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Merck

A1312

Sigma-Aldrich

Alternariol from Alternaria sp.

~96%

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C14H10O5
CAS-Nummer:
Molekulargewicht:
258.23
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Assay

~96%

Qualitätsniveau

Form

powder

Lagertemp.

2-8°C

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

InChIKey

CEBXXEKPIIDJHL-UHFFFAOYSA-N

Allgemeine Beschreibung

Alternariol belongs to the dibenzo-pyrones chemical group. It is a mycotoxin present in indoor air, soil and plants.

Anwendung

Alternariol from Alternaria sp. may be used as a calibration standard in reverse phase high-performance liquid chromatography (HPLC) and UV-spectrum analysis. It may also be used to spike wholemeal wheat flour for wet baking studies

Biochem./physiol. Wirkung

Alternaria mycotoxins are generally associated with undried food grains post-harvest. The disease caused by Alternaria mycotoxin results in a discolored halo in fruits and spotting in leaves. Alternariol (AOH) is cytotoxic and fetotoxic to microbes and mammalian cells. AOH displays inhibitory effect on cell proliferation and has estrogenic functionality.

Piktogramme

Skull and crossbones

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Kunden haben sich ebenfalls angesehen

Alternaria mycotoxins in food and feed: an overview
EscrivaL, et al.
Journal of Food Quality, 2017 (2017)
David Siegel et al.
Journal of agricultural and food chemistry, 58(17), 9622-9630 (2010-08-07)
The stability of the Alternaria mycotoxins alternariol, alternariol monomethyl ether, and altenuene upon bread baking was investigated by model experiments using a spiked wholemeal wheat flour matrix. For alternariol and alternariol monomethyl ether, but not for altenuene, degradation products, formed
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
A Solhaug et al.
Mutation research, 738-739, 1-11 (2012-10-04)
Alternariol (AOH), a mycotoxin produced by Alternaria sp, is often found as a contaminant in fruit and cereal products. Here we employed the murine macrophage cell line RAW 264.7 to test the hypothesis that AOH causes toxicity as a response

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