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CHEBI:2673 - amobarbital

ChEBI IDCHEBI:2673
ChEBI Nameamobarbital
Stars
DefinitionA member of the class of barbiturates that is pyrimidine-2,4,6(1H,3H,5H)-trione substituted by a 3-methylbutyl and an ethyl group at position 5. Amobarbital has been shown to exhibit sedative and hypnotic properties.
Last Modified22 February 2017
DownloadsMolfile
FormulaC11H18N2O3
Net Charge0
Average Mass226.276
Monoisotopic Mass226.13174
SMILESCCC1(CCC(C)C)C(=O)NC(=O)NC1=O
InChIInChI=1S/C11H18N2O3/c1-4-11(6-5-7(2)3)8(14)12-10(16)13-9(11)15/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16)
InChIKeyVIROVYVQCGLCII-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
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.
Application:
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)
amobarbital (CHEBI:2673) is a barbiturates (CHEBI:22693)
IUPAC Name 
5-ethyl-5-(3-methylbutyl)pyrimidine-2,4,6(1H,3H,5H)-trione
Synonyms  Source
5-ethyl-5-(3-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrioneNIST Chemistry WebBook
5-ethyl-5-(3-methylbutyl)barbituric acidNIST Chemistry WebBook
5-ethyl-5-isoamylbarbituric acidNIST Chemistry WebBook
5-ethyl-5-isopentylbarbituric acidNIST Chemistry WebBook
AmobarbitalKEGG COMPOUND
amylobarbitoneChemIDplus
Manual XrefsDatabases
184DrugCentral
AmobarbitalWikipedia
C07536KEGG COMPOUND
CPD-5742MetaCyc
D00555KEGG DRUG
DB01351DrugBank
HMDB0015440HMDB
US3507960Patent
Registry NumbersSources
Reaxys:211172Reaxys
Gmelin:281708Gmelin
CAS:57-43-2KEGG COMPOUND
CAS:57-43-2ChemIDplus
CAS:57-43-2NIST Chemistry WebBook