precursor

Showing entry for Formononetin

Identification

PhytoHub ID
PHUB000224
Name
Formononetin
Systematic Name
Not Available
Synonyms
  • 4'-Methyldaidzein
  • 7-Hydroxy-4'-methoxyisoflavone
  • Biochanin B
  • Neochanin
  • Pratol
CAS Number
Not Available
Average Mass
268.268
Monoisotopic Mass
268.073558866
Chemical Formula
C16H12O4
IUPAC Name
7-hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one
InChI Key
HKQYGTCOTHHOMP-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C16H12O4/c1-19-12-5-2-10(3-6-12)14-9-20-15-8-11(17)4-7-13(15)16(14)18/h2-9,17H,1H3
SMILES
COC1=CC=C(C=C1)C1=COC2=C(C=CC(O)=C2)C1=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
4.02e-02 g/l
LogS (ALOGPS)
-3.82
LogP (ALOGPS)
3.56
Hydrogen Acceptors
4
Hydrogen Donors
1
Rotatable Bond Count
2
Polar Surface Area
55.76
Refractivity
74.18430000000001
Polarizability
27.843678310293292
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-4.71378120136908
pKa (strongest acidic)
6.478252867302431
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", "Alkyl aryl ethers", "Anisoles", "Chromones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Hydroxyisoflavonoids", "Isoflavones", "Methoxybenzenes", "Organic oxides", "Oxacyclic compounds", "Phenoxy compounds", "Pyranones and derivatives"]
External Descriptor Annotations
["7-hydroxyisoflavones", "Isoflavonoids", "a 4'-methoxyisoflavone", "isoflavones", "methoxyisoflavone"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-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"]

Spectra from Phytohub

Spectrum TypeInstrument TypeTechnologyIon ModeCollision EnergyView
GC-MSGC-EI-TOFinstrument=Leco Pegasus IVpositiveNot 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=C3C2=O)C=C1)PositiveNot AvailableView Spectrum
Predicted GC-MSGC-MSPredicted by CFMID-EI, energy0EiNot AvailableView Spectrum
LC-MS/MSESI-TOFNot AvailableNegative50VView Spectrum
LC-MS/MSESI-TOFNot AvailableNegative30VView Spectrum
LC-MS/MSESI-TOFNot AvailableNegative10VView Spectrum
LC-MS/MSESI-TOFNot AvailableNegative40VView Spectrum
LC-MS/MSESI-TOFNot AvailableNegative20VView Spectrum
LC-MS/MSESI-TOFNot AvailableNegativeVView Spectrum
LC-MS/MSESI-TOFFrom Sumner LibraryNegative50VView Spectrum
LC-MS/MSESI-TOFFrom Sumner LibraryNegative30VView Spectrum
LC-MS/MSESI-TOFFrom Sumner LibraryNegative10VView Spectrum
LC-MS/MSESI-TOFFrom Sumner LibraryNegative40VView Spectrum
LC-MS/MSESI-TOFFrom Sumner LibraryNegative20VView Spectrum
LC-MS/MSESI-TOFFrom Sumner LibraryNegativeVView Spectrum
LC-MS/MSDI-ESI-qTofFrom GNPS LibraryPositiveVView Spectrum
LC-MS/MSDI-ESI-qTofFrom GNPS LibraryNegativeVView Spectrum
LC-MS/MSLC-ESI-qTofFrom GNPS LibraryPositiveVView Spectrum
LC-MS/MSLC-ESI-QTOFinstrument=UPLC Q-Tof Premier, WatersnegativeVView Spectrum
LC-MS/MSLC-ESI-QTOFinstrument=Agilent 1200 RRLC; Agilent 6520 QTOFnegativeVView Spectrum
LC-MS/MSLC-ESI-QTOFinstrument=Agilent 1200 RRLC; Agilent 6520 QTOFnegativeVView Spectrum
LC-MS/MSLC-ESI-QTOFinstrument=Agilent 1200 RRLC; Agilent 6520 QTOFnegativeVView 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

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
Formononetin DaidzeinhumanNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC15H10O4254.057908802
Formononetin Formononetinhumanplasma, serum, urineunchanged3h-5h20-50 nmol/LNot AvailableC16H12O4268.073558866 Publications
Formononetin Formononetin 7-O-glucuronidehumanurinehost metabolismNot AvailableNot AvailableNot AvailableC22H22O11462.116211528 Publications
Formononetin Formononetin 7-O-sulfatehumanurinehost metabolismNot AvailableNot AvailableNot Available Publications
Formononetin Dihydroformononetinhumanplasma, urinegut microbiota metabolite12h-24h50-200 nmol/LNot AvailableC16H14O4270.089208931 Publications
Formononetin Calycosinhumanurinehost metabolismNot AvailableNot AvailableNot AvailableC16H12O5284.068473486 Publications
Formononetin Angolensinhumanurinegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC16H16O4272.104858995 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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