CAS 303-47-9
:Ochratoxin A
Description:
Ochratoxin A is a mycotoxin produced by certain species of fungi, particularly Aspergillus and Penicillium. It is a secondary metabolite that is commonly found in various agricultural products, including grains, coffee, and dried fruits. Chemically, it is classified as a phenolic compound and is characterized by its structure, which includes a phenylalanine moiety linked to a 3-carboxy-4-hydroxy-2-pyridone unit. Ochratoxin A is known for its potential nephrotoxic, immunotoxic, and carcinogenic effects in humans and animals, making it a significant concern in food safety and public health. It is stable under various environmental conditions, which contributes to its persistence in contaminated food products. Regulatory agencies have established limits for ochratoxin A in food and feed to mitigate health risks. Detection methods typically involve advanced techniques such as high-performance liquid chromatography (HPLC) coupled with fluorescence detection, ensuring accurate monitoring of this harmful contaminant in food supplies.
Formula:C20H18ClNO6
InChI: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:InChIKey=RWQKHEORZBHNRI-BMIGLBTASA-N
SMILES:ClC1=C2C(=C(O)C(C(N[C@@H](CC3=CC=CC=C3)C(O)=O)=O)=C1)C(=O)O[C@H](C)C2
Synonyms:- (R)-N-((5-Chlor-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-benzo[c]pyran-7-yl)carbonyl)-3-phenylalanin
- (R)-N-((5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-benzo[c]pyran-7-yl)carbonyl)-3-phenylalanine
- (R)-N-((5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-benzo[c]pyranne-7-yl)carbonyl)-3-phenylalanine
- (R)-N-((5-cloro-3,4-dihidro-8-hidroxi-3-metil-1-oxo-1H-benzo[c]pirano-7-il)carbonil)-3-fenilalanina
- 3R,14S-Ochratoxin A
- <span class="text-smallcaps">L</span>-Phenylalanine, N-[(5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl]-, (R)-
- <span class="text-smallcaps">L</span>-Phenylalanine, N-[[(3R)-5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl]carbonyl]-
- Alanine, N-[(5-chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl]-3-phenyl-, (-)-
- L-Phenylalanine, N-[(5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl]-, (R)-
- N-[[(3R)-5-Chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl]carbonyl]-<span class="text-smallcaps">L</span>-phenylalanine
- Nsc 201422
- Nsc 221991
- Ochratoxin A
- Phe-OTA
- Phenylalanine-ochratoxin A
- 5-18-09-00056 (Beilstein Handbook Reference)
- N-[(5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-7-yl)carbonyl]phenylalanine
- CCRIS 2382
- N-(((3R)-5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl)-3-phenyl-L-alanine
- N-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-7-yl]carbonyl}phenylalanine
- (-)-N-((5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl)-3-phenylalanine
- N-[[(3R)-5-Chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl]carbonyl]-L-phenylalanine
- (R)-N-((5-Chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1 H-2-benzopyran-7-yl)carbonyl)phenylalanine
- NCI-C56586
- (2S)-2-({[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-7-yl]carbonyl}amino)-3-phenylpropanoate
- L-Phenylalanine, N-[[(3R)-5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl]carbonyl]-
- L-Phenylalanine, N-(((3R)-5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl)-
- HSDB 4305
- N-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-7-yl]carbonyl}-L-phenylalanine
- BRN 1301486
- See more synonyms
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Ochratoxin A from Aspergillus ochraceus
