Jump to content
 







Main menu
    


Navigation  


●Main page
 ●Contents
 ●Current events
 ●Random article
 ●About Wikipedia
 ●Contact us
 ●Donate
  



Contribute  


●Help
 ●Learn to edit
 ●Community portal
 ●Recent changes
 ●Upload file
  







Search  

































●Create account

●Log in
 









●Create account
 ● Log in
  



Pages for logged out editors learn more  


●Contributions
 ●Talk
  


















Contents

   



(Top)
  


1 See also  




2 References  













Zeranol






●تۆرکجه
 ●Español
 ●فارسی
 ●Français
 ●Italiano
 ●Српски / srpski
 ●Srpskohrvatski / српскохрватски
 ●Tiếng Việt
 ●中文
  
Edit links
  








●Article
 ●Talk
  
















●Read
 ●Edit
 ●View history
  







Tools
    


Actions  


●Read
 ●Edit
 ●View history
  



General  


●What links here
 ●Related changes
 ●Upload file
 ●Special pages
 ●Permanent link
 ●Page information
 ●Cite this page
 ●Get shortened URL
 ●Download QR code
 ●Wikidata item
  



Print/export  


●Download as PDF
 ●Printable version
  















Appearance
    

 





From Wikipedia, the free encyclopedia
  

Zeranol
Clinical data
Trade namesFrideron, Ralabol, Ralgro, Ralone, Zerano
Other namesZearanol; α-Zearalanol; Zearalanol; MK-188; P-1496
Routes of
administration		By mouth
Drug classNonsteroidal estrogen
Identifiers

  • (3S,7R)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-1-one

CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.043.411 Edit this at Wikidata
Chemical and physical data
FormulaC18H26O5
Molar mass322.401 g·mol−1
3D model (JSmol)

  • C[C@H]1CCC[C@H](O)CCCCCc2cc(O)cc(O)c2C(=O)O1

  • InChI=1S/C18H26O5/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/h10-12,14,19-21H,2-9H2,1H3/t12-,14+/m0/s1 ☒N

  • Key:DWTTZBARDOXEAM-GXTWGEPZSA-N ☒N

 ☒NcheckY (what is this?)  (verify)

Zeranol (INNTooltip International Nonproprietary Name, USANTooltip United States Adopted Name, BANTooltip British Approved Name) (brand names Frideron, Ralabol, Ralgro, Ralone, Zerano; developmental code names MK-188, P-1496), or zearanol, also known as α-zearalanol or simply zearalanol, is a synthetic nonsteroidal estrogen of the resorcylic acid lactone group related to mycoestrogens found in fungi in the Fusarium genus and is used mainly as an anabolic agentinveterinary medicine.[1][2][3]

Zeranol is approved for use as a growth promoter in livestock, including beef cattle, under the brand name Ralgro (byMerck Animal Health) in the United States.[4]InCanada, it is approved for use in beef cattle only.[5] Its application is not approved for use in the European Union. However, it is marketed under the brand name RaloneinSpain.[2]

Although zeranol may increase cancer cell proliferation in already existing breast cancer,[6] dietary exposure from the use of zeranol-containing implants in cattle is insignificant.[7] Zeranol may be found as a contaminant in fungus-infected crops. It is 3 to 4 times more potent as an estrogen than the related compound zearalenone.[8] It is a metabolite of zearalenone.[9]

See also[edit]

References[edit]

  1. ^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 350–. ISBN 978-1-4757-2085-3.
  • ^ a b Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 1105–. ISBN 978-3-88763-075-1.
  • ^ Morton IK, Hall JM (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 295–. ISBN 978-94-011-4439-1.
  • ^ Nichols W, Hutcheson J, Streeter M, Corrigan M, Nuttelman B. "Implant Strategies for Finishing Cattle using Revalor® (trenbolone acetate and estradiol), Finaplix® (trenbolone) and/or Ralgro® (zeranol)" (PDF).
  • ^ Health Canada, Questions and Answers - Hormonal Growth Promoters
  • ^ Xu P, Ye W, Jen R, Lin SH, Kuo CT, Lin YC (November 2009). "Mitogenic activity of zeranol in human breast cancer cells is enhanced by leptin and suppressed by gossypol". Anticancer Research. 29 (11): 4621–4628. PMID 20032412.
  • ^ Lindsay DG (August 1985). "Zeranol--a 'nature-identical' oestrogen?". Food and Chemical Toxicology. 23 (8): 767–774. doi:10.1016/0278-6915(85)90273-x. PMID 2931335.
  • ^ Mirocha CJ, Schauerhamer B, Christensen CM, Niku-Paavola ML, Nummi M (October 1979). "Incidence of zearalenol (Fusarium mycotoxin) in animal feed". Applied and Environmental Microbiology. 38 (4): 749–750. Bibcode:1979ApEnM..38..749M. doi:10.1128/AEM.38.4.749-750.1979. PMC 243572. PMID 161492.
  • ^ Miles CO, Erasmuson AF, Wilkins AL, Towers NR, Smith BL, Garthwaite I, et al. (October 1996). "Ovine metabolism of zearalenone to α-zearalanol (zeranol)". Journal of Agricultural and Food Chemistry. 44 (10): 3244–3250. doi:10.1021/jf9601325.

    • Retrieved from "https://en.wikipedia.org/w/index.php?title=Zeranol&oldid=1161470081"
    Categories: 
    ●Lactones
     ●Mycoestrogens
     ●Mycotoxins
     ●Resorcinols
     ●Veterinary drugs
     ●World Anti-Doping Agency prohibited substances
     Hidden categories: 
    ●Articles with short description
     ●Short description matches Wikidata
     ●Articles with changed CASNo identifier
     ●Articles with changed ChemSpider identifier
     ●ECHA InfoCard ID from Wikidata
     ●Articles with changed InChI identifier
     ●Chemical pages without DrugBank identifier
     ●Articles without KEGG source
     ●Drugs missing an ATC code
     ●Drugs with no legal status
     ●Drugboxes which contain changes to verified fields
     ●Drugboxes which contain changes to watched fields
      


    ●This page was last edited on 22 June 2023, at 22:49 (UTC).
    ●Text is available under the Creative Commons Attribution-ShareAlike License 4.0; additional terms may apply. By using this site, you agree to the Terms of Use and Privacy Policy. Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc., a non-profit organization.


    ●Privacy policy
    ●About Wikipedia
    ●Disclaimers
    ●Contact Wikipedia
    ●Code of Conduct
    ●Developers
    ●Statistics
    ●Cookie statement
    ●Mobile view


    Wikimedia Foundation
    Powered by MediaWiki