precursor

Showing entry for Biochanin A

Identification

PhytoHub ID
PHUB000220
Name
Biochanin A
Systematic Name
Not Available
Synonyms
  • 4'-Methylgenistein
  • 5,7-Dihydroxy-4'-methoxyisoflavone
  • Pratensol
CAS Number
Not Available
Average Mass
284.267
Monoisotopic Mass
284.068473486
Chemical Formula
C16H12O5
IUPAC Name
5,7-dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one
InChI Key
WUADCCWRTIWANL-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)12-8-21-14-7-10(17)6-13(18)15(14)16(12)19/h2-8,17-18H,1H3
SMILES
COC1=CC=C(C=C1)C1=COC2=CC(O)=CC(O)=C2C1=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
5.83e-02 g/l
LogS (ALOGPS)
-3.69
LogP (ALOGPS)
3.44
Hydrogen Acceptors
5
Hydrogen Donors
2
Rotatable Bond Count
2
Polar Surface Area
75.99000000000001
Refractivity
76.16519999999997
Polarizability
28.67070117912462
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-4.716057035165476
pKa (strongest acidic)
6.5479486099736
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

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Isoflavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
O-methylated isoflavonoids
Direct Parent Name
4'-O-methylisoflavones
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Alkyl aryl ethers", "Anisoles", "Chromones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Hydroxyisoflavonoids", "Isoflavones", "Methoxybenzenes", "Organic oxides", "Oxacyclic compounds", "Phenoxy compounds", "Pyranones and derivatives", "Vinylogous acids"]
External Descriptor Annotations
["7-hydroxyisoflavones", "Isoflavonoids", "isoflavones", "methoxyisoflavone"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "4p-o-methylisoflavone", "Alkyl aryl ether", "Anisole", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromone", "Ether", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyisoflavonoid", "Isoflavone", "Methoxybenzene", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol ether", "Phenoxy compound", "Pyran", "Pyranone", "Vinylogous acid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeTechnologyIon ModeCollision EnergyView
GC-MSGC-MSNot AvailableNot AvailableNot 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: COC1=CC=C(C2=COC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1)PositiveNot AvailableView Spectrum
Predicted GC-MSGC-MSPredicted by CFMID-EI, energy0EiNot AvailableView Spectrum
LC-MS/MSESI-TOFNot AvailableNegative40VView Spectrum
LC-MS/MSESI-TOFNot AvailableNegative50VView Spectrum
LC-MS/MSESI-TOFNot AvailableNegative30VView Spectrum
LC-MS/MSESI-TOFNot AvailableNegativeVView Spectrum
LC-MS/MSESI-TOFNot AvailableNegative20VView Spectrum
LC-MS/MSESI-TOFFrom Sumner LibraryNegative40VView Spectrum
LC-MS/MSESI-TOFFrom Sumner LibraryNegative50VView Spectrum
LC-MS/MSESI-TOFFrom Sumner LibraryNegative30VView Spectrum
LC-MS/MSESI-TOFFrom Sumner LibraryNegativeVView Spectrum
LC-MS/MSESI-TOFFrom Sumner LibraryNegative20VView Spectrum
LC-MS/MSDI-ESI-qTofFrom GNPS LibraryPositiveVView Spectrum
LC-MS/MSDI-ESI-qTofFrom GNPS LibraryPositiveVView Spectrum
LC-MS/MSDI-ESI-qTofFrom GNPS LibraryNegativeVView 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-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-IDNegative10VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDNegative20VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDNegative40VView Spectrum

Food Sources

NameGroup
ChickpeaPulses and beansShow
Red cloverPulses and beans PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Biochanin A Biochanin Ahumanplasma, serum, urineunchanged3h-5h50-200 nmol/LNot AvailableC16H12O5284.068473486 Publications
Biochanin A GenisteinhumanNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC15H10O5270.052823422 Publications
Biochanin A Biochanin A-7-O-glucuronidehumanNot Availablehost metabolismNot AvailableNot AvailableNot AvailableC22H20O11460.100561464
Biochanin A Biochanin A 7-O-sulfatehumanurinehost metabolismNot AvailableNot AvailableNot Available Publications
Biochanin A 2,3-Dihydrobiochanin Ahumanplasma, urinegut microbiota metabolite12h-24h50-200 nmol/LNot AvailableC16H14O5286.084123551 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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