Nigragillin

Toxin: 

n

Trivial name: 

Nigragilline (8CI); Piperazine, 1,​2,​5-​trimethyl-​4-​(1-​oxo-​2,​4-​hexadienyl)​-​, [2α,​4(E,​E)​,​5β]​-​(+)​-; Piperazine, 1,​2,​5-​trimethyl-​4-​[(2E,​4E)​-​1-​oxo-​2,​4-​hexadienyl]​-​, (2R,​5S)​-​rel-​(+)​- (9CI); N-​Methyl-​trans-​2,​5-​dimethyl-​N'-​sorbylpiperazine; Nigragillin

Systematic name: 

2,​4-​Hexadien-​1-​one, 1-​[(2R,​5S)​-​2,​4,​5-​trimethyl-​1-​piperazinyl]​-​, (2E,​4E)​-​rel-​(+)​-

Molecular formulae: 

C13H22N2O

Molecular weight: 

222.33

Chem abstract number: 

24779-38-2

Literature reference: 

Nigragillin, a new alkaloid from the Aspergillus niger group. I. Isolation and structural elucidation of nigragillin and a dioxopiperazine. Caesar, Friedrich; Jansson, K.; Mutschler, E. Pharmaceutica Acta Helvetiae (1969), 44(11), 676-90. Isolation and identification of nigragillin as an insecticidal metabolite produced by Aspergillus niger. Isogai, Akira; Horii, Tetsuo; Suzuki, Akinori; Murakoshi, Shigeo; Ikeda, Katsutoshi; Sato, Shouhachi; Tamura, Saburo. Agricultural and Biological Chemistry (1975), 39(3), 739-40

Structure image: 

Aspergillus Species known to produce this metabolite: 

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

jmol file (.mol) requires Java to run (http://www.java.com/en/download/help/enable_panel.xml): 


Date uploaded: 

2008-07-07 16:58:01