Alternariol

Alternariol is a toxic metabolite of Alternaria fungi.[1] It is an important contaminant in cereals and fruits.[2] Alternariol exhibits antifungal and phytotoxic activity. It is reported to inhibit cholinesterase enzymes.[3] It is also a mycoestrogen.

Alternariol
Names
Preferred IUPAC name
3,7,9-Trihydroxy-1-methyl-6H-dibenzo[b,d]pyran-6-one
Other names
3,7,9-Trihydroxy-1-methyl-6H-benzo[c]chromen-6-one
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.164.145
KEGG
UNII
Properties
C14H10O5
Molar mass 258.229 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Alternariol is reported to be a full androgen agonist in an in vitro assay.[4]

References

  1. Davis VM, Stack ME (1 October 1994). "Evaluation of alternariol and alternariol methyl ether for mutagenic activity in Salmonella typhimurium". Appl. Environ. Microbiol. 60 (10): 3901–2. PMC 201908. PMID 7986060.
  2. Brugger EM, Wagner J, Schumacher DM, et al. (2006). "Mutagenicity of the mycotoxin alternariol in cultured mammalian cells". Toxicol. Lett. 164 (3): 221–30. doi:10.1016/j.toxlet.2006.01.001. PMID 16464542.
  3. Alternariol product page from Fermentek
  4. Stypuła-Trębas, Sylwia; Minta, Maria; Radko, Lidia; Jedziniak, Piotr; Posyniak, Andrzej (2017). "Nonsteroidal mycotoxin alternariol is a full androgen agonist in the yeast reporter androgen bioassay". Environmental Toxicology and Pharmacology. 55: 208–211. doi:10.1016/j.etap.2017.08.036. ISSN 1382-6689.



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