Fumitremorgin C

ID 2: 32

Toxin: y

Trivial name:

Spiro[furan-​2(5H)​,​9′-​[9H]​imidazo[1,​2-​a]​indole]​-​3′,​5(2’H)​-​dione, 4-​[2-​[1-​(acetyloxy)​-​2-​methylpropyl]​-​4-​oxo-​3(4H)​-​quinazolinyl]​-​1′,​3,​4,​9’a-​tetrahydro-​1′-​hydroxy-​2′,​2′-​dimethyl-​, [9’S-​[9’α[4S*(R*)​]​,​9’aβ]​]​-; Fumitremorgin C; Tryptoquivaline; Tryptoquivaline A; Tryptoquivaline C

Systematic name:

9’R-(9’alpha(4S*(R*)),9’abeta))-4-(2-(1-(Acetyloxy)-2-methylpropyl)-4-oxo-3(4H)-quinazolinyl)-1′,3,4,9’a-tetrahydro-1′-hydroxy-2′,2′-dimethylspiro(furan-2(5H),9′-(9H)imidazo(1,2-a) indole)-3′,5(2’H)-dione

Molecular formulae: 

C29H30N4O7

Molecular weight: 546.57

Chemical abstract number: 55387-45-6

Literature reference:

  • Tryptoquivaline and tryptoquivalone, two tremorgenic metabolites of Aspergillus clavatus. Clardy, Jon; Springer, James P.; Buechi, George; Matsuo, Keizo; Wightman, Richard. Journal of the American Chemical Society (1975), 97(3), 663-5.
    Isolation of some new tryptoquivaline-​related metabolites from Aspergillus fumigatus. Yamazaki M; Okuyama E; Maebayashi Y. Chemical & pharmaceutical bulletin (1979), 27(7), 1611-7.
    Steyn PS, Vleggaar R. Tremorgenic mycotoxins. Fortschr Chem Org Naturst. 1985;48:1-80. Review.
    Growth of and fumitremorgin production by Neosartorya fischeri as affected by temperature, light, and water activity. Nielsen P V; Beuchat L R; Frisvad J C. Applied and environmental microbiology (1988), 54(6), 1504-10.

References URL: 

Aspergillus Species known to produce this metabolite:

Structure image:  

FumitremorginCweb

Date uploaded: 2005-11-29 00:00:00

Mycotoxin & Metabolites

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