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O1877

赭曲霉毒素A

Name: 赭曲霉毒素A
Brand: SIGMA

from Petromyces albertensis, ≥98% (HPLC), powder, mycotoxin

别名:

N-[(3R)-(5-氯-8-羟基-3-甲基-1-氧代-7-异苯并二氢吡喃基)羰基]-L-苯丙氨酸

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关于此项目

经验公式（希尔记法）:

C₂₀H₁₈ClNO₆

化学文摘社编号:

303-47-9

分子量:

403.81

NACRES:

NA.77

PubChem Substance ID:

24897954

UNSPSC Code:

12352200

MDL number:

MFCD00078079

Beilstein/REAXYS Number:

1301486

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

300

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产品名称

赭曲霉毒素A, from Petromyces albertensis, ≥98% (HPLC)

biological source

Petromyces albertensis

Quality Level

300

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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Application

Ochratoxin A has been used as a mycotoxin:

to test its effect on metabolism and hypoxia in human embryonic kidney (HEK293) cells
to test its cytotoxic effects in bovine mammary epithelial cells
as a standard for gamma radiation studies with food products and in cytotoxic studies using Hep G2 cells

Biochem/physiol Actions

Ochratoxin A (OTA), a renal toxin, is produced majorly by Aspergillus and Penicillium fungal species. It is immunotoxic, teratogenic myelotoxic, and mutagenic. It effectively interrupts the intestinal barrier functions. OTA displays a long elimination half-life and stimulates the major inflammatory cytokines release.

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).

Hazard Classifications

Acute Tox. 2 Oral - Carc. 2

pictograms

GHS06,GHS08

signalword

Danger

hcodes

H300,H351

pcodes

P201 - P264 - P280 - P301 + P310 + P330 - P308 + P313 - P501

存储类别

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

法规信息

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Alterations in ATP-dependent calcium uptake by rat renal cortex microsomes following ochratoxin A administration in vivo or addition in vitro.

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

Mechanism of action of ochratoxin A.

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

Ochratoxin A secretion in primary cultures of rabbit renal proximal tubule cells.

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

Characterization of an ochratoxin-A-dedifferentiated and cloned renal epithelial cell line.

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

Effect of superoxide dismutase and catalase on the nephrotoxicity induced by subchronical administration of ochratoxin A in rats.

I Baudrimont et al.

Toxicology, 89(2), 101-111 (1994-04-18)

Ochratoxin A (OTA) is a mycotoxin produced by Aspergillus ochraceus as well as other molds. It is a natural contaminant of mouldy food and feed. OTA has a number of toxic effects, the most prominent being nephrotoxicity. Furthermore, OTA is

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全球贸易项目编号

货号	GTIN
O1877-25MG	04061833273272
O1877-1MG	04061838446435
O1877-5MG	04061838446442

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