Cyclopiazonic acid

Toxin: 

y

Trivial name: 

9H-​Pyrrolo[1',​2':2,​3]​isoindolo[4,​5,​6-​cd]​indol-​9-​one, 10-​acetyl-​2,​6,​6a,​7,​11a,​11b-​hexahydro-​11-​hydroxy-​7,​7-​dimethyl-​, (6aα,​11aβ,​11bα)​- (8CI); Cyclopiazonic acid; NSC 117181; α-​Cyclopiazonic acid

Systematic name: 

9H-Pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-9-one, 10-acetyl-2,6,6a,7,11a,11b-hexahydro-11-hydroxy-7,7-dimethyl-, (6aR,11aS,11bR)-rel-

Molecular formulae: 

C20H20N2O3

Molecular weight: 

336.39

Chem abstract number: 

18172-33-3

Literature reference: 

Production of alkaloids and related substances by fungi. XI. Isolation of cyclopiazonic imine, and bis(secodehydrocyclopiazonic acid) from the cultures of Aspergillus versicolor. Ohmomo, Sadahiro; Sugita, Masanori; Abe, Matazo. Nippon Nogei Kagaku Kaishi (1973), 47(1), 57-63. Production of cyclopiazonic acid by Aspergillus flavus Link. Luk, K. C.; Kobbe, B.; Townsend, J. M. Applied and Environmental Microbiology (1977), 33(1), 211-12. Mycotoxins of Aspergillus oryzae strains used in the food industry as starters and enzyme producing molds. Orth, R. Annales de la Nutrition et de l'...

Chemical type: 

Alkaloid

Toxicity: 

Tremorgenic toxin. Causes degenerative changes in the liver, kidney and other organs. Intraperitoneal LD50 in the rat 2.3 mg/kg body-weight and oral LD50 of the sodium salt of cyclopiazonic acid is reported to be 19 mg/kg body-weight.

Structure image: 

Aspergillus Species known to produce this metabolite: 

Date uploaded: 

2007-09-25 14:42:26