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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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Helle Katrine Knutsen et al.
EFSA journal. European Food Safety Authority, 15(9), e04718-e04718 (2017-09-11)
Deoxynivalenol (DON) is a mycotoxin primarily produced by Fusarium fungi, occurring predominantly in cereal grains. Following the request of the European Commission, the CONTAM Panel assessed the risk to animal and human health related to DON, 3-acetyl-DON (3-Ac-DON), 15-acetyl-DON (15-Ac-DON) and
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
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
María Marta Reynoso et al.
International journal of food microbiology, 145(2-3), 444-448 (2011-02-16)
Argentina is the fourth largest exporter of wheat in the world. The main pathogen associated with Fusarium Head Blight (FHB) of wheat in Argentina is Fusarium graminearum lineage 7 also termed F. graminearum sensu stricto in the F. graminearum species
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