Ochratoxin A

Toxin: 

y

Trivial name: 

Alanine, N-​[(5-​chloro-​8-​hydroxy-​3-​methyl-​1-​oxo-​7-​isochromanyl)​carbonyl]​-​3-​phenyl-​, (-​)​- (8CI); L-​Phenylalanine, N-​[(5-​chloro-​3,​4-​dihydro-​8-​hydroxy-​3-​methyl-​1-​oxo-​1H-​2-​benzopyran-​7-​yl)​carbonyl]​-​, (R)​-; Ochratoxin A (7CI); (R)​-​N-​[(5-​Chloro-​3,​4-​dihydro-​8-​hydroxy-​3-​methyl-​1-​oxo-​1H-​benzo[c]​pyran-​7-​yl)​carbonyl]​-​3-​phenylalanine; 3R,​14S-​Ochratoxin A; NSC 201422; NSC 221991; Phe-​OTA; Phenylalanine-​ochratoxin A

Systematic name: 

L-​Phenylalanine, N-​[[(3R)​-​5-​chloro-​3,​4-​dihydro-​8-​hydroxy-​3-​methyl-​1-​oxo-​1H-​2-​benzopyran-​7-​yl]​carbonyl]​-

Molecular formulae: 

C20H18ClNO6

Molecular weight: 

403.81

Chem abstract number: 

303-47-9

Literature reference: 

Ochratoxin A, a toxic metabolite produced by Aspergillus ochraceus. van der Merwe, K. J.; Steyn, P. S.; Fourie, L.; Scott, D. B.; Theron, J. J. Nature (London, United Kingdom) (1965), 205(4976), 1112-13 A review on ochratoxin A occurrence and effects of processing of cereal and cereal derived food products. S.C. Duarte, , A. Pena, C.M. Lino. Food Microbiology Volume 27, Issue 2, April 2010, Pages 187–198.

Chemical type: 

Isocoumarin

Toxicity: 

Potent nephrotoxin implicated in porcine nephropathy. Acute oral LD50 in the male rat 30.3 mg/kg body-weight and in the female rat 21.4 mg/kg body-weight. Recent assessments of toxicity suggest that this compound may be carcinogenic and genotoxic. chicken LD50 oral 3300ug/kg (3.3mg/kg)

Structure image: 

Species known to produce this metabolite: 

3d image file .s3d (get free desktop viewer at http://www.acdlabs.com/resources/freeware/): 

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Date uploaded: 

2005-12-14 00:00:00