Chelerythrine

Synonym(s):1,2-Dimethoxy-N-methyl(1,3)benzodioxolo(5,6-c)phenanthridinium chloride;Toddaline chloride

CAS NO.：34316-15-9
Empirical Formula: C21H18NO4+
Molecular Weight: 348.37192
MDL number: MFCD00270393
EINECS: 251-930-0
SAFETY DATA SHEET (SDS)
Update Date: 2023-05-25 18:01:06

What is Chelerythrine?

The Uses of Chelerythrine

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.

Properties of Chelerythrine

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
CAS DataBase Reference	34316-15-9(CAS DataBase Reference)

Safety information for Chelerythrine

Signal word	Danger
Pictogram(s)	Skull and Crossbones Acute Toxicity GHS06 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H300:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.