<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2856</id>
  <title>T3D2814</title>
  <common-name>Divalproex sodium</common-name>
  <description>Divalproex sodium is an exogenous organic compound with the formula C16H31NaO4 and an average molecular weight of 310.40 g/mol. It exists as a solid at room temperature. Divalproex sodium belongs to the fatty acids and conjugates, a subclass of fatty acyls within the organic compounds. This substance is recorded as being found in electrical and electronic equipment antennas.

Used as an anticonvulsant and antimanic drug, divalproex sodium also functions as a GABA agent. It interacts with seven protein targets, including 4-aminobutyrate aminotransferase mitochondrial (ABAT), histone deacetylase 9 (HDAC9), short/branched chain specific acyl-CoA dehydrogenase mitochondrial (ACADSB), 2-oxoglutarate dehydrogenase complex component E1 (OGDH), succinate-semialdehyde dehydrogenase mitochondrial (ALDH5A1), and two other proteins. 

The compound binds to and inhibits GABA transaminase. Its anticonvulsant activity may be linked to increased concentrations of gamma-aminobutyric acid (GABA), an inhibitory neurotransmitter in the central nervous system, by blocking the reuptake of GABA into nerve endings and glia or by inhibiting enzymes that catabolize GABA. Additionally, divalproex sodium may work by inhibiting voltage-sensitive sodium channels to suppress repetitive neuronal firing.</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"/>
  <kingdom>Organic compounds</kingdom>
  <superklass>Lipids and lipid-like molecules</superklass>
  <klass>Fatty Acyls</klass>
  <subklass>Fatty acids and conjugates</subklass>
  <paper-count type="integer">501</paper-count>
  <sync-id>CED0001472</sync-id>
  <structure-inchikey>MSRILKIQRXUYCT-UHFFFAOYSA-M</structure-inchikey>
  <structure-fingerprint>40000800000000000000800000000000000000000000000000000000000000000000000002000000000000000000000004000000000000000040000000000400000000000000000000000000000000000020000000000000001000001000000040000020010000000000000000000000000000000000000000000000000000000000000040000000000000000020000000000020000000040020000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000080000800000004000000000400000000000000000000000000000000</structure-fingerprint>
  <structure-pattern-fingerprint>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</structure-pattern-fingerprint>
  <structure-pickle type="binary" encoding="base64">776t3gAAAAAQAAAAAwAAAAAAAAAVAAAAEgAAAIABCyAKAAAAAQEGAGAAAAAB
AwYAYAAAAAICBgBgAAAAAgIGAGAAAAADAQYAYAAAAAICBgBgAAAAAgIGAGAA
AAABAwYAKAAAAAMECABoAAAAAwEBCAAoAAAAAwIGAGAAAAABAwYAYAAAAAIC
BgBgAAAAAgIGAGAAAAADAQYAYAAAAAICBgBgAAAAAgIGAGAAAAABAwYAKAAA
AAMECCAqAAAA/wMBCAAoAAAAAwILAQIAAgMAAwQABAUABQYABgcABAgACAkg
CAooAgsMAAwNAA0OAA4PAA8QABARAA4SABITIBIUKAJCAAAAABcEAAAAAAAA
ABY=
</structure-pickle>
  <structure-indexed-at type="dateTime">2026-09-19T04:00:35Z</structure-indexed-at>
</compound>
