Fumigaclavine C

Toxin: 

y

Trivial name: 

Ergolin-​9-​ol, 2-​(1,​1-​dimethyl-​2-​propenyl)​-​6,​8-​dimethyl-​, acetate (ester)​, (8β,​9β)​- (9CI); Fumigaclavine C (7CI); Indolo[4,​3-​fg]​quinoline, ergolin-​9-​ol deriv.

Systematic name: 

Ergolin-9-ol, 2-(1,1-dimethyl-2-propenyl)-6,8-dimethyl-, acetate (ester), (8-beta,9-beta)-
 
 

Molecular formulae: 

C23H30N2O2

Molecular weight: 

366.50

Chem abstract number: 

62867-47-4

Literature reference: 

Ergot fungus. XLIX. Investigation on ergot alkaloids found in cultures of Aspergillus fumigatus. Yamano, Togo; Kishino, Kazuyuki; Yamatodani, Saburo; Abe, Matazo. Takeda Kenkyusho Nenpo (1962), 21, 95-101.

Chemical type: 

clavine alkaloid

Toxicity: 

The clavine alkaloids, fumigaclavine A, a new alkaloid designated fumigaclavine C and several tremorgens belonging to the fumitremorgen group were produced by A. fumigatus strains isolated from molded silage. The LD50 of fumigaclavine C was about 150 mg/kg oral dose in day-old cockerels. Calves dosed with crude extracts of A. fumigatus cultures experienced severe diarrhea, irritability and loss of appetite. Postmortem examination showed serous enteritis and evidence of interstitial changes in the lungs; abnormal changes were not found in other tissues.

Structure image: 

Species known to produce this metabolite: 

3d image file .c3d (requires Chem3d http://www.cambridgesoft.com/Ensemble_for_Chemistry/ChemBio3D/): 

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Date uploaded: 

2008-07-07 16:30:55