Neoechinuline

ID 2: 483

Toxin: y

Trivial name:

2,​3,​5-​Piperazinetrione, 6-​[[2-​(1,​1-​dimethylallyl)​-​6-​(3-​methyl-​2-​butenyl)​indol-​3-​yl]​methylene]​- (8CI); Piperazinetrione, 6-​[[2-​(1,​1-​dimethyl-​2-​propenyl)​-​6-​(3-​methyl-​2-​butenyl)​-​1H-​indol-​3-​yl]​methylene]​-​, (6Z)​- (9CI); Piperazinetrione, [[2-​(1,​1-​dimethyl-​2-​propenyl)​-​6-​(3-​methyl-​2-​butenyl)​-​1H-​indol-​3-​yl]​methylene]​-​, (Z)​-; Alkaloid E 9, from Aspergillus amstelodami; Neoechinulin; Neoechinuline

Systematic name:

2,​3,​5-​Piperazinetrione, 6-​[[2-​(1,​1-​dimethyl-​2-​propen-​1-​yl)​-​6-​(3-​methyl-​2-​buten-​1-​yl)​-​1H-​indol-​3-​yl]​methylene]​-​, (6Z)​-

Molecular formulae: 

C23H25N3O3

Molecular weight: 391.46

Chemical abstract number: 25644-25-1

Chemical type: alkaloid

Literature reference:

  • Neoechinuline: a new indole metabolite from Aspergillus amstelodami. Barbetta, Marco; Casnati, Giuseppe; Pochini, A.; Selva, A. Tetrahedron Letters (1969), 51, 4457-60.
    Secondary metabolites from Eurotium species, Aspergillus calidoustus and A. insuetus common in Canadian homes with a review of their chemistry and biological activities. Slack, Gregory J.; Puniani, Eva; Frisvad, Jens C.; Samson, Robert A.; Miller, J. David. Mycological Research (2009), 113(4), 480-490.
    Eurocristatine, a new diketopiperazine dimer from the marine sponge-​associated fungus Eurotium cristatum. Gomes, Nelson M.; Dethoup, Tida; Singburaudom, Narong; Gales, Luis; Silva, Artur M. S.; Kijjoa, Anake. Phytochemistry Letters (2012), 5(4), 717-720.

References URL: 

Aspergillus Species known to produce this metabolite:

Structure image:  

Neoechinulinweb

Date uploaded: 2005-12-13 00:00:00


Mycotoxin & Metabolites

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