CHEBI:8069 - phenobarbital

ChEBI IDCHEBI:8069
ChEBI Namephenobarbital
Stars
DefinitionA member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by ethyl and phenyl groups.
Secondary ChEBI IDCHEBI:102217
Last Modified22 February 2017
DownloadsMolfile
FormulaC12H12N2O3
Net Charge0
Average Mass232.239
Monoisotopic Mass232.08479
SMILESCCC1(c2ccccc2)C(=O)NC(=O)NC1=O
InChIInChI=1S/C12H12N2O3/c1-2-12(8-6-4-3-5-7-8)9(15)13-11(17)14-10(12)16/h3-7H,2H2,1H3,(H2,13,14,15,16,17)
InChIKeyDDBREPKUVSBGFI-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
drug allergen  Any drug which causes the onset of an allergic reaction.
excitatory amino acid antagonist  Any substance which inhibits the action of receptors for excitatory amino acids.
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:
sedative  A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
drug allergen  Any drug which causes the onset of an allergic reaction.
anticonvulsant  A drug used to prevent seizures or reduce their severity.
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)
phenobarbital (CHEBI:8069) has role anticonvulsant (CHEBI:35623)
phenobarbital (CHEBI:8069) has role drug allergen (CHEBI:88188)
phenobarbital (CHEBI:8069) has role excitatory amino acid antagonist (CHEBI:60798)
phenobarbital (CHEBI:8069) has role sedative (CHEBI:35717)
phenobarbital (CHEBI:8069) is a barbiturates (CHEBI:22693)
Incoming Relation(s)
phenobarbital sodium (CHEBI:8070) has part phenobarbital (CHEBI:8069)
IUPAC Name 
5-ethyl-5-phenylpyrimidine-2,4,6(1H,3H,5H)-trione
INN  Source
phenobarbitalChemIDplus
Synonyms  Source
PhenobarbitalKEGG COMPOUND
5-Ethyl-5-phenylbarbituric acidChemIDplus
5-Phenyl-5-ethylbarbituric acidChemIDplus
5-ethyl-5-phenyl-2,4,6(1H,3H,5H)-pyrimidinetrioneNIST Chemistry WebBook
PhenobarbitolDrugBank
Phenobarbituric AcidDrugBank
Brand Name  Source
LuminalDrugBank
Manual XrefsDatabases
C07434KEGG COMPOUND
D00506KEGG DRUG
DB01174DrugBank
US1025872Patent
PhenobarbitalWikipedia
HMDB0015305HMDB
2134DrugCentral
Registry NumbersSources
Gmelin:336231Gmelin
Reaxys:233363Reaxys
CAS:50-06-6KEGG COMPOUND
CAS:50-06-6ChemIDplus
CAS:50-06-6NIST Chemistry WebBook
Citations