CHEBI:6437 - levetiracetam

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ChEBI Name levetiracetam
ChEBI ID CHEBI:6437
Definition A pyrrolidinone and carboxamide that is N-methylpyrrolidin-2-one in which one of the methyl hydrogens is replaced by an aminocarbonyl group, while another is replaced by an ethyl group (the S enantiomer). An anticonvulsant, it is used for the treatment of epilepsy in both human and veterinary medicine.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C8H14N2O2
Net Charge 0
Average Mass 170.20900
Monoisotopic Mass 170.106
InChI InChI=1S/C8H14N2O2/c1-2-6(8(9)12)10-5-3-4-7(10)11/h6H,2-5H2,1H3,(H2,9,12)/t6-/m0/s1
InChIKey HPHUVLMMVZITSG-LURJTMIESA-N
SMILES CC[C@H](N1CCCC1=O)C(N)=O
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application(s): anticonvulsant
A drug used to prevent seizures or reduce their severity.
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ChEBI Ontology
Outgoing levetiracetam (CHEBI:6437) has role anticonvulsant (CHEBI:35623)
levetiracetam (CHEBI:6437) has role environmental contaminant (CHEBI:78298)
levetiracetam (CHEBI:6437) has role xenobiotic (CHEBI:35703)
levetiracetam (CHEBI:6437) is a pyrrolidin-2-ones (CHEBI:74223)
IUPAC Name
(2S)-2-(2-oxopyrrolidin-1-yl)butanamide
INNs Sources
levetiracetam ChemIDplus
levetiracetamum ChemIDplus
Synonyms Sources
(−)-(S)-α-ethyl-2-oxo-1-pyrrolidineacetamide ChemIDplus
(S)-(−)-α-ethyl-2-oxo-1-pyrrolidineacetamide ChEBI
(S)-α-ethyl-2-oxo-1-pyrrolidineacetamide ChemIDplus
Levetiracetam KEGG COMPOUND
UCB-L 059 ChemIDplus
Brand Name Source
Keppra DrugBank
Database Links Databases
1563 DrugCentral
C07841 KEGG COMPOUND
D00709 KEGG DRUG
DB01202 DrugBank
Levetiracetam Wikipedia
LSM-5603 LINCS
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Registry Numbers Types Sources
102767-28-2 CAS Registry Number ChemIDplus
8407472 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22119754 PubMed citation Europe PMC
22321334 PubMed citation Europe PMC
Last Modified
22 February 2017