β-Zearalenol
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β-Zearalenol is a
nonsteroidal A nonsteroidal compound is a drug that is not a steroid nor a steroid derivative. Nonsteroidal anti-inflammatory drugs (NSAIDs) are distinguished from corticosteroids as a class of anti-inflammatory agents. List of nonsteroidal steroid receptor mo ...
estrogen Estrogen (also spelled oestrogen in British English; see spelling differences) is a category of sex hormone responsible for the development and regulation of the female reproductive system and secondary sex characteristics. There are three ...
of the
resorcylic acid lactone Resorcylic acid lactones are a group of estrogenic compounds. They are lactones of resorcylic acid. Examples include the mycoestrogens (and synthetic analogues) zearalenone Zearalenone (ZEN), also known as RAL and F-2 mycotoxin, is a potent ...
group related to mycoestrogens found in '' Fusarium spp''. It is the β
epimer In stereochemistry, an epimer is one of a pair of diastereomers. The two epimers have opposite configuration at only one stereogenic center out of at least two. All other stereogenic centers in the molecules are the same in each. Epimerization is t ...
of α-zearalenol and along with α-zearalenol is a major
metabolite In biochemistry, a metabolite is an intermediate or end product of metabolism. The term is usually used for small molecules. Metabolites have various functions, including fuel, structure, signaling, stimulatory and inhibitory effects on enzymes, c ...
of
zearalenone Zearalenone (ZEN), also known as RAL and F-2 mycotoxin, is a potent estrogenic metabolite produced by some ''Fusarium'' and '' Gibberella'' species. Specifically, the '' Gibberella zeae'', the fungal species where zearalenone was initially detec ...
formed mainly in the
liver The liver is a major metabolic organ (anatomy), organ exclusively found in vertebrates, which performs many essential biological Function (biology), functions such as detoxification of the organism, and the Protein biosynthesis, synthesis of var ...
but also to a lesser extent in the
intestine The gastrointestinal tract (GI tract, digestive tract, alimentary canal) is the tract or passageway of the digestive system that leads from the mouth to the anus. The tract is the largest of the body's systems, after the cardiovascular system. T ...
s during
first-pass metabolism The first pass effect (also known as first-pass metabolism or presystemic metabolism) is a phenomenon of drug metabolism at a specific location in the body which leads to a reduction in the concentration of the active drug before it reaches the ...
. A relatively high proportion of α-zearalenol is formed from zearalenone compared to β-zearalenol in humans. β-Zearalenol is about the same or slightly less potent as an estrogen relative to zearalenone.


See also

* Taleranol (β-zearalanol) * Zeranol (α-zearalanol) * Zearalanone


References

{{DEFAULTSORT:Zearalenol, alpha- Lactones Mycoestrogens Mycotoxins Resorcinols Triols Heterocyclic compounds with 2 rings