CHEBI:8069 - phenobarbital

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ChEBI Name phenobarbital
ChEBI ID CHEBI:8069
Definition A member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by ethyl and phenyl groups.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:102217
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Formula C12H12N2O3
Net Charge 0
Average Mass 232.23530
Monoisotopic Mass 232.08479
InChI InChI=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)
InChIKey DDBREPKUVSBGFI-UHFFFAOYSA-N
SMILES CCC1(C(=O)NC(=O)NC1=O)c1ccccc1
Roles Classification
Biological Role(s): 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.
(via barbiturates )
Application(s): anticonvulsant
A drug used to prevent seizures or reduce their severity.
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.
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 phenobarbital sodium (CHEBI:8070) has part phenobarbital (CHEBI:8069)
IUPAC Name
5-ethyl-5-phenylpyrimidine-2,4,6(1H,3H,5H)-trione
INN Source
phenobarbital ChemIDplus
Synonyms Sources
5-ethyl-5-phenyl-2,4,6(1H,3H,5H)-pyrimidinetrione NIST Chemistry WebBook
5-Ethyl-5-phenyl-pyrimidine-2,4,6-trione ChEMBL
5-Ethyl-5-phenylbarbituric acid ChemIDplus
5-ethyl-5-phenylpyrimidine-2,4,6(1H,3H,5H)-trione ChEMBL
5-Phenyl-5-ethylbarbituric acid ChemIDplus
Phenobarbital KEGG COMPOUND
Phenobarbitol DrugBank
Phenobarbitone ChemIDplus
Phenobarbituric Acid DrugBank
Phenyläthylbarbitursäure ChEBI
Phenylethylbarbiturate DrugBank
Phenylethylbarbituric Acid DrugBank
Phenylethylbarbitursäure ChEBI
PHENYLETHYLMALONYLUREA ChEMBL
Phenylethylmalonylurea HMDB
Brand Name Source
Luminal DrugBank
Manual Xrefs Databases
2134 DrugCentral
C07434 KEGG COMPOUND
D00506 KEGG DRUG
DB01174 DrugBank
HMDB0015305 HMDB
Phenobarbital Wikipedia
US1025872 Patent
View more database links
Registry Numbers Types Sources
233363 Reaxys Registry Number Reaxys
233363 Beilstein Registry Number Beilstein
336231 Gmelin Registry Number Gmelin
50-06-6 CAS Registry Number NIST Chemistry WebBook
50-06-6 CAS Registry Number ChemIDplus
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Last Modified
22 February 2017