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Merck
CN

O1877

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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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

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产品名称

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

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

SMILES string

C[C@@H]1Cc2c(Cl)cc(c(O)c2C(=O)O1)C(=O)N[C@@H](Cc3ccccc3)C(O)=O

InChI key

RWQKHEORZBHNRI-BMIGLBTASA-N

biological source

Petromyces albertensis

assay

≥98% (HPLC)

form

powder

impurities

Benzene, free

solubility

ethanol: soluble

mode of action

enzyme | inhibits
protein synthesis | interferes

storage temp.

2-8°C

Quality Level

300

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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

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

hcodes

H300,H351

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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分析证书(COA)

Lot/Batch Number
0000188057
0000470999
0000471001
0000471000
0000471001

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J R Welborn et al.
Journal of the American Society of Nephrology : JASN, 9(11), 1973-1982 (1998-11-10)
Epifluorescence microscopy was used to study peritubular transport of the fluorescent mycotoxin ochratoxin A (OTA) into single proximal tubule segments of the rabbit. Initial rates of OTA uptake into S2 segments were saturable and adequately described by Michaelis-Menten kinetics, with
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
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
Chong-Sun Khoi et al.
International journal of molecular sciences, 22(20) (2021-10-24)
Ochratoxin A (OTA), one of the major food-borne mycotoxins, impacts the health of humans and livestock by contaminating food and feed. However, the underlying mechanism of OTA nephrotoxicity remains unknown. This study demonstrated that OTA induced apoptosis through selective endoplasmic
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