Page last updated: 2024-11-07

propionylcarnitine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Propionylcarnitine is a naturally occurring compound that is synthesized in the body from the amino acid L-carnitine and propionic acid. It plays a role in energy production by transporting long-chain fatty acids into the mitochondria, where they are oxidized to produce ATP. Research suggests that propionylcarnitine may have several potential benefits, including improved exercise performance, enhanced cognitive function, and reduced muscle fatigue. It is studied for its potential role in treating a variety of conditions, including metabolic disorders, neurodegenerative diseases, and cardiovascular disease. '
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propionylcarnitine: RN given refers to cpd without isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID107738
CHEMBL ID2074916
CHEBI ID28867
SCHEMBL ID156850
MeSH IDM0044206

Synonyms (24)

Synonym
o-propionylcarnitine
C03017
1-propanaminium, 3-carboxy-n,n,n-trimethyl-2-(1-oxopropoxy)-, inner salt
propionylcarnitine
3-carboxy-n,n,n-trimethyl-2-(1-oxopropoxy)-1-propanaminium inner salt
propionyl carnitine
CHEBI:28867 ,
3-(propionyloxy)-4-(trimethylammonio)butanoate
17298-37-2
3-propanoyloxy-4-(trimethylazaniumyl)butanoate
CHEMBL2074916
propionyl-carnitine
hsdb 7589
SCHEMBL156850
LMFA07070105
3-(propanoyloxy)-4-(trimethylazaniumyl)butanoate
AKOS030540155
acylcarnitine c3:0
DTXSID20938255
Q27103933
o-propanoylcarnitine (internal charge)
HY-113092
CS-0059547
(3-carboxy-2-propanoyloxypropyl)-trimethylazanium

Research Excerpts

Overview

L-propionylcarnitine (L-PC) is a metabolic substance that is associated with a beneficial effect on microcirculation and myocyte function.

ExcerptReferenceRelevance
"L-propionylcarnitine (L-PC) is a metabolic substance that is associated with a beneficial effect on both microcirculation and myocyte function."( Effect of a single IV administration of L-propionylcarnitine on myocardial microcirculation assessed by coronary flow velocity reserve measurement in patients with systemic sclerosis: a pilot study.
Cauli, A; Iliceto, S; Lai, S; Mathieu, A; Meloni, L; Montisci, M; Montisci, R; Passiu, G; Ruscazio, M; Vacca, A, 2007
)
1.16

Treatment

L-propionylcarnitine prevented the increase in systemic vascular resistance produced by ischemia-reperfusion. cardiac output remained at 75% of baseline, and systemic vascular Resistance decreased from 42 +/- 3 to 38 +/- 4 mmHg.

ExcerptReferenceRelevance
"L-Propionylcarnitine-treated animals displayed slightly better postischemic recovery of systolic SS than did control animals; to 39 and 28% (p = 0.056) of baseline, respectively, probably owing to a reduction in arterial blood pressure (BP), because L-propionylcarnitine prevented the increase in systemic vascular resistance produced by ischemia-reperfusion."( L-propionylcarnitine does not affect myocardial metabolic or functional response to chronotropic and inotropic stimulation after repetitive ischemia in anesthetized pigs.
Bartels, GL; Bezstarosti, K; Duncker, DJ; Krams, R; Lamers, JM; McFalls, EO; Sassen, LM; van Meegen, JR; Verdouw, PD, 1993
)
1.57
"In L-propionylcarnitine-treated pigs, cardiac output remained at 75% of baseline, and systemic vascular resistance decreased from 42 +/- 3 to 38 +/- 4 mmHg.min.l-1."( L-propionylcarnitine increases postischemic blood flow but does not affect recovery of energy charge.
Bezstarosti, K; Lamers, JM; Sassen, LM; Van der Giessen, WJ; Verdouw, PD, 1991
)
1.46
"L-Propionylcarnitine treatment of the diabetic rats partially normalized these activities."( Na(+)-H+ exchange in cardiac sarcolemmal vesicles isolated from diabetic rats.
Dhalla, NS; Ferrari, R; Pierce, GN; Ramjiawan, B, 1990
)
0.84

