Zeranol
Structural Formula Vector Image
Title: Zeranol
CAS Registry Number: 26538-44-3
CAS Name: (3S,7R)-3,4,5,6,7,8,9,10,11,12-Decahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one
Additional Names: 6-(6,10-dihydroxyundecyl)-b-resorcylic acid m-lactone; a-zearalanol
Manufacturers' Codes: MK-188; P-1496
Trademarks: Ralgro (Mallinckrodt Vet.); Ralabol (Mallinckrodt Vet.); Ralone (Mallinckrodt Vet.)
Molecular Formula: C18H26O5
Molecular Weight: 322.40
Percent Composition: C 67.06%, H 8.13%, O 24.81%
Literature References: Animal growth promotant prepd from zearalenone, q.v.: E. B. Hodge et al., US 3239345 (1966 to Commercial Solvents). Stereoselective prepn and abs config: G. Snatzke et al., Helv. Chim. Acta 69, 734 (1986). TLC determn in plasma and tissues: M. B. Medina, N. Nagdy, J. Chromatogr. 614, 315 (1993). Growth regulating and repartitioning effects in cattle: P. G. Lemieux et al., J. Anim. Sci. 68, 1702 (1990). Review: R. S. Baldwin et al., Regul. Toxicol. Pharmacol. 3, 9-25 (1983).
Properties: Crystals from isopropanol/water, mp 182-183°; [a]D +46.3° (c = 1.0 in methanol). LD50 in mice (mg/kg): 4400 i.p.; >40000 orally (Baldwin).
Melting point: mp 182-183°
Optical Rotation: [a]D +46.3° (c = 1.0 in methanol)
Toxicity data: LD50 in mice (mg/kg): 4400 i.p.; >40000 orally (Baldwin)
Therap-Cat-Vet: Anabolic.

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