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> Main
CHEBI:63638 - vigabatrin
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ChEBI Ontology
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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
Supplier Information
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Formula
C6H11NO2
Net Charge
0
Average Mass
129.15700
Monoisotopic Mass
129.07898
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 base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted acid).
(via
organic amino compound
)
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted 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-aminobutyrate
2-oxoglutarate transaminase (EC 2.6.1.19).
Application
(s):
anticonvulsant
A drug used to prevent seizures or reduce their severity.
View more via ChEBI Ontology
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
Manual Xrefs
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
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