N-((5-Chlor-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl)-L-phenylalanin,(R)-

OCHRATOXIN A Struktur
303-47-9
CAS-Nr.
303-47-9
Bezeichnung:
N-((5-Chlor-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl)-L-phenylalanin,(R)-
Englisch Name:
OCHRATOXIN A
Synonyma:
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
Summenformel:
C20H18ClNO6
Molgewicht:
403.81
MOL-Datei:
303-47-9.mol

N-((5-Chlor-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl)-L-phenylalanin,(R)- Eigenschaften

Schmelzpunkt:
169°C
alpha 
D -118° (c = 1.1 in CHCl3)
Siedepunkt:
632.4±55.0 °C(Predicted)
Dichte
1.2459 (rough estimate)
Brechungsindex
1.6000 (estimate)
Flammpunkt:
2 °C
storage temp. 
2-8°C
Löslichkeit
ethanol: soluble
Aggregatzustand
powder
pka
3.29±0.10(Predicted)
Farbe
White to off-white
Merck 
13,6772
BRN 
8169012
IARC
2B (Vol. Sup 7, 56) 1993
EPA chemische Informationen
Ochratoxin A (303-47-9)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher T+,T,Xn,F
R-Sätze: 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
S-Sätze: 53-22-36/37/39-45-36-26-16-36/37-28-62
RIDADR  UN 3462 6.1/PG 2
WGK Germany  3
RTECS-Nr. AY4375000
10
HazardClass  6.1(a)
PackingGroup  I
HS Code  29322985
Giftige Stoffe Daten 303-47-9(Hazardous Substances Data)
Toxizität LD50 orally in rats: 20-22 mg/kg (Purchase, Theron)
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H350 Kann Krebs verursachen. Karzinogenität Kategorie 1A Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" />
H360 Kann die Fruchtbarkeit beeinträchtigen oder das Kind im Mutterleib schädigen. Fertility (Fruchtbarkeit) Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" />
Sicherheit
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P260 Dampf/Aerosol/Nebel nicht einatmen.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.

N-((5-Chlor-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl)-L-phenylalanin,(R)- Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R45:Kann Krebs erzeugen.
R46:Kann vererbbare Schäden verursachen.
R61:Kann das Kind im Mutterleib schädigen.
R26/27/28:Sehr giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
R36:Reizt die Augen.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R11:Leichtentzündlich.
R40:Verdacht auf krebserzeugende Wirkung.
R28:Sehr giftig beim Verschlucken.
R39/23/24/25:Giftig: ernste Gefahr irreversiblen Schadens durch Einatmen, Berührung mit der Haut und durch Verschlucken.
R23/24/25:Giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
R65:Gesundheitsschädlich: kann beim Verschlucken Lungenschäden verursachen.
R48/23/24/25:Giftig: Gefahr ernster Gesundheitsschäden bei längerer Exposition durch Einatmen, Berührung mit der Haut und durch Verschlucken.
R36/38:Reizt die Augen und die Haut.

S-Sätze Betriebsanweisung:

S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.
S22:Staub nicht einatmen.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S16:Von Zündquellen fernhalten - Nicht rauchen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S28:Bei Berührung mit der Haut sofort abwaschen mit viel . . . (vom Hersteller anzugeben).
S62:Bei Verschlucken kein Erbrechen herbeiführen. Sofort ärztlichen Rat einholen und Verpackung oder dieses Etikett vorzeigen.

Chemische Eigenschaften

white to off-white crystalline powder

Verwenden

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.

Allgemeine Beschreibung

White crystalline powder.

Air & Water Reaktionen

Insoluble in water.

Reaktivität anzeigen

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.

Brandgefahr

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

Biologische Aktivität

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.

Sicherheitsprofil

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.

mögliche Exposition

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.

Versand/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.

Inkompatibilitäten

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.

N-((5-Chlor-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl)-L-phenylalanin,(R)- Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte

303-47-9(N-((5-Chlor-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl)-L-phenylalanin,(R)-)Verwandte Suche:


  • 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
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