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β-Zearalenol

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β-Zearalenol
Clinical data
Other namesbeta-Zearalenol; beta-trans-Zearalenol
Identifiers
  • (2E,7S,11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(18),2,14,16-tetraen-13-one
CAS Number
PubChemCID
ChemSpider
UNII
KEGG
ChEBI
CompTox Dashboard(EPA)
ECHA InfoCard100.190.517Edit this at Wikidata
Chemical and physical data
FormulaC18H24O5
Molar mass320.385g·mol−1
3D model (JSmol)
  • C[C@H]1CCC[C@H](CCC/C=C/C2=CC(=CC(=C2C(=O)O1)O)O)O
  • InChI=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
  • Key:FPQFYIAXQDXNOR-PMRAARRBSA-N

β-Zearalenolis anonsteroidalestrogenof theresorcylic acid lactonegroup related tomycoestrogensfound inFusarium spp.[1]It is the βepimerofα-zearalenoland along with α-zearalenol is a majormetaboliteofzearalenoneformed mainly in theliverbut also to a lesser extent in theintestinesduringfirst-pass metabolism.[2][3]A relatively high proportion of α-zearalenol is formed from zearalenone compared to β-zearalenol in humans.[3]β-Zearalenol is about the same or slightly less potent as an estrogen relative to zearalenone.[1]

See also

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References

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  1. ^abBottalico A, Logrieco A, Visconti A (January 1989)."Fusarium species and their mycotoxins in infected cereals in the field and in stored grains".In Chelkowski J (ed.).Fusarium: Mycotoxins, Taxonomy, Pathogenicity.Elsevier Science. pp. 85–119.ISBN978-1-4832-9785-9.
  2. ^Alldrick AJ, Hajšelová M (January 2004)."Zearalenone".In Magan N, Olsen M (eds.).Mycotoxins in Food: Detection and Control.Woodhead Publishing. pp. 353–366.ISBN978-1-85573-733-4.
  3. ^abEriksen GS, Alexander J (1998)."Zearalenone".Fusarium Toxins in Cereals: A Risk Assessment.Nordic Council of Ministers. pp. 61–.ISBN978-92-893-0149-7.