Zeranol

Zeranol
IUPAC name (3S,7R)-7,14,16-Trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-1-one
Other names α-Zearalanol
Identifiers
CAS number	26538-44-3 N
PubChem	33534
ChemSpider	4447689 Y
ChEMBL	CHEMBL371463 Y
Jmol-3D images	Image 1
SMILES C[C@H]1CCCC(CCCCCC2=CC(=CC(=C2C(=O)O1)O)O)O
InChI 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 Y Key: FPQFYIAXQDXNOR-QDKLYSGJSA-N Y InChI=1/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-QDKLYSGJBF
Properties
Molecular formula	C18H26O5
Molar mass	322.4 g mol−1
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Zeranol (α-zearalanol) is a non-steroidal estrogen agonist. It is a mycotoxin, derived from fungi in the Fusarium family, and may be found as a contaminant in fungus-infected crops. It is 3-4x more potent as an estrogen agonist than the related compound zearalenone.

Zeranol is approved for use as a growth promoter in livestock, including beef cattle, 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.

Recently the group of Bern and collaborator has shown the inhibiting action of isoflavonas on the growth of cells of cancer of breast induced by xenoestrogens such as o,p'-DDT and alkylphenols. Such studies have suggested phytoestrogens could be inhibiting the hormonal action of the natural estrogens.

Obese individuals may be at greater risk of developing zeranol-induced breast cancer.^{[citation needed]}