<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-19 04:43:57 UTC</creation_date>
  <update_date>2026-08-18 15:49:21 UTC</update_date>
  <accession/>
  <common_name>Bisphenol S</common_name>
  <class>SmallMolecule</class>
  <description>Bisphenol S (C12H10O4S) is an organic compound with an average molecular weight of 250.27 g/mol. Bisphenol S belongs to the benzenesulfonyl compounds, a subclass of benzene and substituted derivatives within the organic compounds. It is used in unspecified polycarbonate plastics. Biologically, the compound acts as an endocrine disruptor (PMC10049369), xenoestrogen (PMC5460783), toxin (PMC10049369), poison (PMC10538013), and agonist (PMC13286685).

The compound is released from 32 recorded sources, including drinking water, indoor air, and building and construction materials such as floors, tents or canopies. It is found in food contact materials, food preservation, and fish processing, as well as household cleaning and consumer products including soap detergents, bleaching agents, perfumes within detergents and soaps, cigar cigarettes, and tobacco smoke filters. Additional sources include electrical and electronic equipment such as antennas, amplifiers, communication cables or conductors, coils, and conductors or conductive bodies characterised by the conductive materials. Recorded exposure routes include oral, touch, and inhalation, with literature support for inhalation (PMC9622783).

Bisphenol S is associated with several health effects, including obesity (PMC10477371, PMC10538013, PMC10591514, PMC11938062, PMC12751047, PMC5974368, PMC6944215, PMC7210526, PMC7983487, PMC9229358), weight gain (PMC8669078), and increase in diabetes mellitus (PMC11267006). It is linked to kidney disease (PMC12812235), hyperuricemia (PMC13307085), anemia increase (PMC12000553), and blood pressure increase (PMC7354351). Other associated conditions include heart disease, cancer, and asthma (PMC9918139), as well as asthma (PMC12441581). Reproductive and mental health effects include infertility (PMC12734433), male infertility (PMC11672798), ovarian dysfunction (PMC13286685), anxiety, depression, and hyperactivity (PMC12523086). It is associated with breast cancer (PMC12649852) and an increase in breast cancer (PMC13101310, PMC5260492). Additionally, the compound is elevated in blood in cases of cryptorchidism (PMC8654277).</description>
  <categories/>
  <types>
    <type>Phenolic Antioxidant</type>
  </types>
  <synonyms>
    <synonym>4,4'-Sulfonyldiphenol</synonym>
    <synonym>4,4'-sulphonyldiphenol</synonym>
    <synonym>4-(4-hydroxybenzenesulfonyl)phenol</synonym>
    <synonym>Phenol, 4,4'-sulfonylbis-</synonym>
  </synonyms>
  <chemical_formula>C12H10O4S</chemical_formula>
  <average_molecular_weight>250.27</average_molecular_weight>
  <monisotopic_moleculate_weight>250.029979976</monisotopic_moleculate_weight>
  <iupac_name>4-(4-hydroxybenzenesulfonyl)phenol</iupac_name>
  <traditional_iupac>bisphenol S</traditional_iupac>
  <cas_registry_number>80-09-1</cas_registry_number>
  <smiles>OC1=CC=C(C=C1)S(=O)(=O)C1=CC=C(O)C=C1</smiles>
  <inchi>InChI=1S/C12H10O4S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8,13-14H</inchi>
  <inchikey>VPWNQTHUCYMVMZ-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Benzenoids</super_class>
    <class>Benzene and substituted derivatives</class>
    <sub_class>Benzenesulfonyl compounds</sub_class>
    <direct_parent>Benzenesulfonyl compounds</direct_parent>
    <alternate_parents>
      <alternative_parent>1-hydroxy-2-unsubstituted benzenoids</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organooxygen compounds</alternative_parent>
      <alternative_parent>Sulfones</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>1-hydroxy-2-unsubstituted benzenoid</substituent>
      <substituent>Aromatic homomonocyclic compound</substituent>
      <substituent>Benzenesulfonyl group</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organosulfur compound</substituent>
      <substituent>Phenol</substituent>
      <substituent>Sulfone</substituent>
      <substituent>Sulfonyl</substituent>
    </substituents>
    <molecular_framework>Aromatic homomonocyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>phenols</descriptor>
      <descriptor>sulfone</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>1.9</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>1.89</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-2.61</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>6.11e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>2.32</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>7.42</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-6.6</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>4-(4-hydroxybenzenesulfonyl)phenol</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>250.27</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>250.029979976</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>OC1=CC=C(C=C1)S(=O)(=O)C1=CC=C(O)C=C1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C12H10O4S</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C12H10O4S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8,13-14H</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>VPWNQTHUCYMVMZ-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>74.6</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>63.55</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>24.11</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>2</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:0x00007f722103b228&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id/>
  <hmdb_id/>
  <pubchem_compound_id>6626</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>6374</chemspider_id>
  <kegg_id/>
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  </targets>
</compound>
