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CHEBI:7983 - pentobarbital

ChEBI IDCHEBI:7983
ChEBI Namepentobarbital
Stars
DefinitionA member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by ethyl and sec-pentyl groups.
Secondary ChEBI IDCHEBI:102327
Last Modified22 February 2017
DownloadsMolfile
FormulaC11H18N2O3
Net Charge0
Average Mass226.276
Monoisotopic Mass226.13174
SMILESCCCC(C)C1(CC)C(=O)NC(=O)NC1=O
InChIInChI=1S/C11H18N2O3/c1-4-6-7(3)11(5-2)8(14)12-10(16)13-9(11)15/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16)
InChIKeyWEXRUCMBJFQVBZ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
GABAA receptor agonist  A GABA receptor agonist specific for GABAA receptors, ligand-gated ion channels (also known as ionotropic receptors).
GABA modulator  A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
Applications:
GABAA receptor agonist  A GABA receptor agonist specific for GABAA receptors, ligand-gated ion channels (also known as ionotropic receptors).
GABA modulator  A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
ChEBI Ontology
Outgoing Relation(s)
pentobarbital (CHEBI:7983) has role GABAA receptor agonist (CHEBI:91016)
pentobarbital (CHEBI:7983) is a barbiturates (CHEBI:22693)
IUPAC Name 
5-ethyl-5-(pentan-2-yl)pyrimidine-2,4,6(1H,3H,5H)-trione
Synonyms  Source
PentobarbitalKEGG COMPOUND
5-ethyl-5-(sec-pentyl)barbituric acidNIST Chemistry WebBook
5-ethyl-5-(1-methylbutyl)barbituric acidNIST Chemistry WebBook
NembutalNIST Chemistry WebBook
5-Ethyl-5-(1-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrioneKEGG COMPOUND
5-Ethyl-5-(1-methyl-butyl)-pyrimidine-2,4,6-trioneChEMBL
Manual XrefsDatabases
C07422KEGG COMPOUND
PentobarbitalWikipedia
DB00312DrugBank
D00499KEGG DRUG
HMDB0014457HMDB
LSM-1566LINCS
2095DrugCentral
3000VSDB
Registry NumbersSources
Gmelin:281792Gmelin
Reaxys:87067Reaxys
CAS:76-74-4KEGG COMPOUND
CAS:76-74-4ChemIDplus
CAS:76-74-4NIST Chemistry WebBook
Citations