<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2026-03-31 21:03:00 UTC</creation_date>
  <update_date>2026-08-23 16:07:41 UTC</update_date>
  <accession/>
  <common_name>6-Diazo-5-oxo-L-norleucine</common_name>
  <class>SmallMolecule</class>
  <description>6-Diazo-5-oxo-L-norleucine (C6H9N3O3) is an organic compound with an average molecular weight of 171.16 g/mol. 6-Diazo-5-oxo-L-norleucine belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. The compound is found in or released from two recorded sources: healthcare, pharmaceuticals &amp; veterinary products (antibiotics) and household cleaning &amp; consumer products (perfumes within detergents and soaps). Recorded exposure routes for this substance include oral and inhalation.</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>(E,5S)-5-amino-1-diazonio-6-hydroxy-6-keto-hex-1-en-2-olate</synonym>
    <synonym>(E,5S)-5-amino-1-diazonio-6-hydroxy-6-oxo-hex-1-en-2-olate</synonym>
    <synonym>(E,5S)-5-amino-1-diazonio-6-hydroxy-6-oxohex-1-en-2-olate</synonym>
    <synonym>(S)-2-Amino-6-diazo-5-oxo-hexanoic acid</synonym>
    <synonym>(S)-2-Amino-6-diazo-5-oxocaproic acid</synonym>
    <synonym>(Z,5S)-5-amino-1-diazonio-6-hydroxy-6-keto-hex-1-en-2-olate</synonym>
    <synonym>(Z,5S)-5-amino-1-diazonio-6-hydroxy-6-oxo-hex-1-en-2-olate</synonym>
    <synonym>(Z,5S)-5-amino-1-diazonio-6-hydroxy-6-oxohex-1-en-2-olate</synonym>
    <synonym>6-DIAZO-5-OXO-L -NORLEUCINE</synonym>
    <synonym>6-diazo-5-oxo-L-nor-Leucine</synonym>
    <synonym>6-Diazo-5-oxo-L-norleucine</synonym>
    <synonym>6-Diazo-5-oxonorleucine</synonym>
    <synonym>67460-68-8</synonym>
    <synonym>Diazooxonorleucine</synonym>
    <synonym>DON</synonym>
    <synonym>DON (pharmaceutical)</synonym>
    <synonym>H-L-Don-OH</synonym>
    <synonym>L-DON</synonym>
    <synonym>L-Norleucine, 6-diazo-5-oxo-</synonym>
    <synonym>L-Norleucine, 6-diazo-5-oxo- (9CI)</synonym>
    <synonym>L-Norleucine,6-diazo-5-oxo-</synonym>
    <synonym>MFCD00037218</synonym>
    <synonym>NCI7365</synonym>
    <synonym>Norleucine, 6-diazo-5-oxo, L-</synonym>
    <synonym>Norleucine, 6-diazo-5-oxo-</synonym>
    <synonym>Norleucine, 6-diazo-5-oxo-, L-</synonym>
    <synonym>UNII-03J0H273KZ</synonym>
    <synonym>UNII:03J0H273KZ</synonym>
    <synonym>[157-03-9]</synonym>
  </synonyms>
  <chemical_formula>C6H9N3O3</chemical_formula>
  <average_molecular_weight>171.156</average_molecular_weight>
  <monisotopic_moleculate_weight>171.064391</monisotopic_moleculate_weight>
  <iupac_name/>
  <traditional_iupac/>
  <cas_registry_number>157-03-9</cas_registry_number>
  <smiles>N[C@@H](CCC(=O)C=[N+]=[N-])C(O)=O</smiles>
  <inchi>InChI=1S/C6H9N3O3/c7-5(6(11)12)2-1-4(10)3-9-8/h3,5H,1-2,7H2,(H,11,12)/t5-/m0/s1</inchi>
  <inchikey>YCWQAMGASJSUIP-YFKPBYRVSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic acids and derivatives</super_class>
    <class>Carboxylic acids and derivatives</class>
    <sub_class>Amino acids, peptides, and analogues</sub_class>
    <direct_parent>L-alpha-amino acids</direct_parent>
    <alternate_parents>
      <alternative_parent>Alpha-diazo ketones</alternative_parent>
      <alternative_parent>Amino acids</alternative_parent>
      <alternative_parent>Amino fatty acids</alternative_parent>
      <alternative_parent>Carboxylic acids</alternative_parent>
      <alternative_parent>Diazo compounds</alternative_parent>
      <alternative_parent>Gamma-amino ketones</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Medium-chain fatty acids</alternative_parent>
      <alternative_parent>Monoalkylamines</alternative_parent>
      <alternative_parent>Monocarboxylic acids and derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organic salts</alternative_parent>
      <alternative_parent>Organic zwitterions</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Alpha-diazo ketone</substituent>
      <substituent>Amine</substituent>
      <substituent>Amino acid</substituent>
      <substituent>Amino fatty acid</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Carboxylic acid</substituent>
      <substituent>Diazo compound</substituent>
      <substituent>Fatty acid</substituent>
      <substituent>Fatty acyl</substituent>
      <substituent>Gamma-aminoketone</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Ketone</substituent>
      <substituent>L-alpha-amino acid</substituent>
      <substituent>Medium-chain fatty acid</substituent>
      <substituent>Monocarboxylic acid or derivatives</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organic salt</substituent>
      <substituent>Organic zwitterion</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Primary aliphatic amine</substituent>
      <substituent>Primary amine</substituent>
    </substituents>
    <molecular_framework>Aliphatic acyclic compounds</molecular_framework>
    <descriptors/>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways/>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>-4.2</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>average_mass</kind>
      <value>171.156</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>171.064391</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>N[C@@H](CCC(=O)C=[N+]=[N-])C(O)=O</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C6H9N3O3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C6H9N3O3/c7-5(6(11)12)2-1-4(10)3-9-8/h3,5H,1-2,7H2,(H,11,12)/t5-/m0/s1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>YCWQAMGASJSUIP-YFKPBYRVSA-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:0x00007f7225ee7f98&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB17537</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>9087</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>16735775</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>
