zeranol

Also known as alpha-Zearalanol, 2,4-Dihydroxy-6-(6a,10-dihydroxyundecyl)benzoic acid 10-lactone

Zeranol (, , ) (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.

Chemical data

Formula: C18H26O5
Molecular weight: 322.4 g/mol
IUPAC name: (4S,8R)-8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-2-one

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Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Research

691 papers

Zeranol--a 'nature-identical' oestrogen?Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association · 1985
Zeranol: a review of the metabolism, toxicology, and analytical methods for detection of tissue residues.Regulatory toxicology and pharmacology : RTP · 1983
Zeranol and 17 beta-estradiol: a critical review of the toxicological properties when used as anabolic agents.Regulatory toxicology and pharmacology : RTP · 1985
Analytical methods for the determination of zeranol residues in animal products: a review.Food additives and contaminants · 2007
Zeranol: doping offence or mycotoxin? A case-related study.Drug testing and analysis · 2011

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Wikidata facts

Mass: 322.1780239319999

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chemical formula: C₁₈H₂₆O₅
isomeric SMILES: C[C@H]1CCC[C@@H](CCCCCc2cc(cc(c2C(=O)O1)O)O)O
NCI Thesaurus ID: C76826
canonical SMILES: CC1CCCC(CCCCCC2=C(C(=CC(=C2)O)O)C(=O)O1)O

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Contents

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References

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. In Canada, it is approved for use in beef cattle only. Its application is not approved for use in the European Union. However, it is marketed under the brand name Ralone in Spain.