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安全信息

O1877

Sigma-Aldrich

赭曲霉毒素A

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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About This Item

经验公式（希尔记法）:
C20H18ClNO6
CAS号:
303-47-9
分子量:
403.81
Beilstein:
1301486
MDL编号:
MFCD00078079
UNSPSC代码:
12352200
PubChem化学物质编号:
24897954
NACRES:
NA.77

产品名称

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

生物来源

Petromyces albertensis

质量水平

300

方案

≥98% (HPLC)

表单

powder

杂质

Benzene, free

溶解性

ethanol: soluble

作用机制

enzyme | inhibits
protein synthesis | interferes

储存温度

2-8°C

SMILES字符串

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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应用

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

生化/生理作用

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.

制备说明

This product is also soluble in chloroform (9.80 - 10.20 mg/ml), methanol (10 mg/ml), ethanol (50 mM), and DMSO (100 mM).

象形图

Skull and crossbonesHealth hazard
GHS06,GHS08

警示用语：

Danger

危险声明

H300,H351

危险分类

Acute Tox. 2 Oral - Carc. 2

储存分类代码

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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

法规信息

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分析证书(COA)

Lot/Batch Number
0000384922
0000384921
0000380692
0000384922
0000384921

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A Dörrenhaus et al.
Archives of toxicology, 71(11), 709-713 (1997-01-01)
In cultured rat hepatocytes the mycotoxin ochratoxin A (OTA) induced unscheduled DNA synthesis (UDS) only in a narrow concentration range. Using a culture medium supplemented with 1% fetal calf serum, at 750 nM OTA a weak induction and at 1
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
A Pfohl-Leszkowicz et al.
Molecular carcinogenesis, 23(2), 76-85 (1998-11-10)
Ochratoxin A (OTA), a nephrotoxic and carcinogenic mycotoxin, is implicated in the etiology of Balkan endemic nephropathy (BEN), a chronic disease affecting populations in the Balkans. Patients suffering from Balkan endemic nephropathy, urinary-tract tumors, or both are more frequently extensive
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
Shanel Raghubeer et al.
Toxicology in vitro : an international journal published in association with BIBRA, 57, 211-216 (2019-03-17)
Cellular adaptation to hypoxia is controlled by hypoxia-inducible factor 1α (HIF1α), a transcription factor activated in response to oxygen tension, reactive oxygen species (ROS) and inflammation. Overexpression of HIF1α and HSP90 has been associated with cancer induction. Ochratoxin A (OTA)
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