OCHRATOXIN B

OCHRATOXIN B Basic information
Product Name:OCHRATOXIN B
Synonyms:2-[((3R)-8-HYDROXY-3-METHYL-1-OXOISOCHROMAN-7-YL)CARBONYLAMINO](2S)-3-PHENYLPR OPANOIC ACID;Ochratoxin B(OTB);Ochratoxin B, 99%, from Aspergillus ochraceus;OCHRATOXIN B;(r)-carbonyl);l-phenylalanine,n-((3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1h-2-benzopyran-7-yl);N-[(8-Hydroxy-3-Methyl-1-oxo-7-isochroManyl)carbonyl]-3-phenyl-L- alanine;N-[[(3R)-3,4-Dihydro-8-hydroxy-3-Methyl-1-oxo-1H-2-benzopyran-7-yl]carbonyl]-L-phenylalanine
CAS:4825-86-9
MF:C20H19NO6
MW:369.37
EINECS:621-766-8
Product Categories:Heterocycles;Intermediates & Fine Chemicals;Cell Signaling and Neuroscience;Mold;Metabolites & Impurities;Pharmaceuticals;Biotoxins;Mycotoxins;Single component solutions;Toxins and Venoms
Mol File:4825-86-9.mol
OCHRATOXIN B Structure
OCHRATOXIN B Chemical Properties
Melting point 221° (van der Merwe)
alpha D -35° (c = 0.15 in ethanol)
Boiling point 632.4±55.0 °C(Predicted)
density 1.361±0.06 g/cm3(Predicted)
Fp -11 °C
storage temp. 2-8°C
solubility DMF: 10 mg/ml; DMSO: 15 mg/ml; Ethanol: 50 mg/ml; Ethanol:PBS (pH 7.2) (1:1): 0.50 mg/ml
form A crystalline solid
pka3.40±0.10(Predicted)
EPA Substance Registry SystemL-Phenylalanine, N-[[(3R)-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl]carbonyl]- (4825-86-9)
Safety Information
Hazard Codes Xn,T,F
Risk Statements 22-36/37/38-65-48/23/24/25-36/38-11-46-45-36-20/21/22
Safety Statements 26-36-45-16-53-36/37-62
RIDADR UN 3462 6.1/PG 3
WGK Germany 3
RTECS AY6825000
HazardClass 6.1(a)
PackingGroup I
HS Code 39229000
Hazardous Substances Data4825-86-9(Hazardous Substances Data)
MSDS Information
ProviderLanguage
SigmaAldrich English
OCHRATOXIN B Usage And Synthesis
DescriptionOchratoxins are mycotoxins produced by Aspergillus and Penicillium species of fungi that contaminate foods. Ochratoxin A (OTA, ) is a chlorinated form with toxicity that targets the kidneys, causing nephropathy and renal adenomas. OTB is a non-chlorinated analog of OTA that has cytotoxic effects on kidney and liver cells in vitro but only minor effects in vivo, due to its rapid metabolism and excretion. OTB inhibits cell proliferation of human liver HepG2 cells at doses as low as 1 μg/ml but lacks the genotoxic activity of OTA, even at higher concentrations.
UsesOchratoxins are toxic metabolites from Aspergillus orchraceus.
UsesOchratoxin B is the non-chlorinated analogue of the much more extensively studied ochratoxin A. It is co-produced by the same species of Aspergillus and Penicillium that are associated with food spoilage. Ochratoxin B has received little focused investigation and its mode of action and potential hazards have been inferred from ochratoxin A.
DefinitionChEBI: Ochratoxin B is a phenylalanine derivative resulting from the formal condensation of the amino group of L-phenylalanine with the carboxy group of (3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carboxylic acid. Ochratoxin B differs from the more naturally abundant ochratoxin A in the absence of the dihydroisocoumarin chlorine atom. It has cytotoxic effects on kidney and liver cells in vitro but only minor effects in vivo, due to its rapid metabolism and excretion. It inhibits cell proliferation of human liver HepG2 cells at doses as low as 1 mug/ ml but lacks the genotoxic activity of ochratoxin A, even at higher concentrations. It has a role as an Aspergillus metabolite, a Penicillium metabolite, a mycotoxin and a calcium channel blocker. It is a phenylalanine derivative, a N-acyl-L-phenylalanine, a member of isochromanes and a monocarboxylic acid. It is a conjugate acid of an ochratoxin B(1-).
General DescriptionCrystals that exhibit blue fluorescence.
Reactivity ProfileOCHRATOXIN B is incompatible with strong oxidizing agents, strong acids and strong bases. OCHRATOXIN B 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.
Fire HazardFlash point data for OCHRATOXIN B are not available. OCHRATOXIN B is probably combustible.
METHYL3-(AMINOCARBONYL)BENZOATE Salicyluric acid N-(2-HYDROXYETHYL)SALICYLAMIDE, 98 3-FORMYLSALICYLIC ACID, 97 ETHYL 2,5-DIMETHYLBENZOATE N-(4-METHYLBENZYL)-N-PROPYLAMINE 6-METHYLSALICYLIC ACID ETHYL ESTER 3,4-DIMETHYLHIPPURIC ACID 3,4-dihydro-1H-2-benzopyran-1-one OCHRATOXIN A CHEMBRDG-BB 4024880 N-ISOPROPYLSALICYLAMIDE BENZOYL-DL-PHENYLALANINE DL-2-(Benzylamino)-3-phenyl-1-propanol 2-((4-METHYLBENZYL)AMINO)ETHANOL 3-Methylsalicylic acid 4-ETHYLBENZAMIDE 3-METHYLHIPPURIC ACID

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