Neoxaline

ID 2: 399

Toxin: n

Trivial name:

1H,​5H-​Imidazo[1′,​2′:1,​2]​pyrido[2,​3-​b]​indole-​2,​5(3H)​-​dione, 7a-​(1,​1-​dimethyl-​2-​propenyl)​-​6,​7,​7a,​12-​tetrahydro-​6-​hydroxy-​3-​(1H-​imidazol-​4-​ylmethylene)​-​12-​methoxy-​, (3E,​6S,​7aR,​12aS)​- (9CI); Neooxaline; Neoxalin

Systematic name:

1H,​5H-​Imidazo[1′,​2′:1,​2]​pyrido[2,​3-​b]​indole-​2,​5(3H)​-​dione, 7a-​(1,​1-​dimethyl-​2-​propen-​1-​yl)​-​6,​7,​7a,​12-​tetrahydro-​6-​hydroxy-​3-​(1H-​imidazol-​5-​ylmethylene)​-​12-​methoxy-​, (3E,​6S,​7aR,​12aS)​-

Molecular formulae: 

C₂₃H₂₅N₅O₄

Molecular weight: 435.48

Chemical abstract number: 71812-10-7

Literature reference:

• Neoxaline, a new alkaloid produced by Aspergillus japonicus. Production, isolation and properties. Hirano, Atsushi; Iwai, Yuzuru; Masuma, Rokurou; Tei, Kiyoizumi; Omura, Satoshi. Journal of Antibiotics (1979), 32(8), 781-5.
  Combined molecular and biochemical approach identifies Aspergillus japonicus and Aspergillus aculeatus as two species. Parenicova, Lucie; Skouboe, Pernille; Frisvad, Jens; Samson, Robert A.; Rossen, Lone; ten Hoor-Suykerbuyk, Marjon; Visser, Jaap Applied and Environmental Microbiology (2001), 67(2), 521-527.
  Two novel species of Aspergillus section Nigri from Thai coffee beans. Noonim, Paramee; Mahakarnchanakul, Warapa; Varga, Janos; Frisvad, Jens C.; Samson, Robert A. International Journal of Systematic and Evolutionary Microbiology (2008), 58(7), 1727-1734.
  Antifouling indole alkaloids from two marine derived fungi. He, Fei; Han, Zhuang; Peng, Jiang; Qian, Pei-Yuan; Qi, Shu-Hua. Natural Product Communications (2013), 8(3), 329-332

References URL: 

• http://pubchem.ncbi.nlm.nih.gov/compound/6440491
• https://www.jstage.jst.go.jp/article/antibiotics1968/32/8/32_8_781/_article
• http://aem.asm.org/content/67/2/521
• http://ijs.sgmjournals.org/content/journal/ijsem/10.1099/ijs.0.65694-0

Aspergillus Species known to produce this metabolite:

• /species/a-japonicus
• /species/a-aculeatus
• /species/a-aculeatinus
• /species/a-sydowii

Date uploaded: 2008-07-07 16:58:01

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Mycotoxin & Metabolites

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