<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 03:44:59 UTC</creation_date>
  <update_date>2026-08-19 06:52:52 UTC</update_date>
  <accession/>
  <common_name>Pindolol</common_name>
  <class>SmallMolecule</class>
  <description>Pindolol is an organic compound with the formula C14H20N2O2 and an average molecular weight of 248.32 g/mol. Pindolol belongs to the indoles, a subclass of indoles and derivatives within the organic compounds.

This compound is recorded as being found in or released from 14 sources. Within healthcare, pharmaceuticals, and veterinary products, it is identified as a beta blocking agent. It is also found in drinking water and water supply, and in food, food processing, and cookware specifically regarding the preparation of wine or sparkling wine. Additional sources include household cleaning and consumer products such as perfumes within detergents and soaps, tobacco smoke filters, non electric simulated smoking devices, cigar cigarettes, and other smoking requisites. It is further associated with electrical and electronic equipment, including electrodes, radio transmission systems, amplifiers, electrically stimulated smoking devices, and conductors or conductive bodies characterised by the conductive materials. The recorded route of exposure for this compound is oral.

Pindolol interacts with five recorded protein targets. It acts as an agonist, antagonist, or partial agonist of the Beta-1 adrenergic receptor (ADRB1), the Beta-2 adrenergic receptor (ADRB2), 5-hydroxytryptamine receptor 1A (HTR1A), and 5-hydroxytryptamine receptor 1B (HTR1B), as well as one other protein.</description>
  <categories/>
  <types>
    <type>Human Neurotoxin</type>
  </types>
  <synonyms/>
  <chemical_formula>C14H20N2O2</chemical_formula>
  <average_molecular_weight>248.3208</average_molecular_weight>
  <monisotopic_moleculate_weight>248.152477894</monisotopic_moleculate_weight>
  <iupac_name>1-(1H-indol-4-yloxy)-3-[(propan-2-yl)amino]propan-2-ol</iupac_name>
  <traditional_iupac>1-(1H-indol-4-yloxy)-3-(isopropylamino)propan-2-ol</traditional_iupac>
  <cas_registry_number>13523-86-9</cas_registry_number>
  <smiles>CC(C)NCC(O)COC1=CC=CC2=C1C=CN2</smiles>
  <inchi>InChI=1S/C14H20N2O2/c1-10(2)16-8-11(17)9-18-14-5-3-4-13-12(14)6-7-15-13/h3-7,10-11,15-17H,8-9H2,1-2H3</inchi>
  <inchikey>JZQKKSLKJUAGIC-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Indoles and derivatives</class>
    <sub_class>Indoles</sub_class>
    <direct_parent>Indoles</direct_parent>
    <alternate_parents>
      <alternative_parent>1,2-aminoalcohols</alternative_parent>
      <alternative_parent>Alkyl aryl ethers</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Benzenoids</alternative_parent>
      <alternative_parent>Dialkylamines</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Pyrroles</alternative_parent>
      <alternative_parent>Secondary alcohols</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>1,2-aminoalcohol</substituent>
      <substituent>Alcohol</substituent>
      <substituent>Alkyl aryl ether</substituent>
      <substituent>Amine</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Ether</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Indole</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Pyrrole</substituent>
      <substituent>Secondary alcohol</substituent>
      <substituent>Secondary aliphatic amine</substituent>
      <substituent>Secondary amine</substituent>
    </substituents>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>indoles</descriptor>
      <descriptor>secondary amine</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Pindolol Action Pathway</name>
      <smpdb_id>SMP0000306</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Bopindolol Action Pathway (New)</name>
      <smpdb_id>SMP0126187</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Pindolol B1-Adrenergic Cardiac Muscle Relaxation Action Pathway</name>
      <smpdb_id>SMP0126651</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Pindolol B2-Adrenergic Vasodilation Action Pathway</name>
      <smpdb_id>SMP0126653</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Pindolol Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0143390</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>1.69</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>2.17</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-2.46</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>8.61e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>1.69</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>14.09</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>9.67</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>1-(1H-indol-4-yloxy)-3-[(propan-2-yl)amino]propan-2-ol</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>248.3208</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>248.152477894</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CC(C)NCC(O)COC1=CC=CC2=C1C=CN2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C14H20N2O2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C14H20N2O2/c1-10(2)16-8-11(17)9-18-14-5-3-4-13-12(14)6-7-15-13/h3-7,10-11,15-17H,8-9H2,1-2H3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>JZQKKSLKJUAGIC-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>57.28</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>71.46</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>28.27</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>6</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>3</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:0x00007f72271fc778&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB00960</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>4828</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>4662</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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</compound>
