CHEBI:8069 - phenobarbital

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C12H12N2O3
Net Charge 0
Average Mass 232.23530
Monoisotopic Mass 232.085
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
Database Links 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
Citations Waiting for Citations Types Sources
10866370 PubMed citation ChEMBL
10891117 PubMed citation ChEMBL
11311072 PubMed citation ChEMBL
12361404 PubMed citation ChEMBL
12873507 PubMed citation ChEMBL
1495012 PubMed citation ChEMBL
15324906 PubMed citation ChEMBL
15857133 PubMed citation ChEMBL
16139502 PubMed citation ChEMBL
16190747 PubMed citation ChEMBL
16789751 PubMed citation ChEMBL
16793262 PubMed citation ChEMBL
1681105 PubMed citation ChEMBL
17300161 PubMed citation ChEMBL
17481896 PubMed citation ChEMBL
17827020 PubMed citation ChEMBL
17870541 PubMed citation ChEMBL
1875341 PubMed citation ChEMBL
1992141 PubMed citation ChEMBL
2061925 PubMed citation ChEMBL
2170646 PubMed citation ChEMBL
2296016 PubMed citation ChEMBL
2308141 PubMed citation ChEMBL
2308142 PubMed citation ChEMBL
2579237 PubMed citation ChEMBL
2724304 PubMed citation ChEMBL
3016269 PubMed citation ChEMBL
3336019 PubMed citation ChEMBL
3572984 PubMed citation ChEMBL
3599019 PubMed citation ChEMBL
3654008 PubMed citation Europe PMC
3735320 PubMed citation ChEMBL
3783589 PubMed citation ChEMBL
3783590 PubMed citation ChEMBL
3820228 PubMed citation ChEMBL
3950916 PubMed citation ChEMBL
3950919 PubMed citation ChEMBL
4032429 PubMed citation ChEMBL
6716399 PubMed citation ChEMBL
6737420 PubMed citation ChEMBL
6864729 PubMed citation ChEMBL
7205879 PubMed citation ChEMBL
7381857 PubMed citation ChEMBL
7562939 PubMed citation ChEMBL
7799408 PubMed citation ChEMBL
8035421 PubMed citation ChEMBL
8230125 PubMed citation ChEMBL
8246220 PubMed citation ChEMBL
8627613 PubMed citation ChEMBL
8691481 PubMed citation ChEMBL
9016327 PubMed citation ChEMBL
9544213 PubMed citation ChEMBL
Last Modified
22 February 2017