<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-25 23:09:23 UTC</creation_date>
  <update_date>2026-04-04 19:34:09 UTC</update_date>
  <accession/>
  <common_name>3-Hydroxyflavone</common_name>
  <class>SmallMolecule</class>
  <description>3-Hydroxyflavone is an organic compound with the formula C15H10O3 and an average molecular weight of 238.24 g/mol. 3-Hydroxyflavone belongs to the flavones, a subclass of flavonoids within the organic compounds. It is categorized under the superclass of phenylpropanoids and polyketides. Biologically, this compound serves as an antioxidant (PMC11393805, PMC12386615, PMC12898388, PMC4222091, PMC4252864, PMC8391949, PMC9501439, PMC9609092).

The compound is found in or released from 21 recorded sources. These include food, food processing and cookware, such as the preparation of malt and vinegar, molasses and the treatment of molasses, food preservation, and fermentation processes for beer, among four others. It is also associated with household cleaning and consumer products, including soap detergents, bleaching agents, perfumes within detergents and soaps, tobacco product cases, and cigar cigarettes, plus one additional source. In the realm of electrical and electronic equipment, it is found in antennas, electrodes, still video cameras, and conductors or conductive bodies characterised by the conductive materials, as well as electrically stimulated smoking devices. Additionally, it is recorded in building and construction materials, specifically stairs and ramps.

Regarding health effects, 3-Hydroxyflavone is associated with obesity (PMC9609092) and is linked to a decrease in cancer (PMC11393805). It has demonstrated therapeutic effects on leukemia, breast cancer, cancer (PMC11732501), and atherosclerosis (PMC11732501).</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C15H10O3</chemical_formula>
  <average_molecular_weight>238.2381</average_molecular_weight>
  <monisotopic_moleculate_weight>238.062994186</monisotopic_moleculate_weight>
  <iupac_name>3-hydroxy-2-phenyl-4H-chromen-4-one</iupac_name>
  <traditional_iupac>flavonol</traditional_iupac>
  <cas_registry_number>577-85-5</cas_registry_number>
  <smiles>OC1=C(OC2=CC=CC=C2C1=O)C1=CC=CC=C1</smiles>
  <inchi>InChI=1S/C15H10O3/c16-13-11-8-4-5-9-12(11)18-15(14(13)17)10-6-2-1-3-7-10/h1-9,17H</inchi>
  <inchikey>HVQAJTFOCKOKIN-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Phenylpropanoids and polyketides</super_class>
    <class>Flavonoids</class>
    <sub_class>Flavones</sub_class>
    <direct_parent>Flavonols</direct_parent>
    <alternate_parents>
      <alternative_parent>3-hydroxyflavonoids</alternative_parent>
      <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>3-hydroxyflavone</substituent>
      <substituent>3-hydroxyflavonoid</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Benzopyran</substituent>
      <substituent>Chromone</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Hydroxyflavonoid</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>flavonols</descriptor>
      <descriptor>monohydroxyflavone</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways/>
  <state/>
  <appearance/>
  <experimental_properties/>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>2.55</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-3.23</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>1.39e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>2.72</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>9.29</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-3.7</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>3-hydroxy-2-phenyl-4H-chromen-4-one</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>238.2381</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>238.062994186</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>OC1=C(OC2=CC=CC=C2C1=O)C1=CC=CC=C1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C15H10O3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C15H10O3/c16-13-11-8-4-5-9-12(11)18-15(14(13)17)10-6-2-1-3-7-10/h1-9,17H</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>HVQAJTFOCKOKIN-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>46.53</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>68.94</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>24.61</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>1</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/>
  <mechanism_of_toxicity/>
  <metabolism/>
  <toxicity/>
  <lethaldose/>
  <carcinogenicity/>
  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f7278893ae0&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id/>
  <hmdb_id/>
  <pubchem_compound_id>11349</pubchem_compound_id>
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  <general_references/>
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</compound>
