<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2026-04-03 00:09:14 UTC</creation_date>
  <update_date>2026-08-22 05:01:08 UTC</update_date>
  <accession/>
  <common_name>Apixaban</common_name>
  <class>SmallMolecule</class>
  <description>Apixaban is an organic compound with the formula C25H25N5O4 and an average molecular weight of 459.51 g/mol. Apixaban belongs to the phenylpiperidines, a subclass of piperidines within the organic compounds. It is classified as an organoheterocyclic compound. This substance acts as an inhibitor of Coagulation factor X (F10).

The compound is found in or released from two recorded sources: amplifiers within electrical and electronic equipment, and antithrombotic agents within healthcare, pharmaceuticals, and veterinary products. The recorded route of exposure is oral. Regarding health effects, apixaban is used as a treatment for thrombosis (PMC9387011) and has a therapeutic effect on ischemic stroke (PMC12299637).</description>
  <categories/>
  <types>
    <type>Human Neurotoxin</type>
  </types>
  <synonyms>
    <synonym>1-(4-Methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-</synonym>
    <synonym>1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide</synonym>
    <synonym>1-(4-Methoxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide</synonym>
    <synonym>1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-4,5-dihydropyrazolo[3,4-c]pyridine-3-carboxamide</synonym>
    <synonym>1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-1H,4H,5H,6H,7H-pyrazolo[3,4-c]pyridine-3-carboxamide</synonym>
    <synonym>1-(4-Methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide</synonym>
    <synonym>1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[3,4-c]pyridine-3-carboxamide</synonym>
    <synonym>1H-Pyrazolo[3,4-c]pyridine-3-carboxamide, 4,5,6,7-tetrahydro-1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-</synonym>
    <synonym>3-carboxylic acid amide</synonym>
    <synonym>3917013</synonym>
    <synonym>3Z9Y7UWC1J</synonym>
    <synonym>4,5,6,7-tetrahydro-1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-1H-pyrazolo[3,4-c]pyridine-3-carboxamide</synonym>
    <synonym>apixab??n</synonym>
    <synonym>Apixaban</synonym>
    <synonym>Apixaban (JAN/USAN/INN)</synonym>
    <synonym>Apixaban (USAN/INN)</synonym>
    <synonym>Apixaban BMS-562247-01</synonym>
    <synonym>Apixaban(BMS-562247-01)</synonym>
    <synonym>apixabanum</synonym>
    <synonym>BMS 562247-01</synonym>
    <synonym>BMS-562247-01</synonym>
    <synonym>BMS-562247|EliquisÃ‚Â®</synonym>
    <synonym>BMS562247-01</synonym>
    <synonym>diketo-gulonic acid</synonym>
    <synonym>EliquisÃ‚Â®</synonym>
    <synonym>GG2</synonym>
    <synonym>OO 1750000</synonym>
    <synonym>S1593_Selleck</synonym>
    <synonym>Sodium malonate dibasic</synonym>
    <synonym>UNII-3Z9Y7UWC1J</synonym>
    <synonym>UNII:3Z9Y7UWC1J</synonym>
    <synonym>[503612-47-3]</synonym>
  </synonyms>
  <chemical_formula>C25H25N5O4</chemical_formula>
  <average_molecular_weight>459.506</average_molecular_weight>
  <monisotopic_moleculate_weight>459.190654</monisotopic_moleculate_weight>
  <iupac_name/>
  <traditional_iupac/>
  <cas_registry_number>503612-47-3</cas_registry_number>
  <smiles>COC1=CC=C(C=C1)N1N=C(C(N)=O)C2=C1C(=O)N(CC2)C1=CC=C(C=C1)N1CCCCC1=O</smiles>
  <inchi>InChI=1S/C25H25N5O4/c1-34-19-11-9-18(10-12-19)30-23-20(22(27-30)24(26)32)13-15-29(25(23)33)17-7-5-16(6-8-17)28-14-3-2-4-21(28)31/h5-12H,2-4,13-15H2,1H3,(H2,26,32)</inchi>
  <inchikey>QNZCBYKSOIHPEH-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom/>
    <super_class/>
    <class/>
    <sub_class/>
    <direct_parent/>
    <alternate_parents/>
    <substituents/>
    <molecular_framework/>
    <descriptors/>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Apixaban Action Pathway (new)</name>
      <smpdb_id>SMP0126437</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Apixaban Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0144055</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>1.83</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>average_mass</kind>
      <value>459.506</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>459.190654</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>COC1=CC=C(C=C1)N1N=C(C(N)=O)C2=C1C(=O)N(CC2)C1=CC=C(C=C1)N1CCCCC1=O</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C25H25N5O4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C25H25N5O4/c1-34-19-11-9-18(10-12-19)30-23-20(22(27-30)24(26)32)13-15-29(25(23)33)17-7-5-16(6-8-17)28-14-3-2-4-21(28)31/h5-12H,2-4,13-15H2,1H3,(H2,26,32)</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>QNZCBYKSOIHPEH-UHFFFAOYSA-N</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:0x00007f7225b05790&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB06605</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>10182969</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>8358471</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
  <stitch_id/>
  <actor_id/>
  <pdb_id/>
  <wikipidia/>
  <general_references/>
  <targets>
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    <target>
      <target_id>BE0000216</target_id>
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  </targets>
</compound>
