<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 03:47:12 UTC</creation_date>
  <update_date>2026-08-19 04:53:03 UTC</update_date>
  <accession/>
  <common_name>Tiaprofenic acid</common_name>
  <class>SmallMolecule</class>
  <description>Tiaprofenic acid is an organic compound with the chemical formula $\text{C}_{14}\text{H}_{12}\text{O}_3\text{S}$ and an average molecular weight of 260.31 g/mol. Tiaprofenic acid belongs to the carbonyl compounds, a subclass of organooxygen compounds within the organic compounds.

The compound is identified as an inhibitor of two protein targets: Prostaglandin G/H synthase 1 (PTGS1) and Prostaglandin G/H synthase 2 (PTGS2). It is found in or released from six recorded sources across various sectors. Within healthcare, pharmaceuticals, and veterinary products, it is used in antiinflammatory and antirheumatic products. It is also associated with food preservation in the food, food processing, and cookware sector. Additionally, it is found in electrical and electronic equipment, specifically electrically stimulated smoking devices, as well as household cleaning and consumer products, including perfumes within detergents and soaps, soap detergents, and non-electric simulated smoking devices. The recorded exposure route for this compound is oral.</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C14H12O3S</chemical_formula>
  <average_molecular_weight>260.308</average_molecular_weight>
  <monisotopic_moleculate_weight>260.05071494</monisotopic_moleculate_weight>
  <iupac_name>2-(5-benzoylthiophen-2-yl)propanoic acid</iupac_name>
  <traditional_iupac>tiaprofenic acid</traditional_iupac>
  <cas_registry_number>33005-95-7</cas_registry_number>
  <smiles>CC(C(O)=O)C1=CC=C(S1)C(=O)C1=CC=CC=C1</smiles>
  <inchi>InChI=1S/C14H12O3S/c1-9(14(16)17)11-7-8-12(18-11)13(15)10-5-3-2-4-6-10/h2-9H,1H3,(H,16,17)</inchi>
  <inchikey>GUHPRPJDBZHYCJ-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic oxygen compounds</super_class>
    <class>Organooxygen compounds</class>
    <sub_class>Carbonyl compounds</sub_class>
    <direct_parent>Aryl-phenylketones</direct_parent>
    <alternate_parents>
      <alternative_parent>2,5-disubstituted thiophenes</alternative_parent>
      <alternative_parent>Benzoyl derivatives</alternative_parent>
      <alternative_parent>Carboxylic acids</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Monocarboxylic acids and derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Thiophene carboxylic acids and derivatives</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>2,5-disubstituted thiophene</substituent>
      <substituent>Aromatic heteromonocyclic compound</substituent>
      <substituent>Aryl-phenylketone</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Benzoyl</substituent>
      <substituent>Carboxylic acid</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Monocarboxylic acid or derivatives</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organoheterocyclic compound</substituent>
      <substituent>Thiophene</substituent>
      <substituent>Thiophene carboxylic acid or derivatives</substituent>
    </substituents>
    <molecular_framework>Aromatic heteromonocyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>aromatic ketone</descriptor>
      <descriptor>monocarboxylic acid</descriptor>
      <descriptor>thiophenes</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Tiaprofenic Acid Action Pathway</name>
      <smpdb_id>SMP0000705</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Tiaprofenic Acid Action Pathway (New)</name>
      <smpdb_id>SMP0124607</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Tiaprofenic acid Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0143799</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Tiaprofenic acid Predicted Metabolism Pathway</name>
      <smpdb_id>SMP0174732</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>3.66</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>3.22</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-3.91</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>3.24e-02 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>3.66</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>4.03</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-7.8</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>2-(5-benzoylthiophen-2-yl)propanoic acid</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>260.308</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>260.05071494</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CC(C(O)=O)C1=CC=C(S1)C(=O)C1=CC=CC=C1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C14H12O3S</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C14H12O3S/c1-9(14(16)17)11-7-8-12(18-11)13(15)10-5-3-2-4-6-10/h2-9H,1H3,(H,16,17)</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>GUHPRPJDBZHYCJ-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>54.37</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>69.19</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>26.78</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>4</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>-1</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:0x00007f72241f3e00&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB01600</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>5468</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>5269</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
  <stitch_id/>
  <actor_id/>
  <pdb_id/>
  <wikipidia/>
  <general_references/>
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      <target_id>BE0000262</target_id>
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  </targets>
</compound>
