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34316-15-9 Chelerythrine chloride 34316-15-9 Chelerythrine chloride 34316-15-9 Chelerythrine chloride
Chelerythrine chloride Basic information
Description References
Product Name: Chelerythrine chloride
Synonyms: CHELERYTHRINE(TODDALINE)(RG);1,2-dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridinium;1,2-Dimethoxy-N-methyl-[1,3]benzodioxolo[5,6-c]phenanthridinium chloride;Chelerythrine chloride;1,2-Dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridin-12-ium;2,3-(Epoxymethanoxy)-5-methyl-7,8-dimethoxybenzo[c]phenanthridine-5-ium;Cheleritrine;3895-92-9 (Chloride)
CAS: 34316-15-9
MF: C21H18NO4+
MW: 348.37192
EINECS: 251-930-0
Product Categories: Natural Plant Extract;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
Mol File: 34316-15-9.mol
Chelerythrine chloride Chemical Properties
Melting point 195-205°C
Boiling point 496.37°C (rough estimate)
density 1.2985 (rough estimate)
refractive index 1.5614 (estimate)
storage temp. Desiccate at -20°C
CAS DataBase Reference 34316-15-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22
Safety Statements 36/37
Chelerythrine chloride Usage And Synthesis
Description Chelerythrine chloride is the chloride form of Chelerythrine chloride which is a benzophenanthridine alkaloid isolated from the plant Chelidonium majus (greater celandine). It is a kind of potent, selective, and cell-permeable protein kinase C inhibitor, an efficient antagonist of G-protein-coupled CB1 receptors, and an independent activator of MAPK pathways. It has a wide range of biological activities including antiplatelet, anti-inflammatory, antibacterial and antitumor effects. It has reported of that it is capable of inducing apoptosis in HL-60 human promyelocytic leukemia cells and several other cancer cell lines. The underlying mechanism is through its effects of inhibiting the binding of BclXL to Bax or Bad.
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Definition ChEBI: A benzophenanthridine alkaloid isolated from the root of Zanthoxylum simulans, Chelidonium majus L., and other Papaveraceae.
Biological Activity Potent, cell-permeable inhibitor of protein kinase C (IC 50 = 660 nM); competitive with respect to the phosphate acceptor and non-competitive with respect to ATP. Has a wide range of biological activities, including antiplatelet, anti-inflammatory, antibacterial and antitumor effects. Activates MAPK pathways, independent of PKC inhibition. Inhibits binding of BclXL to Bak (IC 50 = 1.5 μ M) or Bad proteins and stimulates apoptosis.
Purification Methods Chelerythrine crystallises from CHCl3 on addition of MeOH [Manske Can J Res 21B 140 1943, UV: Hruban et al. Coll Czech Chem Commun 35 3420 1970]. The pseudo base is colourless while the salts are yellow in aqueous solution and are fluorescent.
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