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3-Acetyldeoxynivalenol

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C17H22O7
CAS Number:
Molecular Weight:
338.35
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard
reference material

Quality Level

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

−20°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

InChI key

ADFIQZBYNGPCGY-HTJQZXIKSA-N

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General description

3-Acetyldeoxynivalenol belongs to the class of trichothecenes, which are secondary metabolites generated by various fungi, particularly by Fusarium species.

Application

3-Acetyldeoxynivalenol may be used as an analytical reference standard for the determination of the analyte in:
  • Cereals by gas chromatography-mass spectrometry (GC-MS).
  • Milk samples by liquid chromatography combined with tandem mass spectrometry (LC-MS/MS).

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

related product

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

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

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 P2 (EN 143) respirator cartridges


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Determination of trichothecenes in beer by capillary gas chromatography with flame ionisation detection.
Schothorst RC and Jekel AA
Food Chemistry, 82(3), 475-479 (2003)
Michael Bretz et al.
Molecular nutrition & food research, 50(3), 251-260 (2006-03-08)
Trichothecenes are secondary metabolites produced by several fungi of the Fusarium genus during their growth period. They inhibit protein biosynthesis in eukaryotic cells resulting in numerous toxic effects such as diarrhea, vomiting, and gastro-intestinal inflammation. Considering its occurrence in food
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
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
J J Mateo et al.
Journal of chromatography. A, 918(1), 99-112 (2001-06-14)
Various analytical methods used in the analysis of type B trichothecenes (deoxynivalenol, nivalenol, 3- and 15-acetyldeoxynivalenol) in cereals were compared and optimised in this work. These methods use either GC-electron-capture detection (ECD) of trimethylsilyl, trifluoroacetyl and heptafluorobutyryl derivatives or HPLC

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