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

General Information of Drug (ID: DR0936)
Drug Name
Levocarnitine
Synonyms
L-Carnitine inner salt; L-carnitine; L-carnitine Base; Lefcar; Levocarnitina; Levocarnitina [Spanish]; Levocarnitine; Levocarnitine [USAN:INN]; Levocarnitinum; Levocarnitinum [Latin]; Metina; bicarnesine; vitamin BT; (-)-Carnitine; (-)-L-Carnitine; Carniking; Carniking 50; Carnilean; Carnitene; Carnitine; Carnitine, (-)-; Carnitolo; Carnitor; Carnovis; Carrier; Karnitin; L(-)-Carnitine; L-(-)-Carnitine; (3R)-3-hydroxy-4-(trimethylammonio)butanoate; (R)-Carnitine; 541-15-1; gamma-Trimethyl-beta-hydroxybutyrobetaine
Indication Cognitive impairment [ICD11: 6D71] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 161.2 Topological Polar Surface Area 60.4
Heavy Atom Count 11 Rotatable Bond Count 3
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
10917
PubChem SID
2207 ; 3612 ; 841764 ; 7849237 ; 8145671 ; 8157930 ; 12125266 ; 15120307 ; 15171033 ; 24892238 ; 29279278 ; 46475651 ; 46505864 ; 48416167 ; 49747058 ; 49833446 ; 49867038 ; 53788226 ; 56312758 ; 56320717 ; 56320718 ; 57326565 ; 77300350 ; 85165027 ; 87565251 ; 91146345 ; 92308023 ; 93166761 ; 103332887 ; 103944816 ; 104324626 ; 115354359 ; 118307976 ; 124360711 ; 124757780 ; 124811873 ; 125164584 ; 126603600 ; 126608844 ; 131318133 ; 131549872 ; 134224069 ; 134338232 ; 134975930 ; 135692459 ; 136903840 ; 137003561 ; 141954380 ; 143433319 ; 143857297
ChEBI ID
ChEBI:16347
CAS Number
541-15-1
TTD Drug ID
D0G8SQ
Formula
C7H15NO3
Canonical SMILES
C[N+](C)(C)CC(CC(=O)[O-])O
InChI
1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/t6-/m1/s1
InChIKey
PHIQHXFUZVPYII-ZCFIWIBFSA-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
6-N-trimethyllysine DM000266 N. A. Unclear 1 [4]
Inosine DM003100
135398641
Oxidation - Deamination 1 [2]
TMAO DM000264
1145
Unclear 1 [5]
[3H]-gamma-butyrobetaine DM000265 N. A. Unclear 1 [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR001471 Levocarnitine Trimethylamine N-oxide Unclear Unclear [5]
MR001472 Levocarnitine [3H]-gamma-butyrobetaine Unclear Unclear [5]
MR001473 Levocarnitine 6-N-trimethyllysine Unclear Unclear [4]
MR001474 Levocarnitine Inosine Oxidation - Deamination Crat [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2B4 (CYP2B4) DMEN885 Oryctolagus cuniculus
CP2B4_RABIT
1.14.14.1
[2]
Cytochrome P450 2E1 (CYP2E1) DME0013 Homo sapiens
CP2E1_HUMAN
1.14.14.1
[3]
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
Carnitine O-acetyltransferase (CRAT) DME0533 Km = 0.11 microM
CACP_HUMAN
[2]
References
1 Levocarnitine was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Structural and mutational characterization of L-carnitine binding to human carnitine acetyltransferase. J Struct Biol. 2004 Jun;146(3):416-24.
3 Modulation of ethanol-mediated CYP2E1 induction by clofibrate and L-carnitine in rat liver. Biol Pharm Bull. 1993 Dec;16(12):1240-3.
4 Levocarnitine and muscle metabolism in patients with end-stage renal disease J Ren Nutr. 1998 Jul;8(3):118-21. doi: 10.1016/s1051-2276(98)90001-2.
5 DrugBank(Pharmacology-Metabolism)Levocarnitine

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