVView Spectrum
LC-MS/MSLC-APPI-QQ (API2000)Not AvailablePositiveVView Spectrum
LC-MS/MSLC-ESI-QTOF (UPLC Q-Tof Premier, Waters)Not AvailablePositive5VView Spectrum
LC-MS/MSLC-ESI-QTOF (UPLC Q-Tof Premier, Waters)Not AvailableNegativeVView Spectrum
LC-MS/MSLC-ESI-QTOF (UPLC Q-Tof Premier, Waters)Not AvailableNegativeVView Spectrum
LC-MS/MSLC-ESI-QTOF (UPLC Q-Tof Premier, Waters)Not AvailablePositiveVView Spectrum
LC-MS/MSLC-ESI-QTOF (UPLC Q-Tof Premier, Waters)Not AvailablePositiveVView Spectrum
LC-MS/MSLC-ESI-QTOF (UPLC Q-Tof Premier, Waters)Not AvailablePositiveVView Spectrum
LC-MS/MSLC-ESI-QTOF (UPLC Q-Tof Premier, Waters)Not AvailableNegativeVView Spectrum
LC-MS/MSLC-ESI-QTOF (UPLC Q-Tof Premier, Waters)Not AvailableNegative30VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDPositive10VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDPositive20VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDPositive40VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDNegative10VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDNegative20VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDNegative40VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDPositive10VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDPositive20VView Spectrum

Food Sources

NameGroup
Red cloverPulses and beans PublicationsShow
Soy beanSoy and soy productsShow
Soy milkSoy and soy productsShow

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
FormononetinChickpeaPulses and beansShow
DaidzeinRed cloverPulses and beans PublicationsShow
FormononetinRed cloverPulses and beans PublicationsShow
6''-O-MalonyldaidzinSoy beanSoy and soy productsShow
DaidzeinSoy beanSoy and soy productsShow
6''-O-AcetyldaidzinSoy beanSoy and soy productsShow
DaidzeinSoy milkSoy and soy productsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Daidzein Daidzeinhumanplasma, serum, urineunchanged5h-8h0.5-2 µmol/LNot AvailableC15H10O4254.057908802 Publications
Daidzein Daidzein 7-O-glucuronidehumanplasma, urinehost metabolism5h-8h50-200 nmol/LNot AvailableC21H18O10430.08999678 Publications
Daidzein Daidzein 4'-O-glucuronidehumanplasma, urinehost metabolism3h-5h50-200 nmol/LNot AvailableC21H18O10430.08999678 Publications
Daidzein Daidzein 7-O-sulfatehumanplasma, urinehost metabolism1h-3h50-200 nmol/LNot AvailableC15H10O7S334.014723836 Publications
Daidzein Dihydrodaidzeinhumanplasma, urinegut microbiota metabolite12h-24h50-200 nmol/LNot AvailableC15H12O4256.073558866 Publications
Daidzein Dihydrodaidzein 7-O-glucuronidehumanplasma, urinehost metabolismNot AvailableNot AvailableNot AvailableC21H20O10432.105646844 Publications
Daidzein 6'-Hydroxy-O-desmethylangolensinhumanplasmahost-gut microbiota co-metabolite8h-12h50-200 nmol/LNot AvailableC15H14O5274.084123551 Publications
Daidzein Equolhumanplasma, serum, urinegut microbiota metabolite12h-24h50-200 nmol/L10-30%C15H14O3242.094294311 Publications
Daidzein O-Desmethylangolensinhumanplasma, urinegut microbiota metabolite12h-24h50-200 nmol/LNot AvailableC15H14O4258.089208931 Publications
Daidzein 6-Hydroxydaidzeinhumanplasmahost metabolism5h-8h<20 nmol/LNot AvailableC15H10O5270.052823422 Publications
Daidzein 8-Hydroxydaidzeinhumanplasmahost metabolism8h-12h<20 nmol/LNot AvailableC15H10O5270.052823422 Publications
Daidzein 3'-Hydroxydaidzeinhumanplasmahost metabolism5h-8h20-50 nmol/LNot AvailableC15H10O5270.052823422 Publications
Daidzein Daidzein-4',7-diglucuronidehumanplasma, urinehost metabolism1h-3h50-200 nmol/LNot AvailableC27H26O16606.122084757 Publications
Daidzein Daidzein-7-glucuronide-4'-sulfatehumanplasma, urinehost metabolism5h-8h200-500 nmol/LNot AvailableC21H18O13S510.046811814 Publications
Daidzein Daidzein 4'-O-sulfatehumanplasma, urinehost metabolism3h-5h20-50 nmol/LNot AvailableC15H10O7S334.014723836 Publications
Daidzein Equol 7-O-glucuronidehumanplasma, urinehost-gut microbiota co-metaboliteNot AvailableNot AvailableNot AvailableC21H22O9418.126382288 Publications
Daidzein Equol 4'-O-glucuronidehumanurinehost-gut microbiota co-metaboliteNot AvailableNot AvailableNot AvailableC21H22O9418.126382288 Publications
Daidzin Daidzeinhumanplasmagut microbiota metabolite5h-8h2-5 µmol/LNot AvailableC15H10O4254.057908802 Publications
6''-O-Malonyldaidzin Daidzeinhumanplasmagut microbiota metabolite3h-5h50-200 nmol/LNot AvailableC15H10O4254.057908802 Publications
Puerarin Daidzeinhumanplasmagut microbiota metabolite1h-3h<20 nmol/LNot AvailableC15H10O4254.057908802 Publications
6''-O-Acetyldaidzin DaidzeinhumanNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC15H10O4254.057908802
Formononetin DaidzeinhumanNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC15H10O4254.057908802

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Daidzein DaidzeinAgeEffect, clusters Publications
Daidzein DaidzeinMicrobiotaEffect, clusters Publications
Daidzein DaidzeinSexEffect, clusters Publications
Daidzein DihydrodaidzeinMicrobiotaEffect, clusters Publications
Daidzein 6'-Hydroxy-O-desmethylangolensinMicrobiotaEffect, clusters Publications
Daidzein EquolGenotypeEffect, clusters Publications
Daidzein EquolMicrobiotaEffect, clusters Publications
Daidzein EquolSexEffect, clusters Publications
Daidzein O-DesmethylangolensinMicrobiotaEffect, clusters Publications
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