CHEBI:8107 - phenytoin

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ChEBI Name phenytoin
ChEBI ID CHEBI:8107
Definition A imidazolidine-2,4-dione that consists of hydantoin bearing two phenyl substituents at position 5.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:100921
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Formula C15H12N2O2
Net Charge 0
Average Mass 252.26800
Monoisotopic Mass 252.090
InChI InChI=1S/C15H12N2O2/c18-13-15(17-14(19)16-13,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H2,16,17,18,19)
InChIKey CXOFVDLJLONNDW-UHFFFAOYSA-N
SMILES O=C1NC(=O)C(N1)(c1ccccc1)c1ccccc1
Roles Classification
Biological Role(s): teratogenic agent
A role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect.
drug allergen
Any drug which causes the onset of an allergic reaction.
sodium channel blocker
An agent that inhibits sodium influx through cell membranes.
Application(s): drug allergen
Any drug which causes the onset of an allergic reaction.
anticonvulsant
A drug used to prevent seizures or reduce their severity.
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ChEBI Ontology
Outgoing phenytoin (CHEBI:8107) has functional parent hydantoin (CHEBI:27612)
phenytoin (CHEBI:8107) has role anticonvulsant (CHEBI:35623)
phenytoin (CHEBI:8107) has role drug allergen (CHEBI:88188)
phenytoin (CHEBI:8107) has role sodium channel blocker (CHEBI:38633)
phenytoin (CHEBI:8107) has role teratogenic agent (CHEBI:50905)
phenytoin (CHEBI:8107) is a imidazolidine-2,4-dione (CHEBI:24628)
IUPAC Name
5,5-diphenylimidazolidine-2,4-dione
INNs Sources
fenitoina ChemIDplus
phenytoin ChemIDplus
phenytoine ChemIDplus
phenytoinum ChemIDplus
Synonyms Sources
5,5-Diphenyl-imidazolidine-2,4-dione ChEMBL
5,5-diphenylimidazolidine-2,4-dione ChEMBL
5,5-diphenyltetrahydro-1H-2,4-imidazoledione ChEMBL
DILANTIN ChEMBL
PHENTYTOIN ChEMBL
Database Links Databases
2152 DrugCentral
C07443 KEGG COMPOUND
D00512 KEGG DRUG
DB00252 DrugBank
HMDB0014397 HMDB
LSM-5663 LINCS
Phenytoin Wikipedia
WO2012174723 Patent
View more database links
Registry Numbers Types Sources
384532 Reaxys Registry Number Reaxys
384532 Beilstein Registry Number Beilstein
57-41-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10698828 PubMed citation Europe PMC
12952753 PubMed citation Europe PMC
15246836 PubMed citation Europe PMC
15744730 PubMed citation Europe PMC
16303054 PubMed citation Europe PMC
7105825 PubMed citation Europe PMC
7602118 PubMed citation Europe PMC
9186244 PubMed citation Europe PMC
Last Modified
22 February 2017