Zearalenone

Zearalenone is a mycotoxin that has been found in Fusarium and has estrogenic activities. It binds to human estrogen receptor alpha (ERalpha) and ERbeta (IC50s = 9 and 5.8 nM, respectively). Zearalenone induces precocious development of mammary tissues in young female pigs and prepucial enlargement in young male pigs. Zearalenone (1.5-5 mg/kg of diet) induces hyperestrogenism in pigs. It also induces degeneration of meiotic chromatin in oocytes and reduces fertility in pigs when administered at a dose of 200 µg/kg. Zearalenone has been found as a contaminant in wheat, maize, and barley and livestock feeds.Formal Name: (3S,11E)-3,4,5,6,9,10-hexahydro-14,16-dihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1,7(8H)-dione. CAS Number: 17924-92-4. Synonyms: FES, Mycotoxin F2, Toxin F2, Zenone. Molecular Formula: C18H22O5. Formula Weight: 318.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, DMSO:PBS (pH 7.2) (1:7): 0.12 mg/ml, Ethanol: 20 mg/ml. lambdamax: 236, 274, 316 nm. SMILES: OC1=C(C(O[C@@H](C)CCCC(CCC/C=C/2)=O)=O)C2=CC(O)=C1. InChi Code: InChI=1S/C18H22O5/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/h3,7,10-12,20-21H,2,4-6,8-9H2,1H3/b7-3+/t12-/m0/s1. InChi Key: MBMQEIFVQACCCH-QBODLPLBSA-N.