pentobarbital (CHEBI:7983)

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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

Average Mass

226.27230

Monoisotopic Mass

226.13174

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 )

ChEBI Ontology
Outgoing	pentobarbital (CHEBI:7983) has role GABA_A 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

Last Modified

22 February 2017