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35762

Supelco

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:
23452-05-3
Molecular Weight:
272.25
MDL number:
MFCD00058532
UNSPSC Code:
85151701
PubChem Substance ID:
329755214
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

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

InChI key

LCSDQFNUYFTXMT-UHFFFAOYSA-N

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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.[1]

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).[2]
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
GHS07

signalword

Warning

hcodes

H302,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH6488
BCCG6154
BCCD4940
BCCD1984
BCBZ8281

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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
Rodrigo F Magnani et al.
Journal of agricultural and food chemistry, 55(13), 4980-4986 (2007-06-01)
A method was developed for the quantification of alternariol and alternariol monomethyl ether on tangerines with and without symptoms of Alternaria brown spot disease. The method employs solid-phase extraction for cleanup, followed by high-performance liquid chromatography coupled with tandem mass
Quantitation of free and modified Alternaria mycotoxins in European food products by LC-MS/MS.
Puntscher H, et al.
Food Control, 2017(48), 10322-10330 (2019)
Fatma Bensassi et al.
Toxicology, 290(2-3), 230-240 (2011-10-18)
Alternariol monomethyl ether (AME) is a major mycotoxin produced by fungi of the genus Alternaria and a common contaminant of food products such as fruits and cereals worldwide. AME can cause serious health problems for animals as well as for
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)
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