P1645

Palmitoyl-L-carnitine chloride

≥98% (TLC), powder

• Synonym(s): O-Palmitoyl-L-carnitine chloride
• Linear Formula: C₂₃H₄₆NO₄ · Cl
• CAS Number: 18877-64-0
• Molecular Weight: 436.07
• UNSPSC Code: 12352211
• NACRES: NA.25
• PubChem Substance ID: 24898229
• EC Number: 242-642-6
• Beilstein/REAXYS Number: 4071005
• MDL number: MFCD00070346

Properties

• Quality Segment: 200
• assay: ≥98% (TLC)
• form: powder
• color: white
• solubility: H₂O: 25 mg/mL (with heat or sonication)
• lipid type: saturated FAs
• storage temp.: −20°C
• SMILES string: [Cl-].CCCCCCCCCCCCCCCC(=O)O[C@H](CC(O)=O)C[N+](C)(C)C
• InChI: 1S/C23H45NO4.ClH/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(27)28-21(19-22(25)26)20-24(2,3)4;/h21H,5-20H2,1-4H3;1H/t21-;/m1./s1
• InChI key: GAMKNLFIHBMGQT-ZMBIFBSDSA-N

Description

Application

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

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves