All Photos(1)
Synonym(s):
3,7,9-Trihydroxy-1-methyl-6H-dibenzo[b,d]pyran-6-one
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
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
高风险级别生物产品--毒素类产品
Certificates of Analysis (COA)
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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)
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
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
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