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Merck
CN

35762

Alternariol-9-methyl ether

analytical standard

Synonym(s):

3,7-Dihydroxy-9-methoxy-1-methyl-6H-dibenzo[b,d]pyran-6-one, Alternariol monomethyl ether

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About This Item

Empirical Formula (Hill Notation):
C15H12O5
CAS Number:
Molecular Weight:
272.25
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
85151701
MDL number:
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InChI key

LCSDQFNUYFTXMT-UHFFFAOYSA-N

SMILES string

COc1cc(O)c2C(=O)Oc3cc(O)cc(C)c3-c2c1

InChI

1S/C15H12O5/c1-7-3-8(16)4-12-13(7)10-5-9(19-2)6-11(17)14(10)15(18)20-12/h3-6,16-17H,1-2H3

grade

analytical standard

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

−20°C

Quality Level

General description

Alternariol-9-methyl ether (AME) is a mycotoxin produced by fungus Alternaria and a major plant pathogen found in a wide variety of fruits and cereals products.

Application

Alternariol-9-methyl ether (AME) may be used as an analytical reference standard for the determination of the analyte in food products by liquid chromatography 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.

Analysis Note

purity : ≥96.0% (HPLC)

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

高风险级别生物产品--毒素类产品
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U Tiemann et al.
Toxicology letters, 186(2), 139-145 (2009-05-12)
Mycotoxins as contaminants of animal food can impair fertility in farm animals. In the regulation of female fertility the ovarian steroid hormone progesterone (P(4)) plays an important role. In the present study we have investigated the influence of the mycotoxins
Claudia R Pozzi et al.
Journal of agricultural and food chemistry, 53(14), 5824-5828 (2005-07-07)
The present study aimed to analyze the mycoflora and the occurrence of alternariol (AOH) and alternariol monomethyl ether (AME) in grain samples of sunflower during different stages of plant development in Nova Odessa, State of São Paulo, Brazil. The data
Total synthesis of masked Alternaria mycotoxins?sulfates and glucosides of alternariol (AOH) and alternariol-9-methyl ether (AME).
Mikula H, et al.
Tetrahedron, 69(48), 10322-10330 (2013)
Markus Fehr et al.
Molecular nutrition & food research, 53(4), 441-451 (2008-08-30)
Alternariol (AOH), a mycotoxin formed by Alternaria alternata, has been reported to possess genotoxic properties. However, the underlying mechanism of action is unclear. Here, we tested the hypothesis that interactions with DNA-topoisomerases play a role in the DNA-damaging properties of
Erika Pfeiffer et al.
Molecular nutrition & food research, 51(3), 307-316 (2007-03-07)
The Alternaria toxins alternariol (AOH; 3,7,9-trihydroxy-1-methyl-6H-benzo[c]chromen-6-one) and alternariol methyl ether (AME, 3,7-dihydroxy-9-methoxy-1-methyl-6H-benzo[c]chromen-6-one) are common contaminants of food and feed, but their oxidative metabolism in mammals is as yet unknown. We have therefore incubated AME and AOH with microsomes from rat

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