Zeranol




































































Zeranol

Zeranol.png
Clinical data
Trade names
Frideron, Ralabol, Ralgro, Ralone, Zerano
Synonyms
Zearanol; α-Zearalanol; Zearalanol; MK-188; P-1496
Routes of
administration
By mouth
Drug class
Nonsteroidal estrogen
Identifiers


CAS Number

  • 26538-44-3 ☒N

PubChem CID
  • 2999413
ChemSpider

  • 2271133 ☒N
UNII
  • 76LO2L2V39
ChEMBL

  • CHEMBL371463 ☑Y
ECHA InfoCard
100.043.411 Edit this at Wikidata
Chemical and physical data
Formula
C18H26O5
Molar mass
322.40 g·mol−1
3D model (JSmol)
  • Interactive image





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Zeranol (INN, USAN, BAN) (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 agent in veterinary medicine.[1][2][3]


Zeranol is approved for use as a growth promoter in livestock, including beef cattle, under the brand name Ralgro (by Merck Animal Health) in the United States.[4] In Canada, 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 Ralone in Spain.[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 by some scholars.[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]



See also



  • α-Zearalenol

  • β-Zearalenol

  • Taleranol

  • Zearalanone

  • Beef hormone controversy



References





  1. ^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 350–. ISBN 978-1-4757-2085-3..mw-parser-output cite.citation{font-style:inherit}.mw-parser-output q{quotes:"""""""'""'"}.mw-parser-output code.cs1-code{color:inherit;background:inherit;border:inherit;padding:inherit}.mw-parser-output .cs1-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/6/65/Lock-green.svg/9px-Lock-green.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .cs1-lock-limited a,.mw-parser-output .cs1-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/d/d6/Lock-gray-alt-2.svg/9px-Lock-gray-alt-2.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .cs1-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/a/aa/Lock-red-alt-2.svg/9px-Lock-red-alt-2.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .cs1-subscription,.mw-parser-output .cs1-registration{color:#555}.mw-parser-output .cs1-subscription span,.mw-parser-output .cs1-registration span{border-bottom:1px dotted;cursor:help}.mw-parser-output .cs1-hidden-error{display:none;font-size:100%}.mw-parser-output .cs1-visible-error{font-size:100%}.mw-parser-output .cs1-subscription,.mw-parser-output .cs1-registration,.mw-parser-output .cs1-format{font-size:95%}.mw-parser-output .cs1-kern-left,.mw-parser-output .cs1-kern-wl-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right,.mw-parser-output .cs1-kern-wl-right{padding-right:0.2em}


  2. ^ ab Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 1105–. ISBN 978-3-88763-075-1.


  3. ^ I.K. Morton; Judith M. Hall (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 295–. ISBN 978-94-011-4439-1.


  4. ^ Nichols, Wade; Hutcheson, John; Streeter, Marshall; Corrigan, Mark; Nuttelman, Brandon. "Implant Strategies for Finishing Cattle using Revalor® (trenbolone acetate and estradiol), Finaplix® (trenbolone) and/or Ralgro® (zeranol)" (PDF). Merck Animal Health.


  5. ^ Health Canada, Questions and Answers - Hormonal Growth Promoters


  6. ^ Xu, Pingping; Ye, Weiping; Jen, Robert; Lin, Shu-Hong; Kuo, Chieh-Ti; Lin, Young C. (2009-11-01). "Mitogenic activity of zeranol in human breast cancer cells is enhanced by leptin and suppressed by gossypol". Anticancer Research. 29 (11): 4621–4628. ISSN 1791-7530. PMID 20032412.


  7. ^ Lindsay DG (August 1985). "Zeranol--a 'nature-identical' oestrogen?". Food Chem Toxicol. 23 (8): 767–74. PMID 2931335.


  8. ^ Mirocha, CJ; Schauerhamer, B; Christensen, CM; Niku-Paavola, ML; Nummi, M (1979). "Incidence of zearalenol (Fusarium mycotoxin) in animal feed". Applied and Environmental Microbiology. 38 (4): 749–50. PMC 243572. PMID 161492.















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