OCHRATOXIN A

OCHRATOXIN A Basic information
Product Name:OCHRATOXIN A
Synonyms:bonyl]phenylalanine;lanine;nci-c56586;phenylalanine-ochratoxina;NSC 201422;NSC 221991;(R)-N-[(5-CHLORO-3,4-DIHYDRO-8-HYDROXY-3-METHYL-1-OXO-1H-2-BENZOPYRAN-7-YL)CARBONYL-L-PHENYLALANINE;OCHRATOXIN A, ASPERGILLUS OCHRACEUS
CAS:303-47-9
MF:C20H18ClNO6
MW:403.81
EINECS:206-143-7
Product Categories:Heterocycles, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals;antibiotic;OBiotoxins;Alphabetic;Analytical Standards;Mycotoxins;Single component solutions;Calcium signaling;Cell Signaling and Neuroscience;Mold;Toxins and Venoms;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
Mol File:303-47-9.mol
OCHRATOXIN A Structure
OCHRATOXIN A Chemical Properties
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
pka3.29±0.10(Predicted)
color White to off-white
Merck 13,6772
BRN 8169012
IARC2B (Vol. Sup 7, 56) 1993
EPA Substance Registry SystemOchratoxin 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
10
HazardClass 6.1(a)
PackingGroup I
HS Code 29322985
Hazardous Substances Data303-47-9(Hazardous Substances Data)
ToxicityLD50 orally in rats: 20-22 mg/kg (Purchase, Theron)
MSDS Information
ProviderLanguage
SigmaAldrich English
OCHRATOXIN A Usage And Synthesis
Chemical PropertiesWhite crystalline solid or powder.
Chemical Propertieswhite to off-white crystalline powder
UsesOchratoxin 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.
UsesOchratoxins are toxic metabolites from Aspergillus orchraceus.
UsesA nephrotoxic mycotoxin inhibitor of phenylalanyl-tRNA synthetases.
DefinitionChEBI: 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 DescriptionWhite crystalline powder.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileOCHRATOXIN 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.
HazardHepatotoxic, nephrotoxic, extremely toxic; possible carcinogen.
Fire HazardFlash point data for OCHRATOXIN A are not available; however, OCHRATOXIN A is probably combustible.
Biological ActivityMycotoxin 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 ProfileConfirmed 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 ExposureOchratoxin 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.
CarcinogenicityOchratoxin A is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.
ShippingUN2811 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.
IncompatibilitiesOchratoxin 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 DisposalConsult 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 Preparation Products And Raw materials
Preparation ProductsOCHRATOXIN B
Tag:OCHRATOXIN A(303-47-9) Related Product Information
4-Chloro-3-methylphenol Ethyl 2-hydroxybenzoate 4-Methylsalicylamide 4-ETHYLBENZYLAMINE 3,6-DIMETHYL-2-HYDROXY BENZALDEHYDE N-Benzylglycine 3-METHYLHIPPURIC ACID Methyl 5-chloro-2-hydroxybenzoate 2-CHLOROPHENETHYLALCOHOL OCHRATOXIN A 4-METHYLHIPPURIC ACID 3-Methylsalicylic acid 4-ETHYLBENZAMIDE 2-Chloro-1,4-dimethylbenzene 5-Chloro-1,3-xylene 3-FORMYLSALICYLIC ACID, 97 Methyl 3-chlorobenzoate Methyl 3-(aminomethyl)benzoate hydrochloride