OCHRATOXIN A Chemical Properties

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

pka

3.29±0.10(Predicted)

form 

powder

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

Hazard Codes 

T+,T,Xn,F

Risk Statements 

45-46-61-26/27/28-36-20/21/22-11-40-28-39/23/24/25-23/24/25-65-48/23/24/25-36/38

Safety Statements 

53-22-36/37/39-45-36-26-16-36/37-28-62

RIDADR 

UN 3462 6.1/PG 2

WGK Germany 

3

RTECS 

AY4375000

F 

10

HazardClass 

6.1(a)

PackingGroup 

I

HS Code 

29322985

Hazardous Substances Data

303-47-9(Hazardous Substances Data)

Toxicity

LD50 orally in rats: 20-22 mg/kg (Purchase, Theron)

MSDS

• Language:English Provider:SigmaAldrich

OCHRATOXIN A Usage And Synthesis

Chemical Properties

white to off-white crystalline powder

Chemical Properties

White crystalline solid or powder.

Uses

A nephrotoxic mycotoxin inhibitor of phenylalanyl-tRNA synthetases.

Uses

Ochratoxins are toxic metabolites from Aspergillus orchraceus.

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.

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.

OCHRATOXIN A(303-47-9)Related Product Information

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