CHEBI:2673 - amobarbital

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ChEBI Name amobarbital
ChEBI ID CHEBI:2673
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C11H18N2O3
Net Charge 0
Average Mass 226.27230
Monoisotopic Mass 226.132
InChI InChI=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)
InChIKey VIROVYVQCGLCII-UHFFFAOYSA-N
SMILES CCC1(CCC(C)C)C(=O)NC(=O)NC1=O
Roles Classification
Biological Role(s): 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): 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 )
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ChEBI Ontology
Outgoing amobarbital (CHEBI:2673) is a barbiturates (CHEBI:22693)
IUPAC Name
5-ethyl-5-(3-methylbutyl)pyrimidine-2,4,6(1H,3H,5H)-trione
Synonyms Sources
5-ethyl-5-(3-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione NIST Chemistry WebBook
5-ethyl-5-(3-methylbutyl)barbituric acid NIST Chemistry WebBook
5-ethyl-5-isoamylbarbituric acid NIST Chemistry WebBook
5-ethyl-5-isopentylbarbituric acid NIST Chemistry WebBook
Amobarbital KEGG COMPOUND
amylobarbitone ChemIDplus
amytal ChemIDplus
barbamil ChemIDplus
barbamyl NIST Chemistry WebBook
Manual Xrefs Databases
184 DrugCentral
Amobarbital Wikipedia
C07536 KEGG COMPOUND
CPD-5742 MetaCyc
D00555 KEGG DRUG
DB01351 DrugBank
HMDB0015440 HMDB
US3507960 Patent
View more database links
Registry Numbers Types Sources
211172 Reaxys Registry Number Reaxys
211172 Beilstein Registry Number Beilstein
281708 Gmelin Registry Number Gmelin
57-43-2 CAS Registry Number ChemIDplus
57-43-2 CAS Registry Number NIST Chemistry WebBook
Last Modified
22 February 2017
General Comment
2014-05-12 Amobarbital can be found in blood and urine samples of individuals who have taken this drug.