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Merck
CN

35758

Alternariol

analytical standard

Synonym(s):

3,7,9-Trihydroxy-1-methyl-6H-dibenzo[b,d]pyran-6-one, 3,7,9-Trihydroxy-1-methyl-benzo[c]chromen-6-one

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About This Item

Empirical Formula (Hill Notation):
C14H10O5
CAS Number:
641-38-3
Molecular Weight:
258.23
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329755213
MDL number:
MFCD00133068
Beilstein/REAXYS Number:
244839

Key Documents

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Product Name

Alternariol, analytical standard

InChI key

CEBXXEKPIIDJHL-UHFFFAOYSA-N

SMILES string

Cc1cc(O)cc2OC(=O)c3c(O)cc(O)cc3-c12

InChI

1S/C14H10O5/c1-6-2-7(15)5-11-12(6)9-3-8(16)4-10(17)13(9)14(18)19-11/h2-5,15-17H,1H3

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

100

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Analysis Note

purity : ≥96.0% (HPLC)

Preparation Note

Dried down, ~100μg/mL after reconstitution with 1 mL of water

Application

Alternariol may be used as an analytical reference standard for the determination of the analyte in fruits, vegetables and cereals by various chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

Alternariol (AOH) is a mycotoxin produced by fungus Alternaria and a major plant pathogen found in a wide variety of fruits and cereals products. AOH is structurally characterized as a dibenzopyranone.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral

Storage Class

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN9942
BCCN6749
BCCL4515
BCCJ2878
BCCH2051

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Precise determination of the Alternaria mycotoxins alternariol and alternariol monomethyl ether in cereal, fruit and vegetable products using stable isotope dilution assays.
Asam S, et al.
Mycotoxin Research, 27(1), 23-28 (2011)
A Solhaug et al.
Toxicology letters, 219(1), 8-17 (2013-03-05)
The mycotoxin alternariol (AOH), a frequent contaminant in fruit and cereal products, is known to induce DNA damage with subsequent cell cycle arrest. Here we elucidated the effects of AOH on stages of cell cycle progression using the RAW 264.7
Stefanie C Fleck et al.
Toxicology letters, 214(1), 27-32 (2012-08-21)
Altertoxin II (ATX II) is one of the several mycotoxins produced by Alternaria fungi. It has a perylene quinone structure and is highly mutagenic in Ames Salmonella typhimurium, but its mutagenicity in mammalian cells has not been studied before. Here
Fatma Bensassi et al.
Toxicology in vitro : an international journal published in association with BIBRA, 26(6), 915-923 (2012-05-01)
Mycotoxins are unavoidable contaminants of most foods and feeds, and some are known to be detrimental to human health. It is thus worthwhile to understand how cells of the intestinal system, one of the primary targets of these toxins, respond
Eva Graf et al.
International journal of food microbiology, 157(3), 353-359 (2012-06-26)
Strains of the genus Alternaria are ubiquitously present and frequently found on fruits, vegetables and cereals. One of the most commonly found species from this genus is A. alternata which is able to produce the mycotoxin alternariol among others. To
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