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Details

Stereochemistry ABSOLUTE
Molecular Formula C7H15NO3.C4H4O6.2H
Molecular Weight 311.2857
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LEVOCARNITINE MONOTARTRATE

SMILES

[H+].[H+].O[C@H]([C@@H](O)C([O-])=O)C([O-])=O.C[N+](C)(C)C[C@H](O)CC([O-])=O

InChI

InChIKey=RZALONVQKUWRRY-XOJLQXRJSA-N
InChI=1S/C7H15NO3.C4H6O6/c1-8(2,3)5-6(9)4-7(10)11;5-1(3(7)8)2(6)4(9)10/h6,9H,4-5H2,1-3H3;1-2,5-6H,(H,7,8)(H,9,10)/t6-;1-,2-/m11/s1

HIDE SMILES / InChI

Description

Levocarnitine propionate or Propionyl L-carnitine (PLC) is the propionyl ester of L-carnitine. Propionyl-L-carnitine stimulates energy production in ischaemic muscles by increasing citric acid cycle flux and stimulating pyruvate dehydrogenase activity. The free radical scavenging activity of the drug may also be beneficial. Propionyl-L-carnitine improves coagulative fibrinolytic homeostasis in vasal endothelium and positively affects blood viscosity. It exhibits a high affinity for the muscle enzyme, carnitine acyl transferase, and as such readily converts into propionyl-CoA and free carnitine. Most studies of the therapeutic use of PLC are focused on the prevention and treatment of ischemic heart disease, congestive heart failure, hypertrophic heart disease, and peripheral arterial disease. PLC is marketed under the trade name Dromos®. It is indicated for patients with peripheral arterial occlusive disorders and for exercise intolerance enhancement in patients with chronic congestive heart failure. Dromos is marketed in Italy.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
CARNITOR
Primary
Dromos
Primary
Unknown
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
79.2 nmol/mL
330 mg 2 times / day multiple, oral
LEVOCARNITINE blood
Homo sapiens
80.3 nmol/mL
2 g 2 times / day multiple, oral
LEVOCARNITINE blood
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
771.4 nmol × h/mL
330 mg 2 times / day multiple, oral
LEVOCARNITINE blood
Homo sapiens
779.9 nmol × h/mL
2 g 2 times / day multiple, oral
LEVOCARNITINE blood
Homo sapiens

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

PubMed

Sample Use Guides

In Vivo Use Guide
Adults: The recommended oral dosage for adults is 990 mg two or three times a day using the 330 mg tablets, depending on clinical response. Infants and children: The recommended oral dosage for infants and children is between 50 and 100 mg/kg/day in divided doses, with a maximum of 3 g/day. Dosage should begin at 50 mg/kg/day.
Route of Administration: Oral
In Vitro Use Guide
Human neuroblastoma or human astrocytoma cells were exposed to 100 nM (20 ug levocarnetine hydrochloride/L) to 100 uM (20 mg levocarnetine hydrochloride/L). At these concentrations levocarnetine produced significant increases in mitochondrial function.