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Merck

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

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
0000495835
0000495850
0000450521

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Yige Fu et al.
Experimental cell research, 396(1), 112275-112275 (2020-09-09)
Limited treatment options and development of resistance to targeted therapy within few months pose significant challenges in the treatment of BRAF-mutated malignant melanoma. Moreover, extensive angiogenesis and vasculogenic mimicry promote the rapid progression of disease. The purpose of this study
T Nakadate et al.
Cancer research, 47(24 Pt 1), 6537-6542 (1987-12-15)
Palmitoylcarnitine, a reported protein kinase C inhibitor, enhanced the phorbol ester dependency of the enzyme, augmenting protein kinase C activity in the presence of phorbol esters such as phorbol 12,13-dibutyrate while inhibiting the basal activity measured in the presence of
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)
N Inoue et al.
Cardiovascular research, 28(1), 129-134 (1994-01-01)
Palmitoyl-L-carnitine, which accumulates in ischaemic myocardium, may influence the function of vascular endothelium in the ischaemic area. The aim of the study was therefore to examine the effect of palmitoyl-L-carnitine on endothelium dependent relaxations of rabbit thoracic aortas and its
Q Y Liu et al.
Biochemical and biophysical research communications, 228(2), 252-258 (1996-11-12)
We have studied the effect of a palmitoyl-L-carnitine (L-PC) on single cardiac L-type Ca channels incorporated from porcine ventricular sarcolemma into planar lipid bilayers where we could control the concentration, intracellular and/or extracellular location, and duration of L-PC treatment. We
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