A1312
Alternariol from Alternaria sp.
~96%
Synonym(s):
3,7,9-Trihydroxy-1-methyl-6H-dibenzo[b,d]pyran-6-one
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About This Item
Empirical Formula (Hill Notation):
C14H10O5
CAS Number:
Molecular Weight:
258.23
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
Assay
~96%
Quality Level
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral
Storage Class Code
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
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
Caroline Frizzell et al.
Toxicology and applied pharmacology, 271(1), 64-71 (2013-05-15)
Alternariol (AOH) is a mycotoxin commonly produced by Alternaria alternata on a wide range of foods. Few studies to date have been performed to evaluate the effects of AOH on endocrine activity. The present study makes use of in vitro
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.
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
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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