Identification | Back Directory | [Name]
OCHRATOXIN A | [CAS]
303-47-9 | [Synonyms]
(-)-l lanine Phe-OTA nci-c56586 NSC 201422 NSC 221991 OCHRATOXIN A OCHRATOXIN A 99+% bonyl]phenylalanine 3R,14S-Ochratoxin A ochratoxin a solution (r)-ran-7-yl)carbonyl) phenylalanine-ochratoxina OCHRATOXIN A BENZENE FREE OCHRATOXIN A, ASPERGILLUS OCHRACEUS Ochratoxin A from Aspergillus ochraceus OCHRATOXIN A SOLUTION 10 UG/ML INMETHAN Ochratoxin A in Acetonitril , Oekanal, 10 μg/ml OCHRATOXIN A, 1X1ML, BEN/ACETIC ACID(99: 1), 50UG/ML OCHRATOXIN A FROM ASPERGILLUS OCHRACEUS VIAL WITH 5 MG Ochratoxin A-BSA conjugate from Aspergillus ochraceus ochratoxin a from aspergillus ochraceus (aspergillus oryzae) n-(((3r)-5-chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl)-3-phenyl (-)-n-((5-chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl)-3-phenyla (r)-n-[(5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1h-2-benzopyran-7-yl)car alanine,n-((5-chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl)-3-pheny l-phenylalanine,n-((5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1h-2-benzopy N-((5-CHLORO-8-HYDROXY-3-METHYL-1-OXO-7-ISOCHROMANYL)CARBONYL)-3-PHENYLALANINE N-[(3R)-(5-CHLORO-8-HYDROXY-3-METHYL-1-OXO-7-ISOCHROMANYL)CARBONYL]-L-PHENYLALANINE Ochratoxin A,N-[(3R)-(5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl]-L-phenylalanine (R)-N-[(5-CHLORO-3,4-DIHYDRO-8-HYDROXY-3-METHYL-1-OXO-1H-2-BENZOPYRAN-7-YL)CARBONYL-L-PHENYLALANINE N-[[(R)-5-Chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl]carbonyl]-L-phenylalanine N-[[(3R)-1-Oxo-3-methyl-5-chloro-8-hydroxy-3,4-dihydro-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]-L-PHENYLALANINE (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-benz+D2321o[c]pyran-7-yl)carbonyl)-3-phenylalanine N-[(3R)-(5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl]-L-phenylalanine, Ochratoxin A from Aspergillus ochraceus (Aspergillus oryzae) | [EINECS(EC#)]
206-143-7 | [Molecular Formula]
C20H18ClNO6 | [MDL Number]
MFCD00078079 | [MOL File]
303-47-9.mol | [Molecular Weight]
403.81 |
Chemical Properties | Back Directory | [Appearance]
white to off-white crystalline powder | [Melting point ]
169°C | [alpha ]
D -118° (c = 1.1 in CHCl3) | [Boiling point ]
632.4±55.0 °C(Predicted) | [density ]
1.2459 (rough estimate) | [refractive index ]
1.6000 (estimate) | [Fp ]
2 °C | [storage temp. ]
2-8°C
| [solubility ]
ethanol: soluble
| [form ]
powder
| [pka]
3.29±0.10(Predicted) | [color ]
White to off-white | [Merck ]
13,6772 | [BRN ]
8169012 | [IARC]
2B (Vol. Sup 7, 56) 1993 | [EPA Substance Registry System]
Ochratoxin A (303-47-9) |
Hazard Information | Back Directory | [Chemical Properties]
white to off-white crystalline powder | [Uses]
A nephrotoxic mycotoxin inhibitor of phenylalanyl-tRNA synthetases. | [Uses]
Ochratoxin A is a chlorinated benzopyran coupled to phenylalanine, produced by several Aspergillus and Penicillium sp. associated with food spoilage. Ochratoxins are widely distributed in the environment and are known to be nephrotoxic, teratogenic and possibly carcinogenic. Ochratoxin A may act by inducing DNA strand breaks, sister chromatid exchanges, DNA adduct formation, or reactive oxygen but the mechanism of action as a toxin is not yet resolved. At the molecular level, ochratoxin A specifically inhibits NK cell activity, increases growth of transplantable tumor cells in mice, increases apoptosis, activates c-Jun N terminal kinase in human kidney epithelial cells, and blocks metaphase/anaphase transition. It also inhibits plasminogen activator inhibitor-2 production by human blood mononuclear cells. | [Uses]
Ochratoxin A is a chlorinated benzopyran coupled to phenylalanine, produced by several Aspergillus and Penicillium sp. associated with food spoilage. Ochratoxins are widely distributed in the environment and are known to be nephrotoxic, teratogenic and possibly carcinogenic. Ochratoxin A may act by inducing DNA strand breaks, sister chromatid exchanges, DNA adduct formation, or reactive oxygen but the mechanism of action as a toxin is not yet resolved. At the molecular level, ochratoxin A specifically inhibits NK cell activity, increases growth of transplantable tumour cells in mice, increases apoptosis, activates c-Jun N terminal kinase in human kidney epithelial cells, and blocks metaphase/anaphase transition. It also inhibits plasminogen activator inhibitor-2 production by human blood mononuclear cells. | [Uses]
