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17298-37-2

17298-37-2 Structure

17298-37-2 Structure
IdentificationBack Directory
[Name]

(+/-)-PROPIONYLCARNITINE CHLORIDE
[CAS]

17298-37-2
[Synonyms]

Hsdb 7589
Propionyl Carnitine
O-propanoyl-L-carnitine
(+/-)-Propionylcarnitinechloride
(+/-)-PROPIONYLCARNITINE CHLORIDE
3-propanoyloxy-4-trimethylammonio-butanoate
3-Carboxy-N,N,N-trimethyl-2-(1-oxopropoxy)-1-propanaminium inner salt
1-Propanaminium, 3-carboxy-N,N,N-trimethyl-2-(1-oxopropoxy)-, inner salt
[Molecular Formula]

C10H20ClNO4
[MDL Number]

MFCD00209823
[MOL File]

17298-37-2.mol
[Molecular Weight]

253.72
Chemical PropertiesBack Directory
[storage temp. ]

Desiccate at RT
[solubility ]

DMSO: 125 mg/mL (575.35 mM)
[form ]

Solid
[color ]

White to off-white
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
[Hazardous Substances Data]

17298-37-2(Hazardous Substances Data)
Hazard InformationBack Directory
[Uses]

Propionylcarnitine is metabolized by carnitine acetyltransferase from propionyl-CoA. Increased propionylcarnitine is regarded as a biomarker of vitamin B12 deficiency[1][2].
[Definition]

ChEBI: O-propanoylcarnitine is an O-acylcarnitine compound having propanoyl as the acyl substituent. It has a role as an analgesic, an antirheumatic drug, a cardiotonic drug, a peripheral nervous system drug and a human metabolite. It is functionally related to a propionic acid.
[in vivo]

Propionylcarnitine (2 mM/kg; p.o. for 4 weeks) affects plasma and urine total carnitine concentrations of mice[3].

Animal Model:Adult age-matched male C57BL/6 mice[5]
Dosage:2 mM/kg/day
Administration:Oral gavage; 2 mM/kg/day for 4 weeks
Result:Increased plasma and urine total carnitine concentrations, but showed no effect on the skeletal muscle carnitine content of mice.
[IC 50]

Human Endogenous Metabolite
[References]

[1] Jacobs PL, et al. Glycine propionyl-L-carnitine produces enhanced anaerobic work capacity with reduced lactate accumulation in resistance trained males. J Int Soc Sports Nutr. 2009;6:9. Published 2009 Apr 2. DOI:10.1186/1550-2783-6-9
[2] Kowal A, et al. Propionylcarnitine and methionine concentrations in newborns with hypospadias. Cent European J Urol. 2013;66(3):377-380. DOI:10.5173/ceju.2013.03.art36
[3] Palmieri L, et al. Protection of beta-thalassaemic erythrocytes from oxidative stress by propionyl carnitine. Int J Tissue React. 1994;16(3):121-9. PMID:7852033
[4] Tassani V, et al. Anaplerotic effect of propionyl carnitine in rat heart mitochondria. Biochem Biophys Res Commun. 1994 Mar 15;199(2):949-53. DOI:10.1006/bbrc.1994.1321
[5] Morand R, et al. Effect of carnitine, acetyl-, and propionylcarnitine supplementation on the body carnitine pool, skeletal muscle composition, and physical performance in mice. Eur J Nutr. 2014 Sep;53(6):1313-25. DOI:10.1007/s00394-013-0631-6
[6] Bertelli A, et al. Effect of propionyl carnitine on energy charge and adenine nucleotide content of cardiac endothelial cells during hypoxia. Int J Tissue React. 1991;13(1):37-40. PMID:1889961
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