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Merck
CN

P4509

Palmitoyl-DL-carnitine chloride

synthetic (organic), ≥98% (TLC), PKC inhibitor, powder

Synonym(s):

DL-Hexadecanoylcarnitine, Hexadecanoyl-DL-carnitine, NSC 628323, ​DL-Palmitoylcarnitine

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About This Item

Linear Formula:
C23H46NO4 · Cl
CAS Number:
6865-14-1
Molecular Weight:
436.07
UNSPSC Code:
12352200
PubChem Substance ID:
24278634
NACRES:
NA.77
MDL number:
MFCD00063481
Assay:
≥98% (TLC)
Form:
powder
Quality level:
200

Key Documents

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Product Name

Palmitoyl-DL-carnitine chloride, powder

SMILES string

Cl.CCCCCCCCCCCCCCCC(=O)OC(CC(O)=O)C[N](C)(C)C

InChI

1S/C23H46NO4.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,(H,25,26);1H

InChI key

LGVBWSFTXDIBPB-UHFFFAOYSA-N

biological source

synthetic (organic)

assay

≥98% (TLC)

form

powder

color

white

solubility

H2O: 25 mg/mL (with heat or sonication)

storage temp.

−20°C

Quality Level

200

Related Categories

Application

Palmitoyl-DL-carnitine chloride has been used to study its effect on inflammatory cytokines and calcium (Ca2+) influx, using in vitro models of prostate cancer.

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.
Palmitoyl-DL-carnitine chloride is known to inhibit biofilm formation mediated by Pseudomonas aeruginosa and Escherichia coli. It is a phosphokinase C inhibitor.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000495835
0000495850
0000495850
0000495835
0000450521

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Journal of Chemical and Pharmaceutical Sciences , 76(14), 29-29 (2012)
Accumulation of Palmitoylcarnitine and Its Effect on Pro-Inflammatory Pathways and Calcium Influx in Prostate Cancer
Al-Bakheit A, et al.
Prostate, 76(14), 1326-1337 (2016)
Signal transduction of the prophenoloxidase-activating system of prawn haemocytes triggered by CpG oligodeoxynucleotides
Chuo CP, et al.
Fish & Shellfish Immunology, 18(2), 149-162 (2005)
M Matsumura et al.
American journal of nephrology, 18(5), 355-358 (1998-09-08)
The administration of L-carnitine to patients undergoing hemodialysis increases hematocrit and improves the response to recombinant human erythropoietin (rhEPO). This suggests a contribution by carnitine to erythrocyte membrane function or erythropoiesis. We investigated the effect of L-carnitine and palmitoyl-L-carnitine on
S R Stapleton et al.
British journal of pharmacology, 107(4), 1192-1197 (1992-12-01)
1. The effects of palmitoyl-DL-carnitine (0.01 to 1 mM) on whole cell voltage-activated calcium channel currents carried by calcium or barium and Ca(2+)-activated chloride currents were studied in cultured neurones from rat dorsal root ganglia. 2. Palmitoyl-DL-carnitine applied to the
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