CHEBI:7983 - pentobarbital

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ChEBI Name pentobarbital
ChEBI ID CHEBI:7983
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:102327
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Formula C11H18N2O3
Net Charge 0
Average Mass 226.27230
Monoisotopic Mass 226.132
InChI InChI=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)
InChIKey WEXRUCMBJFQVBZ-UHFFFAOYSA-N
SMILES CCCC(C)C1(CC)C(=O)NC(=O)NC1=O
Roles Classification
Biological Role(s): 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.
(via barbiturates )
Application(s): 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.
(via barbiturates )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
5-Ethyl-5-(1-methyl-butyl)-pyrimidine-2,4,6-trione ChEMBL
5-Ethyl-5-(1-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione KEGG COMPOUND
5-ethyl-5-(1-methylbutyl)barbituric acid NIST Chemistry WebBook
5-ethyl-5-(sec-pentyl)barbituric acid NIST Chemistry WebBook
Nembutal NIST Chemistry WebBook
Pentobarbital KEGG COMPOUND
Pentobarbitone ChemIDplus
Database Links Databases
2095 DrugCentral
C07422 KEGG COMPOUND
D00499 KEGG DRUG
DB00312 DrugBank
HMDB0014457 HMDB
LSM-1566 LINCS
Pentobarbital Wikipedia
View more database links
Registry Numbers Types Sources
281792 Gmelin Registry Number Gmelin
76-74-4 CAS Registry Number NIST Chemistry WebBook
76-74-4 CAS Registry Number ChemIDplus
87067 Beilstein Registry Number Beilstein
87067 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15324906 PubMed citation ChEMBL
15801854 PubMed citation ChEMBL
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7154009 PubMed citation ChEMBL
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9599235 PubMed citation ChEMBL
Last Modified
22 February 2017