Alternariol

Alternariol

Names
IUPAC name 3,7,9-Trihydroxy-1-methyl-6H-benzo[c]chromen-6-one
Identifiers
CAS Number	641-38-3
ChEBI	CHEBI:64983
ChEMBL	ChEMBL519982
ChemSpider	4514301
Jmol interactive 3D	Image Image
KEGG	C16838
PubChem	5359485
UNII	KN9L4260JW
InChI 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 Key: CEBXXEKPIIDJHL-UHFFFAOYSA-N InChI=1/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 Key: CEBXXEKPIIDJHL-UHFFFAOYAX
SMILES CC1=CC(=CC2=C1C3=CC(=CC(=C3C(=O)O2)O)O)O Cc1cc(cc2c1c3cc(cc(c3c(=O)o2)O)O)O
Properties
Chemical formula	C14H10O5
Molar mass	258.23 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 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]

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