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74711

Sigma-Aldrich

Ochratoxin A

purum, ≥98.0% (TLC), from Aspergillus ochraceus

Synonym(s):

N-[(3R)-(5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl]-L-phenylalanine

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About This Item

Empirical Formula (Hill Notation):
C20H18ClNO6
CAS Number:
303-47-9
Molecular Weight:
403.81
Beilstein:
1301486
EC Number:
206-143-7
MDL number:
MFCD00078079
UNSPSC Code:
12352200
PubChem Substance ID:
329765811

biological source

Aspergillus ochraceus

grade

purum

Assay

≥98.0% (TLC)

form

powder

Mode of action

enzyme | inhibits
protein synthesis | interferes

storage temp.

2-8°C

SMILES string

C[C@@H]1Cc2c(Cl)cc(c(O)c2C(=O)O1)C(=O)N[C@@H](Cc3ccccc3)C(O)=O

InChI

1S/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/t10-,15+/m1/s1

InChI key

RWQKHEORZBHNRI-BMIGLBTASA-N

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Other Notes

Inhibitor of mitochondrial transport systems; Mode of action.

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R. Roschenthaler et al.
J. Toxicol.-Toxin Reviews, 3, 53-53 (1984)
Ochratoxin A, an inhibitor of mitochondrial transport systems.
H Meisner et al.
Biochemistry, 13(14), 2795-2800 (1974-07-02)
Fiorenza Minervini et al.
Toxins, 5(1), 84-92 (2013-01-25)
Ochratoxin A (OTA) is a renal mycotoxin and transplacental genotoxic carcinogen. The aim of this study was to evaluate the natural occurrence of OTA in equine blood samples and its placental transfer. For the assessment of OTA levels, serum samples
Yan Wang et al.
Plant molecular biology, 82(4-5), 321-337 (2013-04-30)
Ochratoxin A (OTA) is a mycotoxin that is primarily produced by Aspergillus ochraceus and Penicillium verrucosum. This mycotoxin is a contaminant of food and feedstock worldwide and may induce cell death in plants. To investigate the dynamic growth process of
C Frizzell et al.
Toxicology letters, 217(3), 243-250 (2013-01-09)
Ochratoxin A (OTA) is a mycotoxin and extrolite of fungi which has been reported in a range of foods. This study uses mammalian reporter gene assays (RGAs) with natural steroid receptors and the H295R steroidogenesis assay to assess the endocrine
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