<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3778</id>
  <title>T3D3724</title>
  <common-name>Bovinocidin</common-name>
  <description>Bovinocidin is isolated from Aspergillus sp. and moulds contaminating foodBovinocidin belongs to the family of Beta Amino Acids and Derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.</description>
  <cas>504-88-1</cas>
  <pubchem-id>1678</pubchem-id>
  <chemical-formula>C3H5NO4</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>64 - 65°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility nil="true"/>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>3-Nitropropionic acid is a suicide inhibitor of succinate dehydrogenase, an enzyme required for the activity of the tricarboxylic acid (TCA) cycle as well as mitochondrial respiratory complex II of the electron transport chain. It forms a covalent adduct with the side chain of Arg297, inactivating the succinate dehydrogenase. This affects neurons by leading to NMDA-receptor activation, excessive calcium influx, and formation of reactive oxygen species, eventually causing neuronal cell death. (A2967, A2968)</mechanism-of-toxicity>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>3-Nitropropionic acid is a neurotoxin produced by certain plants and fungi, such as those of the genus Astragalus, Coronilla, Lotus, Hippocrepis, Scorpiurus, and Securigera. It produces symptoms similar to that of Huntington disease and this thus often used to produced animal models for the study of the disease. (A2967, A2968, A2970)</use-source>
  <min-risk-level nil="true"/>
  <health-effects>3-Nitropropionic acid causes neurodegeneration, particularity of the striatum, though also in the hippocampus and thalamus. (A2967, A2971)</health-effects>
  <symptoms>3-Nitropropionic acid causes symptoms similar to that of Huntington disease: motor and cognitive dysfunction that includes convulsions, dystonia, and hypokinesia. (A2967, A2969, A2971)</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2010-05-03T15:06:51Z</created-at>
  <updated-at type="dateTime">2026-04-04T02:23:06Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C05669</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>16348</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id nil="true"/>
  <pdb-id>3NP</pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>OC(=O)CCN(=O)=O</moldb-smiles>
  <moldb-formula>C3H5NO4</moldb-formula>
  <moldb-inchi>InChI=1S/C3H5NO4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)</moldb-inchi>
  <moldb-inchikey>WBLZUCOIBUDNBV-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">119.0761</moldb-average-mass>
  <moldb-mono-mass type="decimal">119.021857653</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB34259</hmdb-id>
  <chembl-id>CHEMBL451226</chembl-id>
  <chemspider-id>1615</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference nil="true"/>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002693</chemdb-id>
  <dsstox-id>DTXSID1020982</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id nil="true"/>
  <iupac>3-nitropropanoic acid</iupac>
</compound>
