Ochratoxin B

Names

[ Name ]:
Ochratoxin B

[Synonym ]:
OCHRATOXIN B
Ochratoxin B solution
ochratoxin A
N-{[(3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-7-yl]-carbonyl}-L-phenylalanine
N-{[(3R)-8-Hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-7-yl]carbonyl}-L-phenylalanine
Alanine,N-((8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl)-3-phenyl-,(-)
N-{[(3R)-8-hydroxy-3-methyl-1-oxo-7-isochromanyl]carbonyl}-3-phenyl-L-alanine
(R)-N-[(3,4-Dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carboxyl]phenylalanine
L-Phenylalanine, N-[[(3R)-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl]carbonyl]-
L-Phenylalanine,N-((3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl)-,(R)
Ochratoxin B(OTB)

Biological Activity

[Description]:

Ochratoxin B, a secondary metabolite of Aspergillus ochraceus, is the nonchlorinated analogue of the mycotoxin Ochratoxin A. Ochratoxin B has been shown to reduce the toxic effects of Ochratoxin A, and it is one of the most potent renal carcinogens in rodents[1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[References]

[1]. Mally A, et al. Biotransformation and nephrotoxicity of ochratoxin B in rats. Toxicol Appl Pharmacol. 2005 Aug 1;206(1):43-53.

[2]. Størmer FC, et al. Metabolism of ochratoxin B and its possible effects upon the metabolism and toxicity of ochratoxin A in rats. Appl Environ Microbiol. 1985 May;49(5):1108-12.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
632.4±55.0 °C at 760 mmHg

[ Melting Point ]:
221ºC

[ Molecular Formula ]:
C₂₀H₁₉NO₆

[ Molecular Weight ]:
369.368

[ Flash Point ]:
336.2±31.5 °C

[ Exact Mass ]:
369.121246

[ PSA ]:
112.93000

[ LogP ]:
3.06

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.623

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AY6825000

CHEMICAL NAME :: Alanine, N-((8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl) -3-phenyl-, (-)-

CAS REGISTRY NUMBER :: 4825-86-9

LAST UPDATED :: 199612

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C20-H19-N-O6

MOLECULAR WEIGHT :: 369.40

WISWESSER LINE NOTATION :: T66 BVOT&J D1 IVMYVQ1R& JQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - chicken

DOSE/DURATION :: 54 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Primate - monkey Kidney

DOSE/DURATION :: 20 mg/L

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 32,198,1975

Safety Information

[ Symbol ]:

GHS02, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H302-H312-H319-H332

[ Precautionary Statements ]:
P210-P280-P305 + P351 + P338

[ Hazard Codes ]:
Xn,T,F

[ Risk Phrases ]:
22-36/37/38-65-48/23/24/25-36/38-11-46-45

[ Safety Phrases ]:
26-36-45-16-53

[ RIDADR ]:
UN 3462 6.1/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
AY6825000

[ Packaging Group ]:
I

[ Hazard Class ]:
6.1(a)

[ HS Code ]:
39229000

Synthetic Route

Click to get detail synthetic route

Articles

Wavelength-dependent degradation of ochratoxin and citrinin by light in vitro and in vivo and its implications on Penicillium.

Toxins (Basel.) 4(12) , 1535-51, (2012)

It has previously been shown that the biosynthesis of the mycotoxins ochratoxin A and B and of citrinin by Penicillium is regulated by light. However, not only the biosynthesis of these mycotoxins, bu...

Determination of ochratoxin A in wine by means of immunoaffinity column clean-up and high-performance liquid chromatography.

J. Chromatogr. A. 864(1) , 89-101, (1999)

A new and accurate method to quantify ochratoxin A (OA) in table wine has been developed. The method uses commercial immunoaffinity columns for clean-up and high-performance liquid chromatography (HPL...

Determination of ochratoxin A in grains by immuno-ultrafiltration and HPLC-fluorescence detection after postcolumn derivatisation in an electrochemical cell.

Anal. Bioanal. Chem 400(8) , 2615-22, (2011)

The paper presents a new sample clean-up method based on immuno-ultrafiltration for the analysis of ochratoxin A in cereals. In contrast to immunoaffinity chromatography, in immuno-ultrafiltration, th...