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OCHRATOXIN A

Product Name
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
Formula Weight
403.81
MOL File
303-47-9.mol
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OCHRATOXIN A Property

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)
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Safety

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 Data
303-47-9(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 20-22 mg/kg (Purchase, Theron)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H350May cause cancer

H360May damage fertility or the unborn child

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
O1877
Product name
Ochratoxin A
Purity
from Petromyces albertensis, ≥98% (HPLC)
Packaging
25mg
Price
$1930
Updated
2024/03/01
Sigma-Aldrich
Product number
O3007
Product name
Ochratoxin A−BSA conjugate from Aspergillus ochraceus
Packaging
5MG
Price
$1140
Updated
2023/06/20
Sigma-Aldrich
Product number
CRM46912
Product name
Ochratoxin A solution
Purity
certified reference material, 50?μg/mL in benzene: acetic acid (99:1), ampule of 1?mL
Packaging
1mL
Price
$120
Updated
2022/05/15
Sigma-Aldrich
Product number
34037
Product name
Ochratoxin A solution
Purity
10?μg/mL in acetonitrile, analytical standard
Packaging
2ml
Price
$424
Updated
2022/05/15
Cayman Chemical
Product number
11439
Product name
Ochratoxin A
Packaging
1mg
Price
$59
Updated
2023/06/20
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OCHRATOXIN A Chemical Properties,Usage,Production

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 Preparation Products And Raw materials

Raw materials

Preparation Products

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OCHRATOXIN A Suppliers

303-47-9, OCHRATOXIN ARelated Search:


  • bonyl]phenylalanine
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  • 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
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  • Ochratoxin A Solution (10μg/ml Acetonitrile Solution)
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  • 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
  • (-)-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
  • (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
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  • 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
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  • IgM, H&amp
  • IgG &amp
  • 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
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  • Turpentine Oil Recti ed
  • A Ochratoxin A
  • mm, chamber volume 35000&#160
  • Suprasil<SUP>&#174
  • </SUP> quartz, spectral range 200-2500 nm, pathlength 100&#160
  • pkg of 3.6?L
  • OCHRATOXIN A SOLUTION 10 UG/ML INMETHAN
  • Trexomycin A