Toxicity

ExcerptReferenceRelevance
" Subsequently we also noted how propionyl carnitine could prevent the increase in renal intracellular calcium, which is the base of many cyclosporine-induced toxic phenomena."( L-propionyl carnitine reduces toxicity correlated to cyclosporine-induced intracellular ATP concentrations.
Bertelli, A; Bertelli, AA; De Pietro, S; Giovannini, L; Migliori, M; Panichi, V; Taccola, D, 1999
)
0.3
" PLC had a similar safety profile to placebo; the most common adverse events were gastrointestinal."( Randomised clinical trial: the efficacy and safety of propionyl-L-carnitine therapy in patients with ulcerative colitis receiving stable oral treatment.
Ardizzone, S; Bakulin, IG; Camerini, R; Ceracchi, M; D'Arienzo, A; Denapiene, G; Fociani, P; Gasbarrini, G; Grinevich, VB; Koch, M; Kupcinskas, L; Lesniakowski, K; Malecka-Panas, E; Mikhailova, TL; Poniewierka, E; Sishkova, E; Vago, G; Valpiani, D; Zerbi, P; Zhidkov, KP, 2011
)
0.37
" In the Safety Analysis Set (SS), there were 110 adverse events during the course of the study (67 in PLC group vs."( A study on the efficacy and safety assessment of propionyl-L-carnitine tablets in treatment of intermittent claudication.
Chen, Z; Jin, B; Li, J; Li, K; Li, L; Liu, C; Luo, T; Yang, B; Zhang, J; Zhang, X; Zheng, Q, 2013
)
0.39

Pharmacokinetics

ExcerptReferenceRelevance
" The [11C]PLC is suitable for pharmacokinetic studies in human subjects with PET and the elucidation of the fate of the propionyl group of PLC in vivo."( Automated chemoenzymatic synthesis of no-carrier-added [carbonyl-11C]propionyl L-carnitine for pharmacokinetic studies.
Davenport, RJ; Dowsett, K; Pike, VW; Poole, K; Turton, DR, 1997
)
0.3
" The elimination half-life of L-carnitine and the time required to reach the Cmax (Tmax) was 60."( Comparison of pharmacokinetics of L-carnitine, acetyl-L-carnitine and propionyl-L-carnitine after single oral administration of L-carnitine in healthy volunteers.
Cao, Y; Han, ZW; Liu, CJ; Wang, CB; Wang, LX; Wang, YX, 2009
)
0.35
" L-carnitine also has a longer half-life than ALC and PLC."( Comparison of pharmacokinetics of L-carnitine, acetyl-L-carnitine and propionyl-L-carnitine after single oral administration of L-carnitine in healthy volunteers.
Cao, Y; Han, ZW; Liu, CJ; Wang, CB; Wang, LX; Wang, YX, 2009
)
0.35
" A pharmacokinetic (PK) parallel group study (n = 24) determined safety, plasma PLC concentrations and PK parameters after single and multiple doses."( Plasma pharmacokinetics and gastrointestinal transit of a new propionyl-L-carnitine controlled release formulation.
Brunner, M; Frimonti, E; Kletter, K; Longo, A; Müller, M; Pace, S; Pedrani, M; Rusca, A; Tschurlovits, M; Villa, R; Wagner, CC, 2011
)
0.37

