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A1312

Sigma-Aldrich

Alternariol from Alternaria sp.

~96%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C14H10O5
Número de CAS:
641-38-3
Peso molecular:
258.23
MDL number:
MFCD00133068
UNSPSC Code:
12352200
PubChem Substance ID:
24890529
NACRES:
NA.77

assay

~96%

Quality Level

200

form

powder

storage temp.

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

InChI key

CEBXXEKPIIDJHL-UHFFFAOYSA-N

General description

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

Application

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 Actions

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.

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
Alternaria mycotoxins in food and feed: an overview
EscrivaL, et al.
Journal of Food Quality, 2017 (2017)
Manmeet Ahuja et al.
Journal of the American Chemical Society, 134(19), 8212-8221 (2012-04-19)
Genome sequencing has revealed that fungi have the ability to synthesize many more natural products (NPs) than are currently known, but methods for obtaining suitable expression of NPs have been inadequate. We have developed a successful strategy that bypasses normal
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
Yvonne Ackermann et al.
Journal of agricultural and food chemistry, 59(12), 6360-6368 (2011-05-04)
This study investigated the production of polyclonal (pAB) antibodies and the first time production of monoclonal (mAB) antibodies against the mycotoxin alternariol, and their implementation in enzyme immunoassay (EIA) for the rapid determination of alternariol in foods. Both EIAs were
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