Record Information
Version1.0
Creation date2015-10-09 22:33:05 UTC
Update date2017-01-19 02:36:39 UTC
FoodComEx IDPC000852
FoodDB RecordFDB011828
Chemical Information
NameGenistein
DescriptionGenistein is a phenolic compound belonging to the isoflavonoid group. Isoflavonoids are found mainly in soybean. Genistein and daidzein (an other isoflavonoid) represent the major phytochemicals found in this plant. Health benefits (e.g. reduced risk for certain cancers and diseases of old age) associated to soya products consumption have been observed in East Asian populations and several epidemiological studies. This association has been linked to the action of isoflavonoids. With a chemical structure similar to the hormone 17-b-estradiol, soy isoflavones are able to interact with the estrogen receptor. They also possess numerous biological activities. (PMID: 15540649). Genistein is a biomarker for the consumption of soy beans and other soy products.
CAS Number446-72-0
Structure
Thumb
Synonyms
SynonymSource
4,5,7-Trihydroxy iso-flavoneHMDB
4',5, 7-TrihydroxyisoflavoneHMDB
4',5,7-trihydroxy-Isoflavonebiospider
4',5,7-Trihydroxyisoflavonebiospider
4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-biospider
5,7-Dihydroxy-3-(4-hydroxyphenyl)-4-benzopyronebiospider
5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-1-Benzopyran-4-onebiospider
5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-onebiospider
5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-onebiospider
5,7,4'-TrihydroxyisoflavoneChEBI
Bonisteinbiospider
Differenol Adb_source
Genesteinbiospider
Genistein 85% hplcHMDB
Genisteoldb_source
Genisterinbiospider
Isoflavone, 4',5,7-trihydroxy-biospider
Prunetoldb_source
Sophoricoldb_source
Chemical FormulaC15H10O5
IUPAC name5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
InChI IdentifierInChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H
InChI KeyTZBJGXHYKVUXJN-UHFFFAOYSA-N
Isomeric SMILESOC1=CC=C(C=C1)C1=COC2=CC(O)=CC(O)=C2C1=O
Average Molecular Weight270.24
Monoisotopic Molecular Weight270.052823422
Chemical Taxonomy
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
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Vinylogous acid
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointMp 301-302° dec.DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 20 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci C381
AKSci J10015
AKSci J93134
AKSci HMDB0003217
Cayman Chemical 10005167
Glentham GP7710
MetaSci HMDB0003217
Toronto Research Chemicals G350000