Record Information
Version1.0
Creation date2010-04-08 22:05:24 UTC
Update date2020-02-24 19:10:32 UTC
Primary IDFDB002514
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3'-Hydroxybiochanin A
DescriptionPratensein belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone. Pratensein has been detected, but not quantified in, a few different foods, such as chickpeas (Cicer arietinum), peanuts (Arachis hypogaea), and pulses. This could make pratensein a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Pratensein.
CAS Number2284-31-3
Structure
Thumb
Synonyms
SynonymSource
3',5,7-Trihydroxy-4'-methoxyisoflavoneChEBI
3'-Hydroxy-biochanin aChEBI
3'-Hydroxybiochanin aChEBI
5,7,3'-Trihydroxy-4'-methoxyisoflavoneChEBI
5,7-Dihydroxy-3-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-oneChEBI
4776b CompoundMeSH, HMDB
4'-Methoxy-3',5,7-trihydroxyisoflavoneMeSH, HMDB
3'-Hydroxybiochanin Amanual
Pratenseindb_source
Pratensinmanual
Predicted Properties
PropertyValueSource
Water Solubility0.08 g/LALOGPS
logP3.05ALOGPS
logP2.92ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)6.61ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area96.22 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity78.15 m³·mol⁻¹ChemAxon
Polarizability29.54 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC16H12O6
IUPAC name5,7-dihydroxy-3-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one
InChI IdentifierInChI=1S/C16H12O6/c1-21-13-3-2-8(4-11(13)18)10-7-22-14-6-9(17)5-12(19)15(14)16(10)20/h2-7,17-19H,1H3
InChI KeyFPIOBTBNRZPWJW-UHFFFAOYSA-N
Isomeric SMILESCOC1=C(O)C=C(C=C1)C1=COC2=CC(O)=CC(O)=C2C1=O
Average Molecular Weight300.2629
Monoisotopic Molecular Weight300.063388116
Classification
Description Belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassO-methylated isoflavonoids
Direct Parent3'-hydroxy,4'-methoxyisoflavonoids
Alternative Parents
Substituents
  • 3'-hydroxy,4'-methoxyisoflavonoid
  • 4p-o-methylisoflavone
  • Isoflavone
  • Hydroxyisoflavonoid
  • Chromone
  • Methoxyphenol
  • 1-benzopyran
  • Benzopyran
  • Phenoxy compound
  • Phenol ether
  • Anisole
  • Methoxybenzene
  • 1-hydroxy-2-unsubstituted benzenoid
  • 1-hydroxy-4-unsubstituted benzenoid
  • Alkyl aryl ether
  • Phenol
  • Pyranone
  • Benzenoid
  • Pyran
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Vinylogous acid
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 64.00%; H 4.03%; O 31.97%DFC
Melting PointMp 272-273°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data320 () (MeOH-NaOH) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS3'-Hydroxybiochanin A, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0fl0-0392000000-b33a9f600255a7645331Spectrum
Predicted GC-MS3'-Hydroxybiochanin A, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udi-2180970000-37a9800477d82a62a0a2Spectrum
Predicted GC-MS3'-Hydroxybiochanin A, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS3'-Hydroxybiochanin A, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT 21V, positivesplash10-0udr-0096000000-f8f401a8a48dd8fb870dSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-IT 21V, positivesplash10-00kr-0090000000-9331cc69724483ba671cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0109000000-99b3ff2ff09032c77392Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0329000000-07e3785d7c0ec0e32427Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fk9-6940000000-d65be68235fd05108d60Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-9bdb9b13d7148406dc38Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0390000000-6f6b16a3d9e7b25e542dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ugi-2790000000-d080df272f8cc794ba14Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0009000000-545fc7c692e0abcd7966Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0009000000-545fc7c692e0abcd7966Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-0290000000-700da632aef4c754c8f2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-fb4a565723d52a1e4624Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0090000000-185770323f5773ae368cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ufr-0090000000-d5386a1b1f88b835a298Spectrum
NMRNot Available
ChemSpider ID4445115
ChEMBL IDCHEMBL252904
KEGG Compound IDC10520
Pubchem Compound ID5281803
Pubchem Substance IDNot Available
ChEBI ID8359
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30617
CRC / DFC (Dictionary of Food Compounds) IDHBP83-B:CMF63-T
EAFUS IDNot Available
Dr. Duke IDPRATENSEIN|PRATENSIN
BIGG IDNot Available
KNApSAcK IDC00002563
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
hypolipidemicDUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.