CAS:<p>Ochratoxin A from Aspergillus ochraceus</p>Formula:C20H18ClNO6Purity:By hplc: 100% (Typical Value in Batch COA)Color and Shape: off-white powderMolecular weight:403.81g/molOchratoxin A Standard Solution
CAS:Ochratoxin A Standard SolutionFormula:C20H18ClNO6Purity:By hplc: 99.9% (Typical Value in Batch COA)Color and Shape: clear-yellow liquidMolecular weight:403.81g/molOchratoxin A
CAS:Formula:C20H18ClNO6Purity:≥ 99.0%Color and Shape:White to off-white powderMolecular weight:403.81Ochratoxin A 2 µg/mL in Acetonitrile
CAS:Controlled ProductFormula:C20H18ClNO6Color and Shape:Single SolutionMolecular weight:403.81Ochratoxin A
CAS:Controlled ProductFormula:C20H18ClNO6Color and Shape:White To Light BrownMolecular weight:403.81Aflatoxin B1, B2, G1, G2 and Ochratoxin A Kit 2 µg/mL in Acetonitrile
CAS:Controlled ProductColor and Shape:ColourlessOchratoxin A and B Mixture 592 10 µg/mL in Acetonitrile
CAS:Controlled ProductColor and Shape:ColourlessOchratoxin A 2 µg/mL in Methanol
CAS:Controlled ProductFormula:C20H18ClNO6Color and Shape:Single SolutionMolecular weight:403.81Ochratoxin A 10 µg/mL in Methanol
CAS:Controlled ProductFormula:C20H18ClNO6Color and Shape:ColourlessMolecular weight:403.81Ochratoxin A 2 µg/mL in Acetonitrile
CAS:Controlled ProductFormula:C20H18ClNO6Color and Shape:Single SolutionMolecular weight:403.81Ochratoxin A 10 µg/mL in Acetonitrile
CAS:Controlled ProductFormula:C20H18ClNO6Color and Shape:ColourlessMolecular weight:403.81Ochratoxin A 10 µg/mL in Acetonitrile
CAS:Controlled ProductFormula:C20H18ClNO6Color and Shape:Single SolutionMolecular weight:403.81Ochratoxin A 100 µg/mL in Methanol
CAS:Controlled ProductFormula:C20H18ClNO6Color and Shape:Single SolutionMolecular weight:403.81Aflatoxin B1, B2, G1, G2 and Ochratoxin A Mixture 10 µg/mL in Acetonitrile
CAS:Controlled ProductColor and Shape:ColourlessAflatoxin B1, B2, G1, G2 and Ochratoxin A Kit 2 µg/mL in Acetonitrile
CAS:Controlled ProductColor and Shape:MixtureOchratoxin A
CAS:Controlled Product<p>Ochratoxin A is a mycotoxin that is found in cereals and cereal products. It can be detected by an analytical method that utilizes high performance liquid chromatography with fluorescence detection. Ochratoxin A has been implicated in the development of bowel diseases and has also been shown to inhibit catalase, peroxidase, and glucose-6-phosphate dehydrogenase activities. It also inhibits DNA polymerase, RNA polymerase, and mitochondrial enzymes involved in energy production. There is evidence that ochratoxin A may be genotoxic by inhibiting the repair of DNA damage caused by reactive oxygen species. The optimum concentration for ochratoxin A is between 0.1 and 1 micrograms per liter.br><br>Ochratoxin A is metabolized in plants via the phenylalanine pathway. This leads to increased levels of phenylalanine and p-hydroxybenzoic acid in the plant's tissues.br></p>Formula:C20H18ClNO6Purity:(%) Min. 95%Color and Shape:White PowderMolecular weight:403.81 g/molOchratoxin A
CAS:Controlled Product<p>Applications Ochratoxins are toxic metabolites from Aspergillus orchraceus.Environmental contaminants; Food contaminants<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Belli, N., et al.: Int. J. Food Microb., 96, 19 ( 2004), Pardo, E., et al.: Food Microb., 23, 35 (2006),<br></p>Formula:C20H18ClNO6Color and Shape:NeatMolecular weight:403.81Ref: TR-O148490
Discontinued productOchratoxin A (10 μg/mL in Acetonitrile)
CAS:Formula:C20H18ClNO6Color and Shape:Single SolutionMolecular weight:403.81
