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(-)-ochratoxin A
(R)-N-((5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-benzo(c)pyran-7-yl)carbonyl)-3-phenyl alanine

Supplier Sponsors

Name:(2S)-2-[[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-7-carbonyl]amino]-3-phenylpropanoic acid
CAS Number: 303-47-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:206-143-7
FDA UNII: 1779SX6LUY
Nikkaji Web:J1.519I
Beilstein Number:1301486
MDL:MFCD00078079
XlogP3:4.70 (est)
Molecular Weight:403.81766000
Formula:C20 H18 Cl N O6
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Appearance:white crystalline powder (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 0.9872 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
EMD Millipore
For experimental / research use only.
Ochratoxin A
Glentham Life Sciences
Ochratoxin A
Santa Cruz Biotechnology
For experimental / research use only.
Ochratoxin A ≥98%
Sigma-Aldrich
For experimental / research use only.
Ochratoxin A from Aspergillus ochraceus, reference material
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-chicken LD50 3300 ug/kg
KIDNEY, URETER, AND BLADDER: OTHER CHANGES LIVER: OTHER CHANGES CARDIAC: PERICARDITIS
Applied Microbiology. Vol. 21, Pg. 492, 1971.

oral-duck LD50 500 ug/kg
LIVER: FATTY LIVER DEGERATION
Nature. Vol. 205, Pg. 1112, 1965.

intraperitoneal-mouse LD50 22 mg/kg
Acta Pharmacologica et Toxicologica. Vol. 2, Pg. 109, 1946.

intravenous-mouse LD50 25710 ug/kg
GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH SKIN AND APPENDAGES (SKIN): HAIR: OTHER BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Annales Recherches Veterinaires. Vol. 5, Pg. 233, 1974.

oral-mouse LD50 46 mg/kg
Toxicology Letters. Vol. 25, Pg. 1, 1985.

oral-quail LD50 16500 ug/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA
Poultry Science. Vol. 55, Pg. 786, 1976.

intraperitoneal-rat LD50 12600 ug/kg
SKIN AND APPENDAGES (SKIN): HAIR: OTHER BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH
Annales Recherches Veterinaires. Vol. 5, Pg. 233, 1974.

intravenous-rat LD50 12750 ug/kg
SKIN AND APPENDAGES (SKIN): HAIR: OTHER GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Annales Recherches Veterinaires. Vol. 5, Pg. 233, 1974.

oral-rat LD50 20 mg/kg
LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA
Food and Cosmetics Toxicology. Vol. 6, Pg. 479, 1968.

unreported-rat LD50 22 mg/kg
Indian Journal of Experimental Biology. Vol. 29, Pg. 813, 1991.

Dermal Toxicity:
subcutaneous-chicken LDLo 11 mg/kg
LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL"
Applied Microbiology. Vol. 21, Pg. 492, 1971.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for (-)-ochratoxin A usage levels up to:
 not for fragrance use.
 
Recommendation for (-)-ochratoxin A flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Outcome of a public consultation on the risk assessment of ochratoxin A in food
View page or View pdf

Risk assessment of ochratoxin A in food
View page or View pdf

EPI System: View
ClinicalTrials.gov:search
Daily Med:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
Carcinogenic Potency Database:Search
EPA GENetic TOXicology:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :442530
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2S)-2-[[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-7-carbonyl]amino]-3-phenylpropanoic acid
Chemidplus:0000303479
EPA/NOAA CAMEO:hazardous materials
RTECS:AY4375000 for cas# 303-47-9
 
References:
 (2S)-2-[[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-7-carbonyl]amino]-3-phenylpropanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):442530
Pubchem (cas):303-47-9
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C09955
HMDB (The Human Metabolome Database):HMDB29399
FooDB:FDB000488
Export Tariff Code:2932.29.3000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 aspergillus melleus
Search PMC Picture
 aspergillus ochraceus
Search PMC Picture
 aspergillus sulphureus
Search PMC Picture
 barley seed
Search Trop Picture
 penicillium viridicatum
Search PMC Picture
 wheat seed
Search Trop Picture
 
Synonyms:
 antibiotic 9663
(R)-N-((5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-benzo(c)pyran-7-yl)carbonyl)-3-phenyl alanine
(2S)-2-[[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-7-carbonyl]amino]-3-phenylpropanoic acid
N-((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-phenylalanine
L-phenylalanine, N-((5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl)-, (R)-
 
 
Notes:
Mycotoxin. Prod. by Aspergillus melleus, Aspergillus sulphureus and Penicillium viridicatum.Potential contaminant of foodstuffs, especially cereals. Found in stored grain products in UK (1997) Ochratoxin A, a toxin produced by Aspergillus ochraceus and Penicillium verrucosum, is one of the most abundant food-contaminating mycotoxins in the world. Human exposure occurs mainly through consumption of improperly stored food products, particularly contaminated grain and pork products, as well as coffee, wine grapes and dried grapes. The toxin has been found in the tissues and organs of animals, including human blood and breast milk. Ochratoxin A toxicity has large species- and sex-specific differences.
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