<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3081</id>
  <title>T3D3039</title>
  <common-name>Hexobarbital</common-name>
  <description>Hexobarbital is only found in individuals that have used or taken this drug. It is a barbiturate that is effective as a hypnotic and sedative. [PubChem]Hexobarbital binds at a distinct binding site associated with a Cl- ionopore at the GABA-A receptor, increasing the duration of time for which the Cl- ionopore is open. The post-synaptic inhibitory effect of GABA in the thalamus is, therefore, prolonged.</description>
  <cas>56-29-1</cas>
  <pubchem-id>3608</pubchem-id>
  <chemical-formula>C12H16N2O3</chemical-formula>
  <weight>236.116090</weight>
  <appearance>White powder.</appearance>
  <melting-point>146.5°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>435 mg/L (at 25°C)</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>Hexobarbital binds at a distinct binding site associated with a Cl- ionopore at the GABA-A receptor, increasing the duration of time for which the Cl- ionopore is open. The post-synaptic inhibitory effect of GABA in the thalamus is, therefore, prolonged.</mechanism-of-toxicity>
  <metabolism>Hepatic.</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For the induction of anesthesia prior to the use of other general anesthetic agents and for induction of anesthesia for short surgical, diagnostic, or therapeutic procedures associated with minimal painful stimuli.</use-source>
  <min-risk-level nil="true"/>
  <health-effects>They cause slurred speech, disorientation and "drunken" behavior. They are physically and psychologically addictive. They cause slurred speech, disorientation and "drunken" behavior. They are physically and psychologically addictive.</health-effects>
  <symptoms>Symptoms of an overdose typically include sluggishness, incoordination, difficulty in thinking, slowness of speech, faulty judgment, drowsiness or coma, shallow breathing, staggering, and in severe cases coma and death.</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-21T20:28:47Z</created-at>
  <updated-at type="dateTime">2026-05-14T16:59:45Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Hexobarbital</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C11723</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>5706</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Hexobarbital</stitch-id>
  <drugbank-id>DB01355</drugbank-id>
  <pdb-id></pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CN1C(=O)NC(=O)C(C)(C1=O)C1=CCCCC1</moldb-smiles>
  <moldb-formula>C12H16N2O3</moldb-formula>
  <moldb-inchi>InChI=1S/C12H16N2O3/c1-12(8-6-4-3-5-7-8)9(15)13-11(17)14(2)10(12)16/h6H,3-5,7H2,1-2H3,(H,13,15,17)</moldb-inchi>
  <moldb-inchikey>UYXAWHWODHRRMR-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">236.267</moldb-average-mass>
  <moldb-mono-mass type="decimal">236.116092388</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>1.98</logp>
  <hmdb-id>HMDB15444</hmdb-id>
  <chembl-id>CHEMBL7728</chembl-id>
  <chemspider-id>3482</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>CHEM002391</chemdb-id>
  <dsstox-id>DTXSID9023122</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00004868</susdat-id>
  <iupac>5-(cyclohex-1-en-1-yl)-1,5-dimethyl-1,3-diazinane-2,4,6-trione</iupac>
  <moldb-polar-surface-area>66.48</moldb-polar-surface-area>
  <moldb-refractivity>61.947399999999995</moldb-refractivity>
  <moldb-polarizability>24.135988497512763</moldb-polarizability>
  <moldb-rotatable-bond-count>1</moldb-rotatable-bond-count>
  <moldb-acceptor-count>3</moldb-acceptor-count>
  <moldb-donor-count>1</moldb-donor-count>
  <moldb-pka-strongest-acidic>7.4051085924581885</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic nil="true"/>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>2</moldb-number-of-rings>
  <moldb-alogps-logp>1.80</moldb-alogps-logp>
  <moldb-alogps-logs>-2.19</moldb-alogps-logs>
  <moldb-alogps-solubility>1.51e+00 g/l</moldb-alogps-solubility>
</compound>
