<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-25 22:40:07 UTC</creation_date>
  <update_date>2026-08-19 08:47:12 UTC</update_date>
  <accession/>
  <common_name>Isoflavones</common_name>
  <class>SmallMolecule</class>
  <description>Isoflavones belongs to the isoflav-2-enes, a subclass of isoflavonoids within the organic compounds. This compound has the formula C15H10O2 and an average molecular weight of 222.24 g/mol. Biologically, it serves as a nutrient (PMC4713194), an antioxidant (PMC13249380), and a protective agent (PMC11435217). It acts as an agonist for two protein targets: Peroxisome proliferator-activated receptor gamma (PPARG) and Peroxisome proliferator-activated receptor alpha (PPARA).

Isoflavones are found in 17 recorded sources, including ceilings in building and construction; antennas, magnets, radio transmission systems, and thin magnetic films in electrical and electronic equipment; cigar cigarettes, tobacco product cases, pipe accessories, and other smoking requisites in household cleaning and consumer products; and food processing and cookware, specifically the preparation of malt, vinegar, wine or sparkling wine, molasses and its treatment, and fermentation processes for beer.

Regarding health effects, isoflavones are associated with male infertility (PMC10390305), prostate cancer (PMC4153070), a decrease in cancer (PMC5666732), and a decrease in endometrial cancer (PMC11303474, PMC4801991). The compound is used as a treatment for diabetes mellitus (PMC10646315) and hypertension (PMC13462034). Furthermore, it has demonstrated therapeutic effects on blood pressure (PMC11605795), cancer (PMC4713194, PMC7126989), prostate cancer (PMC12858508), neurological dysfunction (PMC13249380), and breast cancer (PMC11605795, PMC11755457, PMC11857983).</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C15H10O2</chemical_formula>
  <average_molecular_weight>222.243</average_molecular_weight>
  <monisotopic_moleculate_weight>222.068079562</monisotopic_moleculate_weight>
  <iupac_name>3-phenyl-4H-chromen-4-one</iupac_name>
  <traditional_iupac>isoflavone</traditional_iupac>
  <cas_registry_number>574-12-9</cas_registry_number>
  <smiles>O=C1C(=COC2=CC=CC=C12)C1=CC=CC=C1</smiles>
  <inchi>InChI=1S/C15H10O2/c16-15-12-8-4-5-9-14(12)17-10-13(15)11-6-2-1-3-7-11/h1-10H</inchi>
  <inchikey>GOMNOOKGLZYEJT-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Phenylpropanoids and polyketides</super_class>
    <class>Isoflavonoids</class>
    <sub_class>Isoflav-2-enes</sub_class>
    <direct_parent>Isoflavones</direct_parent>
    <alternate_parents>
      <alternative_parent>Benzene and substituted derivatives</alternative_parent>
      <alternative_parent>Chromones</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organooxygen compounds</alternative_parent>
      <alternative_parent>Oxacyclic compounds</alternative_parent>
      <alternative_parent>Pyranones and derivatives</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>1-benzopyran</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Benzopyran</substituent>
      <substituent>Chromone</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Isoflavone</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organoheterocyclic compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Oxacycle</substituent>
      <substituent>Pyran</substituent>
      <substituent>Pyranone</substituent>
    </substituents>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>Isoflavonoids</descriptor>
      <descriptor>a small molecule</descriptor>
      <descriptor>isoflavones</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways/>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>3.34</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>3.51</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-4.42</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>8.43e-03 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>3.34</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-5.3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>3-phenyl-4H-chromen-4-one</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>222.243</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>222.068079562</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>O=C1C(=COC2=CC=CC=C12)C1=CC=CC=C1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C15H10O2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C15H10O2/c16-15-12-8-4-5-9-14(12)17-10-13(15)11-6-2-1-3-7-11/h1-10H</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>GOMNOOKGLZYEJT-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>26.3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>65.74</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>23.64</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formal_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure/>
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  <metabolism/>
  <toxicity/>
  <lethaldose/>
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  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f7224838b80&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB12007</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>72304</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>65255</chemspider_id>
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</compound>
