<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2026-04-06 04:11:58 UTC</creation_date>
  <update_date>2026-05-14 19:04:02 UTC</update_date>
  <accession/>
  <common_name>(S)-Amlodipine</common_name>
  <class>SmallMolecule</class>
  <description>(S)-Amlodipine is an organic compound with the formula C20H25ClN2O5 and an average molecular weight of 408.88 g/mol. (S)-Amlodipine belongs to the hydropyridines, a subclass of pyridines and derivatives within the organic compounds. This substance is recorded as being found in or released from four sources, including healthcare, pharmaceuticals and veterinary products as calcium channel blockers, household cleaning and consumer products as other smoking requisites, and electrical and electronic equipment such as antennas and electric hearing aids. The recorded route of exposure for this compound is oral.

At the molecular level, (S)-Amlodipine interacts with four recorded protein targets. It acts as an agonist or antagonist of the voltage-dependent L-type calcium channel subunit alpha-1C (CACNA1C) and the voltage-dependent L-type calcium channel subunit alpha-1D (CACNA1D). Additionally, it targets nitric oxide synthase 3 (NOS3) and inducible nitric oxide synthase (NOS2).</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C20H25ClN2O5</chemical_formula>
  <average_molecular_weight>408.88</average_molecular_weight>
  <monisotopic_moleculate_weight>408.1451996</monisotopic_moleculate_weight>
  <iupac_name/>
  <traditional_iupac/>
  <cas_registry_number>103129-82-4</cas_registry_number>
  <smiles>CCOC(=O)C1=C(COCCN)NC(C)=C([C@@H]1C1=C(Cl)C=CC=C1)C(=O)OC</smiles>
  <inchi>InChI=1S/C20H25ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21/h5-8,17,23H,4,9-11,22H2,1-3H3/t17-/m0/s1</inchi>
  <inchikey>HTIQEAQVCYTUBX-KRWDZBQOSA-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>Levamlodipine Action Pathway</name>
      <smpdb_id>SMP0126329</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Levamlodipine Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0144377</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>1.64</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>average_mass</kind>
      <value>408.88</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>408.1451996</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CCOC(=O)C1=C(COCCN)NC(C)=C([C@@H]1C1=C(Cl)C=CC=C1)C(=O)OC</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C20H25ClN2O5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C20H25ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21/h5-8,17,23H,4,9-11,22H2,1-3H3/t17-/m0/s1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>HTIQEAQVCYTUBX-KRWDZBQOSA-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:0x00007f72676ab7c0&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB09237</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>9822750</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id/>
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  <biocyc_id/>
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  <wikipidia/>
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  <targets>
    <target>
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</compound>
