Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR5226)
Drug Name
Levetiracetam
Synonyms
102767-28-2; Keppra; (S)-2-(2-Oxopyrrolidin-1-yl)butanamide; Keppra XR; Levetiracetamum; ucb L059; (2S)-2-(2-oxopyrrolidin-1-yl)butanamide; UCB-L 059; UCB-L059; Spritam; (S)-alpha-Ethyl-2-oxo-1-pyrrolidineacetamide; (-)-(S)-alpha-Ethyl-2-oxo-1-pyrrolidineacetamide; SIB-S1; UNII-44YRR34555; 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-, (alphaS)-; UCB-22059; Levetiracetamum [INN-Latin]; Levetiractam; CHEBI:6437; ucb L060; Levetiracetam In Sodium Chloride; 44YRR34555; Levroxa; 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-,; Keppra; Leviteracetam; Torleva; Levetiracetam [INN]; Ucb L060; Etiracetam levo-isomer; Keppra (TN); L-059; Etiracetam, S-isomer; Keppra, Keppra XR),Levetiracetam; Levetriacetam
Indication Epilepsy [ICD11: 8A61-8A6Z] Approved [1]
Fibromyalgia [ICD11: ICD11: MG30] Approved [2]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 170.21 Topological Polar Surface Area 63.4
Heavy Atom Count 12 Rotatable Bond Count 3
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
5284583
ChEBI ID
CHEBI:6437
CAS Number
102767-28-2
TTD Drug ID
D0E1XL
Formula
C8H14N2O2
Canonical SMILES
CC[C@@H](C(=O)N)N1CCCC1=O
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
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Ucb L057 DM015772
11607993
Unclear - Unclear 1 [3]
Ucb R189 DM016575
129850691
Oxidation - Oxidation 1 [4]
Ucb R297 DM016169
54398539
Oxidation - Oxidation 1 [3]
Ucb R301 DM016088
44367442
Oxidation - Oxidation 1 [3]
Ucb K115 DM016110
45122275
Hydrolysis - Hydrolysis 2 [4]
Ucb K116 DM016576
129850692
Oxidation - Oxidative ring opening 2 [4]
Ucb K115 DM016110
45122275
Multi-steps Reaction - Oxidation; hydrolysis 3 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR008021 Levetiracetam Ucb R189 Oxidation - Oxidation Unclear [4]
MR008024 Levetiracetam Ucb L057 Unclear - Unclear Unclear [3]
MR008026 Levetiracetam Ucb R297 Oxidation - Oxidation CYP [3]
MR008027 Levetiracetam Ucb R301 Oxidation - Oxidation Unclear [3]
MR008025 Ucb L057 Ucb K115 Hydrolysis - Hydrolysis CYP [4]
MR008022 Ucb R189 Ucb K116 Oxidation - Oxidative ring opening Unclear [4]
MR008023 Ucb K116 Ucb K115 Multi-steps Reaction - Oxidation; hydrolysis CYP [4]
⏷ Show the Full List of 7 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
B-esterases (BES) DMEN816 Homo sapiens Not Available Not Available [3]
References
1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 6826).
2 Emerging therapies for fibromyalgia. Expert Opin Emerg Drugs. 2008 Mar;13(1):53-62.
3 In situ metabolism of levetiracetam in blood of patients with epilepsy
4 Pharmacokinetics and metabolism of 14C-levetiracetam, a new antiepileptic agent, in healthy volunteers

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