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Merck

A6166

Sigma-Aldrich

3-Acetyldesoxynivalenol

from Fusarium roseum

Synonym(e):

3α-Acetoxy-7α,15-dihydroxy-12,13-epoxytrichothec-9-en-8-on, 3α-Acetylvomitoxin, 3-AcDON

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About This Item

Empirische Formel (Hill-System):
C17H22O7
CAS-Nummer:
Molekulargewicht:
338.35
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Biologische Quelle

Fusarium roseum

Qualitätsniveau

Form

powder

Lagertemp.

2-8°C

SMILES String

[H][C@]12O[C@]3([H])[C@@H](C[C@@](C)([C@]34CO4)[C@@]1(CO)[C@H](O)C(=O)C(C)=C2)OC(C)=O

InChI

1S/C17H22O7/c1-8-4-11-16(6-18,13(21)12(8)20)15(3)5-10(23-9(2)19)14(24-11)17(15)7-22-17/h4,10-11,13-14,18,21H,5-7H2,1-3H3/t10-,11-,13-,14-,15-,16-,17+/m1/s1

InChIKey

ADFIQZBYNGPCGY-HTJQZXIKSA-N

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Allgemeine Beschreibung

3-Acetyldeoxynivalenol is a trichothecene mycotoxin, secreted by Fusarium species. It stimulates the activation of c-Jun N-terminal kinase (JNK)/ p38 mitogen-activated protein kinases and prevents protein synthesis. 3-Acetyldeoxynivalenol is a weak inducer of apoptosis.

Anwendung

3-Acetyldeoxynivalenol has been used in a study to compare the ability of two fungi to improve wheat growth, decrease root colonization of Fusarium, and withstand mycotoxins. 3-Acetyldeoxynivalenol has also been used to induce and study anorexia in mice.

Piktogramme

Skull and crossbones

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


Analysenzertifikate (COA)

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Kunden haben sich ebenfalls angesehen

The trichothecene biosynthesis gene cluster of Fusarium graminearum F15 contains a limited number of essential pathway genes and expressed non-essential genes
Kimura M, et al.
Febs Letters, 539(1-3), 105-110 (2003)
Trichothecene mycotoxins trigger a ribotoxic stress response that activates c-Jun N-terminal kinase and p38 mitogen-activated protein kinase and induces apoptosis
Shifrin VI and Anderson P
The Journal of Biological Chemistry, 274(20), 13985-13992 (1999)
G S Eriksen et al.
Archiv fur Tierernahrung, 57(5), 335-345 (2003-11-19)
The absorption, metabolism and excretion of 3-acetyldeoxynivalenol (3-aDON) in pigs were studied. Pigs with a faecal microflora known to be able to de-epoxidate trichothecenes were used in the experiment. The pigs were fed a commercial diet with 3-aDON added in
Rie Tsuyuki et al.
Journal of agricultural and food chemistry, 59(5), 1760-1766 (2011-02-09)
The effects of cobalt chloride on the production of trichothecene and ergosterol in Fusarium graminearum were examined. Incorporation experiments with (13)C-labeled acetate and leucine confirmed that both 3-acetyldeoxynivalenol and ergosterol were biosynthesized via a mevalonate pathway by the fungus, although
A Llorens et al.
International journal of food microbiology, 94(1), 43-54 (2004-06-03)
Various species of Fusarium can produce trichothecene mycotoxins that contaminate food commodities and can represent a risk for human and animal health. In this paper, a full factorial design was applied to study the influence of incubation temperature, water activity

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