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About This Item
Linear Formula:
C23H46NO4 · Cl
CAS Number:
Molecular Weight:
436.07
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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
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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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)
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)
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
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
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