<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4094</id>
  <title>T3D4040</title>
  <common-name>Domoic acid</common-name>
  <description>Isodomoic acid F is found in mollusks. Isodomoic acid F is isolated from mussels.</description>
  <cas>14277-97-5</cas>
  <pubchem-id>54601877</pubchem-id>
  <chemical-formula>C15H21NO6</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>213°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility></solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Ingestion</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Domoic acid acts as a neurotoxin. It induces excitotoxicity by an integrative action on ionotropic glutamate receptors at both sides of the synapse for which it has high affinity, preferentially the KA subtype, coupled with an effect that prevents the channel from rapid desensitization. DOM crosses the placenta and can be detected in milk, opening the possibility of a risk for fetal and neonatal exposure.</mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity></toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Isodomoic acid F is found in mollusks. Isodomoic acid F is isolated from mussels.</use-source>
  <min-risk-level></min-risk-level>
  <health-effects>Exposure to domoic acid causes short-term memory loss, brain damage (including epilepsy), in severe cases, death. It may also cause kidney damage – even at levels considered safe for human consumption.</health-effects>
  <symptoms></symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2014-08-29T04:54:45Z</created-at>
  <updated-at type="dateTime">2026-05-14T17:46:46Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Domoic_acid</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C13732</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id></stitch-id>
  <drugbank-id>DB02852</drugbank-id>
  <pdb-id></pdb-id>
  <actor-id></actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CC(\C=C/C=C(\C)C1CNC(C1CC(O)=O)C(O)=O)C(O)=O</moldb-smiles>
  <moldb-formula>C15H21NO6</moldb-formula>
  <moldb-inchi>InChI=1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b5-3-,8-4+</moldb-inchi>
  <moldb-inchikey>VZFRNCSOCOPNDB-VOGDQUTBSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">311.3303</moldb-average-mass>
  <moldb-mono-mass type="decimal">311.136887409</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp></logp>
  <hmdb-id>HMDB33939</hmdb-id>
  <chembl-id>CHEMBL1232313</chembl-id>
  <chemspider-id></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></synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003000</chemdb-id>
  <dsstox-id nil="true"/>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id nil="true"/>
  <iupac>(2S,3S,4S)-4-[(2Z,4E,6R)-6-carboxy-6-methylhexa-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid</iupac>
  <moldb-polar-surface-area>123.93000000000002</moldb-polar-surface-area>
  <moldb-refractivity>79.03399999999999</moldb-refractivity>
  <moldb-polarizability>31.37279727505174</moldb-polarizability>
  <moldb-rotatable-bond-count>7</moldb-rotatable-bond-count>
  <moldb-acceptor-count>7</moldb-acceptor-count>
  <moldb-donor-count>4</moldb-donor-count>
  <moldb-pka-strongest-acidic>1.682276677553546</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>11.590344822229435</moldb-pka-strongest-basic>
  <moldb-physiological-charge>-2</moldb-physiological-charge>
  <moldb-number-of-rings>1</moldb-number-of-rings>
  <moldb-alogps-logp>-0.23</moldb-alogps-logp>
  <moldb-alogps-logs>-2.61</moldb-alogps-logs>
  <moldb-alogps-solubility>7.59e-01 g/l</moldb-alogps-solubility>
</compound>