Dosage Studied

ExcerptRelevanceReference
" After dosing propionyl-L-carnitine rapidly increased, and then decreased reaching the base value within 6 h or more, depending on the species and the dose."( Homeostatic equilibrium of L-carnitine family before and after i.v. administration of propionyl-L-carnitine in humans, dogs and rats.
Arrigoni Martelli, E; Bassani, E; Cardace, G; Corbelleta, C; Marzo, A; Morabito, E, 1991
)
0.28
" The dose titration design of the study also provided information on the dose-response relation."( Propionyl-L-carnitine in intermittent claudication: double-blind, placebo-controlled, dose titration, multicenter study.
Brevetti, G; Condorelli, M; Martone, VD; Perna, S; Sabbá, C, 1995
)
0.29
" The drug was administered at a dosage of 1 g three times a day orally for 90 days."( Effects of propionyl-L-carnitine on peripheral arterial obliterative disease of the lower limbs: a double-blind clinical trial.
Dal Lago, A; De Martini, D; Flore, R; Gaetani, E; Gasbarrini, A; Gerardino, L; Nolfe, G; Pola, R; Santoliquido, A; Serricchio, M; Tondi, P, 1999
)
0.3
" In addition, a decrease in dosage of oral antihyperglycaemic agents was observed in 21 patients at T1."( Effects of propionyl-carnitine in patients with type 2 diabetes and peripheral vascular disease: results of a pilot trial.
Acerra, G; del Guercio, R; Fasano, C; Federico, P; Gioia, F; Madrid, E; Mattera, E; Ragozzino, G; Salomone, P, 2004
)
0.32
" We used this special combination to develop an easy and convenient procedure for the enantio- and chemo-selective dosage of propionyl L-carnitine (1) and relative impurities (2-6), which allowed for the simultaneous separation and quantitation within 30 min."( Enantio- and chemo-selective HPLC separations by chiral-achiral tandem-columns approach: the combination of CHIROBIOTIC TAG and SCX columns for the analysis of propionyl carnitine and related impurities.
Badaloni, E; D'Acquarica, I; Galletti, B; Gasparrini, F; Giannoli, B; Giorgi, F; Tinti, MO; Vigevani, A, 2004
)
0.32
" Patients were randomized in three groups, each of them composed by 14 patients (7 DB and 7 NDB): the first group was submitted to infusional PLC therapy at a dosage of 4 fl (total: 1,200 mg PLC) in 250 cc of physiological solution for 5 days a week for 4 weeks; the second group was treated with PLC in association with pulsed muscular compression therapy by Vascupump (5 sessions a week for 4 weeks); the third group was submitted only to Vascupump."( Evaluation of the efficacy of propionyl-L-carnitine versus pulsed muscular compressions in diabetic and non-diabetic patients affected by obliterating arteriopathy Leriche stage II.
Izzo, A; Koverech, A; Liguori, M; Messano, M; Palermo, G; Riccioni, C; Sarcinella, R; Virmani, A, 2008
)
0.35
" These data may have important implications in the designing of dosing regimens for L-carnitine or its analogues, such as ALC or PLC."( Comparison of pharmacokinetics of L-carnitine, acetyl-L-carnitine and propionyl-L-carnitine after single oral administration of L-carnitine in healthy volunteers.
Cao, Y; Han, ZW; Liu, CJ; Wang, CB; Wang, LX; Wang, YX, 2009
)
0.35
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (5)

RoleDescription
analgesicAn agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
antirheumatic drugA drug used to treat rheumatoid arthritis.
cardiotonic drugA drug that has a strengthening effect on the heart or that can increase cardiac output.
peripheral nervous system drugA drug that acts principally at one or more sites within the peripheral neuroeffector systems, the autonomic system, and motor nerve-skeletal system.
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
O-acylcarnitineAny carboxylic ester obtained by the O-acylation of carnitine.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (7)

PathwayProteinsCompounds
Metabolism14961108
Metabolism of lipids500463
Fatty acid metabolism113203
Peroxisomal lipid metabolism2552
Beta-oxidation of pristanoyl-CoA922
Oxidation of Branched-Chain Fatty Acids1122
Leucine, isoleucine and valine metabolism2470

Bioassays (2)

Assay IDTitleYearJournalArticle
AID682254TP_TRANSPORTER: uptake in OCTN2-expressing HRPE cells1999The Journal of pharmacology and experimental therapeutics, Sep, Volume: 290, Issue:3
Functional characteristics and tissue distribution pattern of organic cation transporter 2 (OCTN2), an organic cation/carnitine transporter.
AID679144TP_TRANSPORTER: uptake in OCTN2-expressing HRPE cells1999The Journal of pharmacology and experimental therapeutics, Sep, Volume: 290, Issue:3
Functional characteristics and tissue distribution pattern of organic cation transporter 2 (OCTN2), an organic cation/carnitine transporter.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (331)

TimeframeStudies, This Drug (%)All Drugs %
pre-199032 (9.67)18.7374
1990's157 (47.43)18.2507
2000's82 (24.77)29.6817
2010's53 (16.01)24.3611
2020's7 (2.11)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 24.66

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index24.66 (24.57)
Research Supply Index6.02 (2.92)
Research Growth Index4.95 (4.65)
Search Engine Demand Index52.19 (26.88)
Search Engine Supply Index3.75 (0.95)

This Compound (24.66)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials62 (17.87%)5.53%
Reviews21 (6.05%)6.00%
Case Studies17 (4.90%)4.05%
Observational0 (0.00%)0.25%
Other247 (71.18%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]