Desacetylaustin

ID 2: 147

Toxin: y

Trivial name:

Austin, O17-​deacetyl-; Spiro[1H-​6,​11b-​methano-​4H-​furo[3,​4-​e]​[3]​benzoxocin-​9(10H)​,​3′(6’H)​-​[2H]​pyran]​-​1,​4,​6′-​trione, 3,​3a,​6,​7,​11,​11a-​hexahydro-​3a,​7-​dihydroxy-​2′,​2′,​3,​6,​8,​11a-​hexamethyl-​12-​methylene-​, (3S,​3’S,​3aS,​6R,​7R,​11aS,​11bS)​- (9CI); Austinol; Desacetylaustin; Spiro[1H-​6,​11b-​methano-​4H-​furo[3,​4-​e]​[3]​benzoxocin-​9(10H)​,​3′(6’H)​-​[2H]​pyran]​-​1,​4,​6′-​trione, 3,​3a,​6,​7,​11,​11a-​hexahydro-​3a,​7-​dihydroxy-​2′,​2′,​3,​6,​8,​11a-​hexamethyl-​12-​methylene-​, [3S-​(3α,​3aα,​6β,​7β,​9β,​11aβ,​11bβ)​]​-

Systematic name:

Spiro[1H-6,11b-methano-4H-furo[3,4-e][3]benzoxocin-9(10H),3′(6’H)-[2H]pyran]-1,4,6′-trione, 3,3a,6,7,11,11a-hexahydro-3a,7-dihydroxy-2′,2′,3,6,8,11a-hexamethyl-12-methylene-, (3S,3’S,3aS,6R,7R,11aS,11bS)-

Molecular formulae: 

C25H30O8

Molecular weight: 458.50

Chemical abstract number: 72040-27-8

Literature reference:

  • Preliminary studies of the biosynthesis of Austin. Wicnienski, N. A. Report (1979), (IS-T-842), 89 pp.
    The absolute configuration of desacetylaustin isolated from Emericella nidulans var. dentata. Fukuyama, Keiichi; Katsube, Yukiteru; Ishido, Hiroshi; Yamazaki, Mikio; Maebayashi, Yukio. Chemical & Pharmaceutical Bulletin (1980), 28(7), 2270-1.
    Studies on fungal metabolites. Part 3. Carbon-​13 NMR spectral and structural studies on austin and new related meroterpenoids from Aspergillus ustus, Aspergillus variecolor, and Penicillium diversum. Simpson, Thomas J.; Stenzel, Desmond J.; Bartlett, Alan J.; O’Brien, Eugene; Holker, John S. E. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1982), (11), 2687-92.

References URL: 

Aspergillus Species known to produce this metabolite:

Structure image:  

Deacetylaustinweb

Date uploaded: 2008-07-07 16:08:30


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