Ochratoxins are toxic metabolites from Aspergillus orchraceus. | [Definition]
ChEBI: A phenylalanine derivative resulting from the formal condensation of the amino group of L-phenylalanine with the carboxy group of (3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carb
xylic acid. It is among the most widely occurring food-contaminating mycotoxins, produced by Aspergillus ochraceus, Aspergillus carbonarius and Penicillium verrucosum. | [General Description]
White crystalline powder. | [Air & Water Reactions]
Insoluble in water. | [Reactivity Profile]
OCHRATOXIN A is incompatible with strong oxidizing agents, strong acids and strong bases. . OCHRATOXIN A is a carboxylic acid derivative. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. | [Fire Hazard]
Flash point data for OCHRATOXIN A are not available; however, OCHRATOXIN A is probably combustible. | [Hazard]
Hepatotoxic, nephrotoxic, extremely toxic;
possible carcinogen. | [Biological Activity]
Mycotoxin that increases activity of the endoplasmic reticulum ATP-dependent calcium pump. Induces JNK activation and apoptosis in MDCK-C7 cells at nanomolar concentrations. Stimulates lipid peroxidation. | [Potential Exposure]
Ochratoxin A, a carboxylic acid derivative
and a naturally occurring toxic mold (strain of
Aspergillus ochraceus), occasionally in storage grains such
as wheat and on field crops such as corn and oilseed (i.e.,
cottonseed), in ancient tombs, and decayed vegetation.
Used as a laboratory chemical for research. Not currently
produced in the United States. | [First aid]
Move victim to fresh air. Call 911 or emergency
medical service. Give artificial respiration if victim is not
breathing. Do not use mouth-to-mouth methods if victim
ingested or inhaled the substance; give artificial respiration
with the aid of a pocket mask equipped with a one-way
valve or other proper respiratory medical device?
Administer oxygen if breathing is difficult. Remove and
isolate contaminated clothing and shoes. In the case of
contact with substance, immediately flush skin or eyes with
running water for at least 20 minutes. For minor skin
contact, avoid spreading material on unaffected skin. Keep
victim warm and quiet. Effects of exposure (inhalation,
ingestion, or skin contact) to substance may be delayed.
Ensure that medical personnel are aware of the material(s)
involved and take precautions to protect themselves.
Medical observation is recommended for 2448 hours after
breathing overexposure, as pulmonary edema may be
delayed. As first aid for pulmonary edema, a doctor or
authorized paramedic may consider administering a drug or
other inhalation therapy. | [Shipping]
UN2811 Toxic solids, organic, n.o.s., Hazard
Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name
Required. UN3462 Toxins, extracted from living sources,
solid, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials,
Technical Name Required. | [Incompatibilities]
Ochratoxin A is Incompatible with oxidizers
(chlorates, nitrates, peroxides, permanganates, perchlorates,
chlorine, bromine, fluorine, etc.); contact may cause
fire. Keep away from alkaline materials, strong bases,
strong acids, oxoacids, and epoxides. Compounds of the
carboxyl group R.COOH Compounds of the carboxyl
group react with all bases, both inorganic and organic (i.e.,amines) releasing substantial heat, water, and a salt that
may be harmful. Incompatible with arsenic compounds
(releases hydrogen cyanide gas), diazo compounds, dithiocarbamates,
isocyanates, mercaptans, nitrides, and sulfides
(releasing heat, toxic, and possibly flammable gases),
thiosulfates and dithionites (releasing hydrogen sulfate
and oxides of sulfur). | [Waste Disposal]
Consult with environmental
regulatory agencies for guidance on acceptable disposal
practices. Generators of waste containing this contaminant
(≥100 kg/mo) must conform with EPA regulations governing
storage, transportation, treatment, and waste disposal.
Under 40 CFR 261.5 small quantity generators of this
waste may qualify for partial exclusion from hazardous
waste regulations. | [Carcinogenicity]
Ochratoxin A is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals. |
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