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ChemicalBook--->CAS DataBase List--->18877-64-0

18877-64-0

18877-64-0 Structure

18877-64-0 Structure
IdentificationBack Directory
[Name]

PALMITOYL-L-CARNITINE CHLORIDE
[CAS]

18877-64-0
[Synonyms]

Einecs 242-642-6
L-CARNITINE:HCL, O-PALMITOYL
L-Palmitoylcarnitine chloride
PALMITOYL-L-CARNITINE CHLORIDE
O-PALMITOYL-L-CARNITINE CHLORIDE
HEXADECANOYL-L-CARNITINE CHLORIDE
Palmitoyl-L-carnitine hydrochloride
Palmitoyl-L-carnitine chloride≥ 99% (TLC)
(R)-3-(Palmitoyloxy)-4-(trimethylammonio)butanoate Hydrochloride
(R)-3-(Hexadecanoyloxy)-4-(trimethylammonio)butyrate Hydrochloride
(R)-[3-carboxy-2-[(1-oxohexadecyl)oxy]propyl]trimethylammonium chloride
1-Propanaminium, 3-carboxy-N,N,N-trimethyl-2-(1-oxohexadecyl)oxy-, chloride, (2R)-
1-Propanaminium, 3-carboxy-N,N,N-trimethyl-2-((1-oxohexadecyl)oxy)-, chloride, (R)-
[EINECS(EC#)]

242-642-6
[Molecular Formula]

C23H46ClNO4
[MDL Number]

MFCD00070346
[MOL File]

18877-64-0.mol
[Molecular Weight]

436.07
Chemical PropertiesBack Directory
[Melting point ]

168-172 °C(lit.)
[storage temp. ]

−20°C
[solubility ]

H2O: 25 mg/mL with heat or sonication
[form ]

powder
[color ]

white
[Water Solubility ]

H2O: 25mg/mL (with he at or sonication)
[BRN ]

4071005
[CAS DataBase Reference]

18877-64-0
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[F ]

3-10
[HS Code ]

2923900090
Hazard InformationBack Directory
[Chemical Properties]

White crystalline powder
[Uses]

Palmitoyl-L-carnitine chloride has been used as acylcarnitine in treating cardiomyocytes for the induction of reactive oxygen species (ROS).
[Uses]

Palmitoyl-L-carnitine Hydrochloride is a long-chain fatty ester of carnitine which is accumulated and released into the circulation, in fatty-acid oxidation defects. Pattern of Lauroyl-L-carnitine can be diagnostic for a number of ?-oxidation defects.
[Biochem/physiol Actions]

Long-chain acylcarnitine and well-known intermediate in mitochondrial fatty acid oxidation. Modifies myocardial levels of high-energy phosphates and free fatty acids in the heart. Increases erythroid colony formation in culture. Reduces surface negative charge of erythrocytes and myocytes. Reported to affect currents and inhibit endothelium-dependent relaxation induced by acetylcholine and substance P in a dose-dependent manner by suppressing the intracellular calcium signal transduction in endothelial cells. Inhibits the Na/K pump current but has no effect on the intracellular calcium current in guinea pig ventricular cells. However, like oubain, it reversibly depolarizes the resting membrane, decreases action potential duration, and increases the amplitude of myocyte contractions.
[Enzyme inhibitor]

This naturally occurring acylated derivative (FW = 436.07 g/mol; CAS 18877-64-0) is an intermediate in the mitochondrial palmitic acid oxidation. Palmitoyl-L-carnitine reduces negative charge of membrane surfaces, when incorporated into the plasma membrane in erythrocytes and myocytes. Note: Because this substance readily forms micelles, one must take care to discriminate whether the monomeric and/or micelle form (s) is (are) inhibitory, when present at concentrations above the critical micelle concentration (cmc). Target (s) : 7-ethoxycoumarin O-deethylase, cytochrome P450; lysophospholipase; [myosin light-chain] kinase ; Na+/K+-exchanging ATPase; palmitoyl-CoA hydrolase, or acyl-CoA hydrolase); phosphatidylcholine:cholesterol acyltransferase, LCAT; and protein kinase C.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

Palmitoyl-L-Carnitine Chloride(18877-64-0)1HNMR
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