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

Ochratoxin A-13C6

Controlled Product

CAS: 303-47-9

Formula: C₁₄C₆H₁₈ClNO₆

Color and Shape: Neat

Molecular weight: 497.876

Ref: TR-O148491