Record Information
Version1.0
Creation date2010-04-08 22:05:27 UTC
Update date2020-02-24 19:10:34 UTC
Primary IDFDB002620
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name5,7-Dihydroxyisoflavone
Description5,7-Dihydroxyisoflavone, also known as acid, mefenaminic or apo mefenamic, 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, 5,7-dihydroxyisoflavone is considered to be a flavonoid lipid molecule. 5,7-Dihydroxyisoflavone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 5,7-Dihydroxyisoflavone is a bitter tasting compound. 5,7-Dihydroxyisoflavone has been detected, but not quantified in, nuts and peanuts. This could make 5,7-dihydroxyisoflavone a potential biomarker for the consumption of these foods.
CAS Number4044-00-2
Structure
Thumb
Synonyms
SynonymSource
2',3'-Dimethyl-2-diphenylaminecarboxylic acidHMDB
2-((2,3-Dimethylphenyl)amino)-benzoic acidHMDB
2-((2,3-Dimethylphenyl)amino)benzoic acidHMDB
2-(2,3-Dimethylanilino)benzoic acidHMDB
2-(2,3-Dimethylphenyl)amino-benzoic acidHMDB
2-[(2,3-Dimethylphenyl)amino]-benzoic acidHMDB
2-[(2,3-Dimethylphenyl)amino]benzoic acidHMDB
5,7-Dihydroxy-3-phenyl-4H-1-benzopyran-4-one, 9ciHMDB
Ac. mefenamicoHMDB
Acid, mefenamicHMDB
Acid, mefenaminicHMDB
Acido mefenamicoHMDB
Acidum mefenamicumHMDB
Antigen brand OF mefenamic acidHMDB
Apo mefenamicHMDB
Apo-mefenamicHMDB
ApomefenamicHMDB
Apotex brand OF mefenamic acidHMDB
Aps brand OF mefenamic acidHMDB
Ashbourne brand OF mefenamic acidHMDB
Bafameritin-mHMDB
Bafhameritin-mHMDB
BonabolHMDB
Chemidex brand OF mefenamic acidHMDB
Clonmel brand OF mefenamic acidHMDB
ContraflamHMDB
CoslanHMDB
DysmanHMDB
Elan brand OF mefenamic acidHMDB
Farmasierra brand OF mefenamic acidHMDB
FenaminHMDB
First horizon brand OF mefenamic acidHMDB
Forte, ponstanHMDB
LysalgoHMDB
MefacHMDB
MefacitHMDB
MefedoloHMDB
MefenamateHMDB
Mefenamic acidHMDB
Mefenamic acid (JP15/usp/inn)HMDB
Mefenaminic acidHMDB
MeficHMDB
Mephenamic acidHMDB
Mephenaminic acidHMDB
Methenamic acidHMDB
MycasaalHMDB
N-(2, 3-Dimethylphenyl)anthranilic acidHMDB
N-(2,3-Dimethylphenyl)anthranilic acidHMDB
N-(2,3-Xylyl)-2-aminobenzoic acidHMDB
N-(2,3-Xylyl)-anthranilic acidHMDB
N-(2,3-Xylyl)anthranilic acidHMDB
N-2,3-Xylyl-anthranilic acidHMDB
N-2,3-Xylylanthranilic acidHMDB
NamphenHMDB
Nu mefenamicHMDB
Nu pharm brand OF mefenamic acidHMDB
Nu-mefenamicHMDB
Nu-pharm brand OF mefenamic acidHMDB
NumefenamicHMDB
Parke davis brand OF mefenamic acidHMDB
ParkemedHMDB
Pfizer brand OF mefenamic acidHMDB
Pharmascience brand OF mefenamic acidHMDB
PinalgesicHMDB
Pinewood brand OF mefenamic acidHMDB
PMS Mefenamic acidHMDB
PMS-Mefenamic acidHMDB
PonalarHMDB
PonalgicHMDB
PonmelHMDB
PonstanHMDB
Ponstan forteHMDB
PonstelHMDB
PonstilHMDB
PonstylHMDB
PonsylHMDB
PontalHMDB
RolanHMDB
Rowa brand OF mefenamic acidHMDB
Tamany bonsanHMDB
TanstonHMDB
VialidonHMDB
Warner lambert brand OF mefenamic acidHMDB
Warner-lambert brand OF mefenamic acidHMDB
5,7-Dihydroxy-3-phenyl-4H-1-benzopyran-4-one, 9CIdb_source
Mefenamic acid (jp15/usp/inn)HMDB
PMS mefenamic acidHMDB
PMS-mefenamic acidHMDB
Predicted Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP3.43ALOGPS
logP3.38ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)6.61ChemAxon
pKa (Strongest Basic)-5.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity69.7 m³·mol⁻¹ChemAxon
Polarizability25.54 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC15H10O4
IUPAC name5,7-dihydroxy-3-phenyl-4H-chromen-4-one
InChI IdentifierInChI=1S/C15H10O4/c16-10-6-12(17)14-13(7-10)19-8-11(15(14)18)9-4-2-1-3-5-9/h1-8,16-17H
InChI KeyPJJGZPJJTHBVMX-UHFFFAOYSA-N
Isomeric SMILESOC1=CC(O)=C2C(OC=C(C2=O)C2=CC=CC=C2)=C1
Average Molecular Weight254.2375
Monoisotopic Molecular Weight254.057908808
Classification
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
  • Hydroxyisoflavonoid
  • Isoflavone
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • Monocyclic benzene moiety
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous acid
  • Oxacycle
  • Organoheterocyclic compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen 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 70.86%; H 3.96%; O 25.17%DFC
Melting PointMp 205° (195-196°)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKa4.2
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fb9-0590000000-e2ff2001e153e6cf7449JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00fr-3429000000-b6b1b42102055591ce3cJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0aor-0890000000-cd3ff09fc3580b809662JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0002-0940000000-95fc529c3e873aac5713JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-29e06e81d4c558ee48efJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0090000000-59c5e3ac44232fff89f8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udr-5980000000-90b06001f89cd194ecc5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-9bc12677fe73322192b4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0090000000-e3bcd05c9ccad6986565JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-2950000000-5486ae9d8cb7e66c3a34JSpectraViewer
ChemSpider ID4526438
ChEMBL IDCHEMBL1488393
KEGG Compound IDC02168
Pubchem Compound ID5377381
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDDB00784
HMDB IDHMDB30699
CRC / DFC (Dictionary of Food Compounds) IDCMS43-A:CMS43-A
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00009814
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 / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
bitter
  1. Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.