The analytical standard version of this compound, 34037, is a 10ug/mL solution in acetonitrile. This product is also soluble in chloroform (9.80 - 10.20 mg/ml), methanol (10 mg/ml), ethanol (50 mM), and DMSO (100 mM). The choice of solvent would be best determined by the researcher.
O1877
Ochratoxin A
Ochratoxin A
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from Petromyces albertensis, ≥98% (HPLC), powder, mycotoxin
Sinónimos:
N-[(3R)-(5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl]-L-phenylalanine
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About This Item
Fórmula empírica (notación de Hill):
C20H18ClNO6
Número de CAS:
Peso molecular:
403.81
Beilstein/REAXYS Number:
1301486
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
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Nombre del producto
Ochratoxin A, from Petromyces albertensis, ≥98% (HPLC)
biological source
Petromyces albertensis
Quality Level
assay
≥98% (HPLC)
form
powder
impurities
Benzene, free
solubility
ethanol: soluble
mode of action
enzyme | inhibits
protein synthesis | interferes
storage temp.
2-8°C
SMILES string
C[C@@H]1Cc2c(Cl)cc(c(O)c2C(=O)O1)C(=O)N[C@@H](Cc3ccccc3)C(O)=O
InChI
1S/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/t10-,15+/m1/s1
InChI key
RWQKHEORZBHNRI-BMIGLBTASA-N
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Categorías relacionadas
Application
Ochratoxin A has been used as a mycotoxin:
- to test its effect on metabolism and hypoxia in human embryonic kidney (HEK293) cells[1]
- to test its cytotoxic effects in bovine mammary epithelial cells[2]
- as a standard for gamma radiation studies with food products and in cytotoxic studies using Hep G2 cells[3]
Biochem/physiol Actions
Ochratoxin A (OTA), a renal toxin, is produced majorly by Aspergillus and Penicillium fungal species.[1] It is immunotoxic, teratogenic[2] myelotoxic, and mutagenic.[3] It effectively interrupts the intestinal barrier functions.[2] OTA displays a long elimination half-life[3] and stimulates the major inflammatory cytokines release.[2]
Ochratoxin A is a mycotoxin found in food that is nephrotoxic and carcinogenic in the kidney and induces differentiation in cloned renal cell lines. Increases endoplasmic reticulum ATP-dependent Ca2+ pump activity.
Preparation Note
This product is also soluble in chloroform (9.80 - 10.20 mg/ml), methanol (10 mg/ml), ethanol (50 mM), and DMSO (100 mM).
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Oral - Carc. 2
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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Certificados de análisis (COA)
Lot/Batch Number
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M Gekle et al.
Toxicology and applied pharmacology, 152(1), 282-291 (1998-10-17)
Ochratoxin A (OTA) is a ubiquitous fungal metabolite with predominant nephrotoxic action. OTA impairs postproximal renal electrolyte handling and increases the incidence of renal adenoma and carcinoma. Furthermore, it is supposed to be involved in the pathogenesis of different forms
X Chong et al.
Biochemical pharmacology, 44(7), 1401-1409 (1992-10-06)
A disruption of calcium homeostasis, leading to a sustained increase in cytosolic calcium levels, has been associated with cytotoxicity in response to a variety of agents in different cell types. We have observed that administration of a single high dose
C E Groves et al.
Journal of the American Society of Nephrology : JASN, 10(1), 13-20 (1999-01-16)
Primary cultures of rabbit renal proximal tubule cells grown under improved culture conditions were used to study the transepithelial transport of the nephrotoxic mycotoxin ochratoxin A. The basal-to-apical transepithelial flux, i.e., secretion, of this fluorescence organic acid was measured in
G Dirheimer et al.
IARC scientific publications, 115(115), 171-186 (1991-01-01)
Ochratoxin A has a number of toxic effects in mammals, the most notable of which is nephrotoxicity. It is also immunosuppressive, teratogenic and carcinogenic. The biochemical and molecular aspects of its action were first studied in bacteria. The appearance of
H Schramek et al.
The Journal of pharmacology and experimental therapeutics, 283(3), 1460-1468 (1998-02-12)
The kidneys represent one of the main targets of ochratoxin A (OTA), a secondary fungal metabolite that is produced by certain species of Aspergillus and Penicillium. OTA has the ability to disturb Madin-Darby canine kidney (MDCK) cell pH homeostasis, leading
Artículos
DNA damage and repair mechanism is vital for maintaining DNA integrity. Damage to cellular DNA is involved in mutagenesis, the development of cancer among others.
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Which solvents can be used for an OTA standard solution? PBS, alcoholic solvents (methanol or ethanol)?
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