Chelerythrine
Chelerythrine Basic information
- Product Name:
- Chelerythrine
- Synonyms:
-
- 1,2-Dimethoxy-N-methyl-[1,3]benzodioxolo[5,6-c]phenanthridinium chloride
- Chelerythrine chloride
- CHELERYTHRINE(TODDALINE)(RG)
- 1,2-dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridinium
- chelerythrine/toddaline
- 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
- CAS:
- 34316-15-9
- MF:
- C21H18NO4+
- MW:
- 348.37192
- EINECS:
- 251-930-0
- Product Categories:
-
- chemical reagent
- pharmaceutical intermediate
- Natural Plant Extract
- phytochemical
- reference standards from Chinese medicinal herbs (TCM).
- standardized herbal extract
- Mol File:
- 34316-15-9.mol
Chelerythrine 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
- solubility
- Chloroform (Slightly, Sonicated), DMSO (Slightly, Sonicated), Methanol (Slightly)
- form
- Solid
- color
- Light Yellow to Dark Orange
- Stability:
- Hygroscopic
- LogP
- -0.401 (est)
- CAS DataBase Reference
- 34316-15-9(CAS DataBase Reference)
Chelerythrine 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.
References
https://en.wikipedia.org/wiki/Chelerythrine
https://www.scbt.com/scbt/product/chelerythrine-chloride-3895-92-9
https://www.tocris.com/dispprod.php?ItemId=2342#.WQmZVVNsgZQ
Uses
Chelerythrine Chloride is a cell permeable protein kinase C (PKC) inhibitor.
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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Chelerythrine(34316-15-9)Related Product Information
- METSULFURON METHYL
- Methylparaben
- Zinc chloride
- Choline chloride
- Potassium chloride
- Sodium chloride
- Methyl acetate
- Methyl acrylate
- Calcium chloride
- Bensulfuron methyl
- Oxalyl chloride
- Thiophanate-methyl
- Kresoxim-methyl
- Thionyl chloride
- Ammonium chloride
- Methyl
- Parathion-methyl
- CHELERYTHRINE CHLORIDE(RG)