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CHEBI:31252 - 5,5-diethylbarbituric acid

ChEBI IDCHEBI:31252
ChEBI Name5,5-diethylbarbituric acid
Stars
DefinitionA member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by two ethyl groups. Formerly used as a hypnotic (sleeping aid).
Secondary ChEBI IDCHEBI:102256
Last Modified7 March 2019
DownloadsMolfile
FormulaC8H12N2O3
Net Charge0
Average Mass184.195
Monoisotopic Mass184.08479
SMILESCCC1(CC)C(=O)NC(=O)NC1=O
InChIInChI=1S/C8H12N2O3/c1-3-8(4-2)5(11)9-7(13)10-6(8)12/h3-4H2,1-2H3,(H2,9,10,11,12,13)
InChIKeyFTOAOBMCPZCFFF-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
drug allergen  Any drug which causes the onset of an allergic reaction.
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:
drug allergen  Any drug which causes the onset of an allergic reaction.
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)
5,5-diethylbarbituric acid (CHEBI:31252) has role drug allergen (CHEBI:88188)
5,5-diethylbarbituric acid (CHEBI:31252) is a barbiturates (CHEBI:22693)
IUPAC Name 
5,5-diethylpyrimidine-2,4,6(1H,3H,5H)-trione
Synonyms  Source
BarbitalKEGG COMPOUND
5,5-diethylbarbituric acidNIST Chemistry WebBook
2,4,6(1H,3H,5H)-pyrimidinetrioneNIST Chemistry WebBook
VeronalNIST Chemistry WebBook
DEBAChemIDplus
BarbitoneChemIDplus
Manual XrefsDatabases
DB01483DrugBank
BarbitalWikipedia
D01740KEGG DRUG
289DrugCentral
Registry NumbersSources
Gmelin:4113Gmelin
Reaxys:163999Reaxys
CAS:57-44-3KEGG COMPOUND
CAS:57-44-3ChemIDplus
CAS:57-44-3NIST Chemistry WebBook
Citations