<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-26 05:11:08 UTC</creation_date>
  <update_date>2026-08-24 13:21:00 UTC</update_date>
  <accession/>
  <common_name>Pyridoxamine</common_name>
  <class>SmallMolecule</class>
  <description>Pyridoxamine is an organic compound with the chemical formula C8H12N2O2 and an average molecular weight of 168.19 g/mol. Pyridoxamine belongs to the pyridoxamines, a subclass of pyridines and derivatives within the organic compounds.

This compound is recorded as being found in or released from 11 different sources across various categories. Within household cleaning and consumer products, it is associated with soap detergents, bleaching agents, perfumes within detergents and soaps, non electric simulated smoking devices, and tobacco smoke filters. In the realm of electrical and electronic equipment, pyridoxamine is linked to electrodes, discharge lamps, electrically stimulated smoking devices, and fixed capacitors and their manufacture. Additionally, it is found in food, food processing and cookware, specifically regarding food preservation and the preparation of wine or sparkling wine. Regarding its biological activity, pyridoxamine acts as an inhibitor of the protein target known as the advanced glycosylation end product-specific receptor (AGER).</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C8H12N2O2</chemical_formula>
  <average_molecular_weight>168.1931</average_molecular_weight>
  <monisotopic_moleculate_weight>168.089877638</monisotopic_moleculate_weight>
  <iupac_name>4-(aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol</iupac_name>
  <traditional_iupac>pyridoxamine</traditional_iupac>
  <cas_registry_number>85-87-0</cas_registry_number>
  <smiles>CC1=C(O)C(CN)=C(CO)C=N1</smiles>
  <inchi>InChI=1S/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3</inchi>
  <inchikey>NHZMQXZHNVQTQA-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Pyridines and derivatives</class>
    <sub_class>Pyridoxamines</sub_class>
    <direct_parent>Pyridoxamine 5'-phosphates</direct_parent>
    <alternate_parents>
      <alternative_parent>Aralkylamines</alternative_parent>
      <alternative_parent>Aromatic alcohols</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Hydroxypyridines</alternative_parent>
      <alternative_parent>Methylpyridines</alternative_parent>
      <alternative_parent>Monoalkylamines</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Primary alcohols</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Alcohol</substituent>
      <substituent>Amine</substituent>
      <substituent>Aralkylamine</substituent>
      <substituent>Aromatic alcohol</substituent>
      <substituent>Aromatic heteromonocyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Hydroxypyridine</substituent>
      <substituent>Methylpyridine</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Primary alcohol</substituent>
      <substituent>Primary aliphatic amine</substituent>
      <substituent>Primary amine</substituent>
      <substituent>Pyridoxamine 5'-phosphate</substituent>
    </substituents>
    <molecular_framework>Aromatic heteromonocyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>Water-soluble vitamins</descriptor>
      <descriptor>aminoalkylpyridine</descriptor>
      <descriptor>hydroxymethylpyridine</descriptor>
      <descriptor>monohydroxypyridine</descriptor>
      <descriptor>vitamin B6</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Vitamin B6 Metabolism</name>
      <smpdb_id>SMP0000017</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Hypophosphatasia</name>
      <smpdb_id>SMP0000503</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Hypophosphatasia</name>
      <smpdb_id>SMP0125622</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>-1.6</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-1.23</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-0.76</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.90e+01 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>-1.6</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>7.81</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>9.61</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>4-(aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>168.1931</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>168.089877638</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CC1=C(O)C(CN)=C(CO)C=N1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C8H12N2O2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>NHZMQXZHNVQTQA-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>79.37</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>45.76</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>17.52</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>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:0x00007f7225d81910&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB11673</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>1052</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>1023</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
  <stitch_id/>
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  <pdb_id/>
  <wikipidia/>
  <general_references/>
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</compound>
