ChemicalBook >> CAS DataBase List >>OCHRATOXIN A

OCHRATOXIN A

CAS No.
303-47-9
Chemical Name:
OCHRATOXIN A
Synonyms
Phe-OTA;Ochratoxin A(OTA);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;l-phenylalanine,n-((5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1h-2-benzopy;(-)-l;lanine;IgG &adium(II);nci-c56586
CBNumber:
CB5325836
Molecular Formula:
C20H18ClNO6
Molecular Weight:
403.81
MDL Number:
MFCD00078079
MOL File:
303-47-9.mol
Last updated:2023-06-08 09:02:00

OCHRATOXIN A 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)
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
NCI Dictionary of Cancer Terms L
FDA UNII 1779SX6LUY
Proposition 65 List Ochratoxin A
IARC 2B (Vol. Sup 7, 56) 1993
EPA Substance Registry System Ochratoxin A (303-47-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS08
Signal word  Danger
Hazard statements  H300+H310+H330-H350-H360
Precautionary statements  P202-P260-P264-P280-P302+P352+P310-P304+P340+P310
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
Toxicity LD50 orally in rats: 20-22 mg/kg (Purchase, Theron)
NFPA 704
0
4 0

OCHRATOXIN A Chemical Properties,Uses,Production

Chemical Properties

White crystalline solid or powder.

Chemical Properties

white to off-white crystalline powder

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.

Uses

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.

OCHRATOXIN A Preparation Products And Raw materials

Raw materials

Preparation Products

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 OCHRATOXIN A 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-8-HYDROXY-3-METHYL-1-OXO-7-ISOCHROMANYL)CARBONYL]-L-PHENYLALANINE (-)-l (r)-n-[(5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1h-2-benzopyran-7-yl)car (r)-ran-7-yl)carbonyl) alanine,n-((5-chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl)-3-pheny (R)-N-((5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-benz+D2321o[c]pyran-7-yl)carbonyl)-3-phenylalanine OCHRATOXIN A BENZENE FREE OCHRATOXIN A FROM ASPERGILLUS OCHRACEUS VIAL WITH 5 MG OCHRATOXIN A, 1X1ML, BEN/ACETIC ACID(99: 1), 50UG/ML OCHRATOXIN A 99+% ochratoxin a from aspergillus ochraceus (aspergillus oryzae) ochratoxin a solution Ochratoxin A from Aspergillus ochraceus Ochratoxin A-BSA conjugate from Aspergillus ochraceus N-[(3R)-(5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl]-L-phenylalanine, Ochratoxin A from Aspergillus ochraceus (Aspergillus oryzae) N-[[(3R)-1-Oxo-3-methyl-5-chloro-8-hydroxy-3,4-dihydro-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-((5-CHLORO-8-HYDROXY-3-METHYL-1-OXO-7-ISOCHROMANYL)CARBONYL)-3-PHENYLALANINE (R)-N-[(5-Chloro-3,4-dihydro-8-hydroxy-3-Methyl-1- oxo-1H-benzo[c]pyran-7-yl)carbonyl]-3-phenylalanine 3R,14S-Ochratoxin A Ochratoxin A in Acetonitril , Oekanal, 10 μg/ml Ochratoxin A,N-[(3R)-(5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl]-L-phenylalanine Ochratoxin A Ready Made Solution H-Gly-Tyr-Obzl IgM, H& IgG & OchratoxinASolution,10mg/L,1ml L-Phenylalanine, N-[[(3R)-5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl]carbonyl]- Ochratoxin A 10ug/ml in ACN Ochratoxin A Solution in Acetonitrile, 100μg/mL Ochratoxin A Solution in Acetonitrile, 10μg/mL (-)-ochratoxin A Turpentine Oil Recti ed orobis(triphenyL adium(II) Ochratoxin A Solution (10μg/ml Acetonitrile Solution) l-phenylalanine,n-((5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1h-2-benzopy n-(((3r)-5-chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl)-3-phenyl Phe-OTA (-)-n-((5-chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl)-3-phenyla Ochratoxin A(OTA) A Ochratoxin A mm, chamber volume 35000  Suprasil® quartz, spectral range 200-2500 nm, pathlength 100  pkg of 3.6?L OCHRATOXIN A SOLUTION 10 UG/ML INMETHAN Trexomycin A