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About This Item
Empirical Formula (Hill Notation):
C21H46NO4P
CAS Number:
Molecular Weight:
407.57
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
MAPCHO™-16, n-hexadecylphosphocholine, powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 g (850337P-1g), pkg of 1 × 5 g (850337P-5g)
manufacturer/tradename
Avanti Research™ - A Croda Brand 850337P
shipped in
dry ice
storage temp.
−20°C
SMILES string
[P](=O)([O-])(OCC[N+](C)(C)C)OCCCCCCCCCCCCCCCC
InChI
1S/C21H46NO4P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-25-27(23,24)26-21-19-22(2,3)4/h5-21H2,1-4H3
InChI key
PQLXHQMOHUQAKB-UHFFFAOYSA-N
General description
Hexadecylphosphocholine is a structural analog of palmitoyl lysophosphatidylcholine that is more stable to hydrolytic degradation. The lipid is often used as a detergent for membrane protein solubilization and purification. It has been shown to have antineoplastic and antiprotozoal activity.
Application
MAPCHO™-16 has been used to test against Leishmania intracellular amastigotes. It has also been use to evaluate its efficacy in L. infantum chagasi infections.
Biochem/physiol Actions
MAPCHO™-16/ n-hexadecylphosphocholine/Miltefosine can be used as a stationary phase to determine total acidity of divalent cations by ion chromatography. It is used in the oral treatment of human leishmaniasis
Packaging
20 mL Clear Glass Screw Cap Vial (850337P-1g)
60 mL Amber Wide Mouth Glass Bottle with Screw Cap (850337P-5g)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
MAPCHO is a trademark of Avanti Polar Lipids, LLC
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
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Synthesis of 16-mercaptohexadecylphosphocholine, a miltefosine analog with leishmanicidal activity
Hornillos V, et al.
Bioorganic & medicinal chemistry letters, 16(19), 5190-5193 (2006)
Combination therapy with nitazoxanide and amphotericin B, Glucantime, miltefosine and sitamaquine against Leishmania (Leishmania) infantum intracellular amastigotes
Mesquita JT, et al.
Acta Tropica, 130, 112-116 (2014)
Determination of total acidity and of divalent cations by ion chromatography with n-hexadecylphosphocholine as the stationary phase
Hu W, et al.
Journal of Chromatography A, 956(1-2), 139-145 (2002)