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{{Short description|Chemical compound}}
{{lowercase title}}
{{Drugbox
| Verifiedfields =
| Watchedfields =
| verifiedrevid =
| drug_name = α-Zearalenol
| IUPAC_name = (2''E'',7''R'',11''S'')-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),2,15,17-tetraen-13-one
| image = Alpha Zearalenol.svg
| width =


| tradename =
| pregnancy_AU = 
| pregnancy_US = 
| pregnancy_category =
| legal_AU = 
| legal_CA =
| legal_UK =
| legal_US =
| legal_status =
| routes_of_administration =


| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion =


| CAS_number_Ref =
| CAS_number = 36455-72-8
| CAS_supplemental =
| ATC_prefix =
| ATC_suffix =
| ATC_supplemental =
| PubChem = 5284645
| IUPHAR_ligand =
| DrugBank_Ref =
| DrugBank =
| ChemSpiderID_Ref =
| ChemSpiderID = 4447689
| UNII = 59D4EVJ5KC
| KEGG = C14750
| ChEBI = 35065
| ChEMBL = 371463


| C=18 | H=24 | O=5
| SMILES = C[C@H]1CCC[C@@H](CCC/C=C/C2=CC(=CC(=C2C(=O)O1)O)O)O
| StdInChI_Ref =
| StdInChI = 1S/C18H24O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h3,7,10-12,14,19-21H,2,4-6,8-9H2,1H3/b7-3+/t12-,14+/m0/s1
| StdInChIKey_Ref =
| StdInChIKey = FPQFYIAXQDXNOR-QDKLYSGJSA-N
| synonyms = alpha-Zearalenol; ''trans''-Zearalenol; 2,4-Dihydroxy-6-(6α,10-dihydroxy-trans-1-undecenyl)benzoic acid μ-lactone
}}

'''α-Zearalenol''' is a [[nonsteroidal]] [[estrogen]] of the [[resorcylic acid lactone]] group related to [[mycoestrogen]]s found in ''[[Fusarium|Fusarium spp]]''.<ref name="Chelkowski2014">{{cite book| vauthors = Chelkowski J |title=Fusarium: Mycotoxins, Taxonomy, Pathogenicity|url=https://books.google.com/books?id=_1KeBQAAQBAJ&pg=PA85|date=28 June 2014|publisher=Elsevier Science|isbn=978-1-4832-9785-9|pages=85–}}</ref> It is the α-[[epimer]] of [[β-zearalenol]].<ref name="MaganOlsen2004" /> Along with β-zearalenol, it is a major [[metabolite]] of [[zearalenone]] formed mainly in the [[liver]] but also to a lesser extent in the [[intestine]]s during [[first-pass metabolism]].<ref name="MaganOlsen2004">{{cite book| vauthors = Magan N, Olsen M |title=Mycotoxins in Food: Detection and Control|url=https://books.google.com/books?id=CZ3iEhPeejoC&pg=PA356|year=2004|publisher=Woodhead Publishing|isbn=978-1-85573-733-4|pages=356–}}</ref><ref name="Eriksen1998">{{cite book| vauthors = Eriksen GS |title=Fusarium Toxins in Cereals: A Risk Assessment|url=https://books.google.com/books?id=jU5Wx8LkZHUC&pg=PA61|year=1998|publisher=Nordic Council of Ministers|isbn=978-92-893-0149-7|pages=61–}}</ref> A relatively low proportion of β-zearalenol is metabolized from zearalenone compared to α-zearalenol in humans.<ref name="Eriksen1998" /> α-Zearalenol is about three to four times more potent as an estrogen relative to zearalenone.<ref name="Chelkowski2014" />

==See also==
* [[Taleranol]] (β-zearalanol)
* [[Zeranol]] (α-zearalanol)
* [[Zearalanone]]

==References==
{{reflist|30em}}

{{Estrogen receptor modulators}}

{{DEFAULTSORT:Zearalenol, alpha-}}
[[Category:Lactones]]
[[Category:Mycoestrogens]]
[[Category:Mycotoxins]]
[[Category:Resorcinols]]

Α-Zearalenol - 版の履歴

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bsd>CrafterNova: wording fix

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