<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2856</id>
  <title>T3D2814</title>
  <common-name>Divalproex sodium</common-name>
  <description>A fatty acid with anticonvulsant properties used in the treatment of epilepsy. The mechanisms of its therapeutic actions are not well understood. It may act by increasing gamma-aminobutyric acid levels in the brain or by altering the properties of voltage dependent sodium channels. [PubChem]</description>
  <cas>76584-70-8</cas>
  <pubchem-id>53519</pubchem-id>
  <chemical-formula>C16H31NaO4</chemical-formula>
  <weight>310.212000</weight>
  <appearance>White powder.</appearance>
  <melting-point>222°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>Slightly soluble (2000 mg/L)</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Divalproex binds to and inhibits GABA transaminase. The drug's anticonvulsant activity may be related to increased brain concentrations of gamma-aminobutyric acid (GABA), an inhibitory neurotransmitter in the CNS, by inhibiting enzymes that catabolize GABA or block the reuptake of GABA into glia and nerve endings. Divalproex may also work by suppressing repetitive neuronal firing through inhibition of voltage-sensitive sodium channels.</mechanism-of-toxicity>
  <metabolism>Divalproex is metabolized almost entirely by the liver. Mitochondrial &amp;szlig;-oxidation is the other major metabolic pathway, typically accounting for over 40% of the dose.</metabolism>
  <toxicity></toxicity>
  <lethaldose>Fatalities have been reported; however patients have recovered from divalproex levels as high as 2120 ug/mL. (A308)</lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source></use-source>
  <min-risk-level></min-risk-level>
  <health-effects>May cause a potentially dangerous rash that may develop into Stevens Johnson syndrome, an extremely rare but potentially fatal skin disease.</health-effects>
  <symptoms>Overdosage with divalproex may result in somnolence,heart block,and deep coma. Fatalities have been reported; however patients have recovered from divalproex levels as high as 2120 &amp;micro;g/mL.</symptoms>
  <treatment>In overdose situations, the fraction of drug not bound to protein is high and hemodialysis or tandem hemodialysis plus hemoperfusion may result in significant removal of drug. The benefit of gastric lavage or emesis will vary with the time since ingestion. General supportive measures should be applied with particular attention to the maintenance of adequate urinary output. (L1712)</treatment>
  <created-at type="dateTime">2009-07-21T20:27:04Z</created-at>
  <updated-at type="dateTime">2026-05-21T16:37:04Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Divalproex_sodium</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id>Divalproex sodium</stitch-id>
  <drugbank-id>DB00313</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>[Na+].CCCC(CCC)C(O)=O.CCCC(CCC)C([O-])=O</moldb-smiles>
  <moldb-formula>C16H31NaO4</moldb-formula>
  <moldb-inchi>InChI=1S/2C8H16O2.Na/c2*1-3-5-7(6-4-2)8(9)10;/h2*7H,3-6H2,1-2H3,(H,9,10);/q;;+1/p-1</moldb-inchi>
  <moldb-inchikey>MSRILKIQRXUYCT-UHFFFAOYSA-M</moldb-inchikey>
  <moldb-average-mass type="decimal">310.4047</moldb-average-mass>
  <moldb-mono-mass type="decimal">310.212004155</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp></logp>
  <hmdb-id></hmdb-id>
  <chembl-id></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>&lt;p&gt;Daniel Aubert, Francis Blanc, Henri Desmolin, Michel Morre, Lucette Sindely, &amp;#8220;Valproic acid preparations.&amp;#8221; U.S. Patent US5017613, issued January, 1965.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002214</chemdb-id>
  <dsstox-id>DTXSID70227388</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00076381</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>37.3</moldb-polar-surface-area>
  <moldb-refractivity>40.249100000000006</moldb-refractivity>
  <moldb-polarizability>17.017829389405524</moldb-polarizability>
  <moldb-rotatable-bond-count>10</moldb-rotatable-bond-count>
  <moldb-acceptor-count>2</moldb-acceptor-count>
  <moldb-donor-count>1</moldb-donor-count>
  <moldb-pka-strongest-acidic>5.144389811177235</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic nil="true"/>
  <moldb-physiological-charge>-1</moldb-physiological-charge>
  <moldb-number-of-rings>0</moldb-number-of-rings>
  <moldb-alogps-logp nil="true"/>
  <moldb-alogps-logs nil="true"/>
  <moldb-alogps-solubility nil="true"/>
</compound>
