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HomeProduct name listOCHRATOXIN A

OCHRATOXIN A

Synonym(s):N-[(3R)-(5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl]-L-phenylalanine;N-[(3R)-(5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl]-L-phenylalanine;Ochratoxin A - CAS 303-47-9 - Calbiochem;OTA

  • CAS NO.:303-47-9
  • Empirical Formula: C20H18ClNO6
  • Molecular Weight: 403.81
  • MDL number: MFCD00078079
  • EINECS: 206-143-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 14:08:57
OCHRATOXIN A Structural

What is OCHRATOXIN A?

Chemical properties

white to off-white crystalline powder

Chemical properties

White crystalline solid or powder.

The Uses of OCHRATOXIN A

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.

The Uses of OCHRATOXIN A

Ochratoxins are toxic metabolites from Aspergillus orchraceus.

The Uses of OCHRATOXIN A

A nephrotoxic mycotoxin inhibitor of phenylalanyl-tRNA synthetases.

What are the applications of Application

Ochratoxin A is a nephrotoxic mycotoxin inhibitor of phenylalanyl-tRNA synthetases

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.

Hazard

Hepatotoxic, nephrotoxic, extremely toxic; possible carcinogen.

Fire Hazard

Flash point data for OCHRATOXIN A are not available; however, OCHRATOXIN A is probably combustible.

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.

Safety Profile

Confirmed carcinogen with carcinogenic and neoplastigenic data. Poison by ingestion, intraperitoneal, intravenous, and subcutaneous routes. Experimental teratogenic and reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cland NOx.

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.

Carcinogenicity

Ochratoxin A is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.

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.

Properties of OCHRATOXIN A

Melting point: 169°C
Boiling point: 632.4±55.0 °C(Predicted)
alpha  D -118° (c = 1.1 in CHCl3)
Density  1.2459 (rough estimate)
refractive index  1.6000 (estimate)
Flash point: 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)

Safety information for OCHRATOXIN A

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Health Hazard
GHS08
GHS Hazard Statements H350:Carcinogenicity
H360:Reproductive toxicity
Precautionary Statement Codes P202:Do not handle until all safety precautions have been read and understood.
P260:Do not breathe dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for OCHRATOXIN A

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