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A1556

Sigma-Aldrich

15-O-Acetyl-4-deoxynivalenol from Fusarium graminearum

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C17H22O7
CAS Number:
88337-96-6
Molecular Weight:
338.35
MDL number:
MFCD00083218
UNSPSC Code:
12352116
PubChem Substance ID:
24890561
NACRES:
NA.77

form

powder

Quality Level

200

storage temp.

2-8°C

SMILES string

CC(=O)OC[C@]12[C@H](O)C(=O)C(C)=C[C@H]1O[C@@H]3[C@H](O)C[C@@]2(C)[C@]34CO4

InChI

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

InChI key

IDGRYIRJIFKTAN-HTJQZXIKSA-N

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General description

15-O-Acetyl-4-deoxynivalenol (15-ADON) is a member of type B trichothecene mycotoxin. It is found abundantly in fungi of Fusarium genus growing on cereals such as oats, wheat, rye, maize, and barley.

Application

15-O-Acetyl-4-deoxynivalenol (15-ADON) has been used as a trichothecene compound to treat wheat ovaries for doubled haploid subpopulations studies.

Biochem/physiol Actions

15-O-Acetyl-4-deoxynivalenol (15-ADON) can be harmful for the consumption of humans and livestock.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300,H311 + H331

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Trichothecene-mediated in vitro selection in wheat for reduced mycotoxin accumulation caused by Fusarium graminearum
Eudes F, et al.
Canadian Journal of Plant Science , 88(6), 1115-1125 (2008)
Pianpian Yan et al.
Toxins, 12(3) (2020-04-03)
Deoxynivalenol (DON), along with 3-acetyl-deoxynivalenol (3-ADON) and 15-acetyl-deoxynivalenol (15-ADON), occur in grains and cereal products and is often hazardous to humans and livestock. In this study, 579 wheat samples and 606 maize samples intended for consumption were collected from China
Jing-Bo Zhang et al.
Mycological research, 111(Pt 8), 967-975 (2007-08-25)
A large number of isolates from the Fusarium graminearum clade representing all regions in China with a known history of Fusarium head blight (FHB) epidemics in wheat were assayed using PCR to ascertain their trichothecene mycotoxin chemotypes and associated phylogenetic
Sara C Cunha et al.
Journal of separation science, 33(4-5), 600-609 (2010-02-16)
A new analytical method for the rapid and simultaneous determination of five mycotoxins (zearelenone, deoxynivalenol, Fusarenon X, 15-acetyldeoxynivalenol and nivalenol) in breakfast cereals and flours by heart-cutting GC-MS has been developed and validated. Extraction was performed with MeCN, applying a
J Merhej et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 27(5), 710-717 (2010-02-20)
Reducing production of type B trichothecenes by Fusarium graminearum on cereals is necessary to control contamination, prevent yield reduction and protect human and animal health. Thus, an understanding of how trichothecene biosynthesis is induced is essential. The effect of ambient
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