CHEBI:63638 - vigabatrin

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ChEBI Name vigabatrin
ChEBI ID CHEBI:63638
Definition A γ-amino acid having a γ-vinyl GABA structure. It is an irreversible inhibitor of γ-aminobutyric 664 acid transaminase
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Secondary ChEBI IDs CHEBI:9979
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Formula C6H11NO2
Net Charge 0
Average Mass 129.15700
Monoisotopic Mass 129.079
InChI InChI=1S/C6H11NO2/c1-2-5(7)3-4-6(8)9/h2,5H,1,3-4,7H2,(H,8,9)
InChIKey PJDFLNIOAUIZSL-UHFFFAOYSA-N
SMILES NC(CCC(O)=O)C=C
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): EC 2.6.1.19 (4-aminobutyrate--2-oxoglutarate transaminase) inhibitor
An EC 2.6.1.* (transaminase) inhibitor that interferes with the action of 4-aminobutyrate2-oxoglutarate transaminase (EC 2.6.1.19).
Application(s): anticonvulsant
A drug used to prevent seizures or reduce their severity.
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ChEBI Ontology
Outgoing vigabatrin (CHEBI:63638) has role anticonvulsant (CHEBI:35623)
vigabatrin (CHEBI:63638) has role EC 2.6.1.19 (4-aminobutyrate—2-oxoglutarate transaminase) inhibitor (CHEBI:63674)
vigabatrin (CHEBI:63638) is a γ-amino acid (CHEBI:33707)
IUPAC Name
4-aminohex-5-enoic acid
INNs Sources
vigabatrin ChemIDplus
vigabatrina ChemIDplus
vigabatrine ChemIDplus
vigabatrinum ChemIDplus
Synonyms Sources
4-Amino-5-hexenoic acid ChemIDplus
gamma-Vinyl GABA ChemIDplus
γ-vinyl GABA ChEBI
gamma-vinyl GABA ChEBI
γ-vinyl-γ-aminobutyric acid ChEBI
GVG ChemIDplus
Database Links Databases
2819 DrugCentral
C07500 KEGG COMPOUND
D00535 KEGG DRUG
DB01080 DrugBank
LSM-4959 LINCS
US3960927 Patent
Vigabatrin Wikipedia
View more database links
Registry Numbers Types Sources
60643-86-9 CAS Registry Number KEGG COMPOUND
60643-86-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
20018576 PubMed citation Europe PMC
20878340 PubMed citation Europe PMC
20926323 PubMed citation Europe PMC
21361740 PubMed citation Europe PMC
22061177 PubMed citation Europe PMC
22061178 PubMed citation Europe PMC
22061182 PubMed citation Europe PMC
22234618 PubMed citation Europe PMC
Last Modified
22 February 2017