Chelerythrine

Chelerythrine

Names
IUPAC name 1,​2-​dimethoxy-​12-​methyl​[1,​3]benzodioxolo​[5,​6-​c]phenanthridin-​12-​ium
Identifiers
CAS Registry Number	34316-15-9 N
ChEBI	CHEBI:78373 N
ChEMBL	ChEMBL258893 N
ChemSpider	2602 Y
InChI InChI=1S/C21H18NO4/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22/h4-10H,11H2,1-3H3/q+1 Y Key: LLEJIEBFSOEYIV-UHFFFAOYSA-N Y InChI=1/C21H18NO4/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22/h4-10H,11H2,1-3H3/q+1 Key: LLEJIEBFSOEYIV-UHFFFAOYAP
Jmol-3D images	Image
PubChem	2703
SMILES O1c3c(OC1)cc2ccc4c5c(c[n+](c4c2c3)C)c(OC)c(OC)cc5
UNII	E3B045W6X0 Y
Properties
Molecular formula	C21H18NO4
Molar mass	348.37 g·mol−1
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N verify (what is: Y/N?)
Infobox references

Chelerythrine is a benzophenanthridine alkaloid present in the plant Chelidonium majus (greater celandine). It is a potent, selective, and cell-permeable protein kinase C inhibitor.^[1] It is also found in the plants Zanthoxylum clava-herculis and Zanthoxylum rhoifolium, exhibiting antibacterial activity against Staphylococcus aureus and other human pathogens.^[2][3]

References

1. ↑ Chelerythrine from Fermentek
2. ↑ Gibbons, Simon; Leimkugel, Julia; Oluwatuyi, Moyo et al. (2003). "<Activity of Zanthoxylum clava‐herculis extracts against multi‐drug resistant methicillin‐resistant Staphylococcus aureus (mdr‐MRSA)>". Phytotherapy Research 17 (3): 274–275. doi:10.1002/ptr.1112. PMID 12672160. 
3. ↑ Tavares, Luciana de C; Zanon, Graciane; Weber, Andréia D. et al. (2014). "<Structure-activity relationship of benzophenanthridine alkaloids from Zanthoxylum rhoifolium having antimicrobial activity>". PLoS One 9 (5): e97000. doi:10.1371/journal.pone.0097000. PMID 24824737.