Structure via PubChem · Public domain (PubChem)
alternariol
Sign in to saveAlso known as AOH, 3,4',5-trihydroxy-6'-methyldibenzo-alpha-pyrone, 3,4,4'-trihydroxy-6'-methyl-2-biphenylcarboxylic acid gamma-lactone
Alternariol (commonly abbreviated as AOH) is a toxic metabolite of Alternaria fungi. It is an important contaminant in cereals and fruits. Alternariol exhibits antifungal and phytotoxic activity. It is reported to inhibit cholinesterase enzymes. It is also a mycoestrogen.
In the Vinony graph
Within Vinony's link graph, alternariol is referenced by 963 other articles, and connects out to DDT, atropine and agonist.
It is catalogued under topics including Benzochromenes, Chemical articles with multiple compound IDs and ECHA InfoCard ID from Wikidata.
Its subject is documented across 9 Wikipedia language editions.
Chemical data
- Formula
- C14H10O5
- Molecular weight
- 258.23 g/mol
- IUPAC name
- 3,7,9-trihydroxy-1-methylbenzo[c]chromen-6-one
- SMILES
- CC1=CC(=CC2=C1C3=C(C(=CC(=C3)O)O)C(=O)O2)O
- InChIKey
- CEBXXEKPIIDJHL-UHFFFAOYSA-N
- XLogP
- 2.9
- Polar surface area
- 87 Ų
- H-bond donors
- 3
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
708 papers- Natural resorcylic lactones derived from alternariol.Beilstein journal of organic chemistry · 2024
- The characteristics, occurrence, and toxicological effects of alternariol: a mycotoxin.Archives of toxicology · 2024
- Alternariol.Acta crystallographica. Section E, Structure reports online · 2010
- Alternariol disturbs oocyte maturation and preimplantation development.Mycotoxin research · 2020
- Alternariol Monomethyl-Ether Induces Toxicity via Cell Death and Oxidative Stress in Swine Intestinal Epithelial Cells.Toxins · 2024
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Has part
- oxygen
- Mass
- 258.052823
Show 5 more facts
- found in taxon
- Gymnosporia acuminata
- canonical SMILES
- CC1=CC(=CC2=C1C3=CC(=CC(=C3C(=O)O2)O)O)O
- chemical formula
- C₁₄H₁₀O₅
- subject has role
- acetylcholinesterase inhibitor
- Commons category
- Alternariol
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Alternariol (commonly abbreviated as AOH) is a toxic metabolite of Alternaria fungi. It is an important contaminant in cereals and fruits. Alternariol exhibits antifungal and phytotoxic activity. It is reported to inhibit cholinesterase enzymes. It is also a mycoestrogen.
A 2017 in vitro assay study reported alternariol to be a full androgen agonist.
Excerpted from Wikipedia’s “alternariol” article, available under the CC BY-SA 4.0 licence.
Available in 9 languages
via Wikidata sitelinks · CC0