Ditryptophenoline

Toxin: 

n

Trivial name: 

Chaetocin, 2,​5:2',​5'-​dide(epidithio)​-​19,​19'-​dideoxy-​19,​19'-​diphenyl-​, (2'β,​5'α,​7'S,​15'β)​-; (-​)​-​Ditryptophenaline; Ditryptophenaline; [10b,​10'b-​Bi-​10bH-​pyrazino[1',​2':1,​5]​pyrrolo[2,​3-​b]​indole]​-​1,​1',​4,​4'-​tetrone, 2,​2',​3,​3',​5a,​5'a,​6,​6',​11,​11',​11a,​11'a-​dodecahydro-​2,​2'-​dimethyl-​3,​3'-​bis(phenylmethyl)​-​, [3S-​[3α,​5aα,​10bα(3'R*,​5'aR*,​10'bR*,​11'aR*)​,​11aβ]​]​-

Systematic name: 

[10b,10'b-Bi-10bH-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole]-1,1',4,4'-tetrone, 2,2',3,3',5a,5'a,6,6',11,11',11a,11'a-dodecahydro-2,2'-dimethyl-3,3'-bis(phenylmethyl)-, (3S,3'S,5aS,5'aS,10bS,10'bS,11aS,11'aS)-

Molecular formulae: 

C42H40N6O4

Molecular weight: 

692.80

Chem abstract number: 

64947-43-9

Literature reference: 

The structure of ditryptophenaline-​a new metabolite of Aspergillus flavus. Springer, James P.; Buechi, George; Kobbe, Brunhilde; Demain, Arnold L.; Clardy, Jon. Tetrahedron Letters (1977), (28), 2403-6. A new diketopiperazine alkaloid from Aspergillus oryzae. Shaaban, Mohamed; Magdy El-Metwally, Mohammad; Nasr, Hamdi. Natural Product Research (2014), 28(2), 86-94

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 16:08:30