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      Mestranol
      Mestranol

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      This product is for research use only, not for human use. We do not sell to patients.
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      InvivoChem Cat #: V1739
      CAS #: 72-33-3Purity ≥98%

      Description: Mestranol is the 3-methyl ether of ethinyl estradiol, which is a potent estrogen receptor agonist and used as an oral contraceptive. Mestranol is the 3-methyl ether of ethinylestradiol. It is a biologically inactive prodrug of ethinylestradiol to which it is demethylated in the liver with a conversion efficiency of 70% (50 μg of mestranol is pharmacokinetically bioequivalent to 35 μg of ethinylestradiol).

      References: Carcinogenesis. 1996 Sep;17(9):2043-52; Brain Res Bull. 1988 Aug;21(2):329-33.

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      Molecular Weight (MW)310.43 
      FormulaC21H26O2 
      CAS No.72-33-3 
      Storage-20℃ for 3 years in powder form
      -80℃ for 2 years in solvent
      Solubility (In vitro)DMSO: 15 mg/mL (48.3 mM) 
      Water: <1 mg/mL
      Ethanol: 25 mg/mL (80.5 mM) 
      Other info

      Chemical Name: 17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol

      InChi Key: IMSSROKUHAOUJS-UHFFFAOYSA-N

      InChi Code: InChI=1S/C21H26O2/c1-4-21(22)12-10-19-18-7-5-14-13-15(23-3)6-8-16(14)17(18)9-11-20(19,21)2/h1,6,8,13,17-19,22H,5,7,9-12H2,2-3H3

      SMILES Code: CC12CCC3C(C1CCC2(C#C)O)CCC4=C3C=CC(=C4)OC           

      Synonyms

      Ethinyl Estradiol 3 Methyl Ether; Devocin; Norquen; Ovastol; Ethynylestradiol 3-methyl ether; Ethinyl Estradiol 3-Methyl Ether


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      In Vitro

      In vitro activity: Mestranol is extensively metabolized to hydroxylated products whose bio- logical activity is less well characterized.

      In VivoMestranol (0.2 mg/kg) results in an increased percentage of liver occupied by AHF expressing glutathione S-transferase (PGST) in rats. Mestranol administration increases the focal hepatocyte labeling index compared with the control with a trend at the lower dose and a significant difference at the higher dose. Mestranol (0.02 mg/kg and 0.2 mg/kg diet) results in a decrease in the non-focal labeling index compared with that observed for the corresponding concentration of Mestranol alone. Mestranol significantly increases the non-focal hepatic labeling index in uninitiated rats compared with that observed in rats administered the basal diet only. Mestranol (50 mg/100 g b.wt.) has a significant reduction in the apparent number of alpha-2-adrenoceptors in the frontal cortex and nucleus tractus solitarius (NTS) of rat, while apparent numbers of both alpha-1 and alpha-2-adrenoceptors are depressed in the locus coeruleus. 
      Animal modelRats
      Formulation & Dosage0.02 mg/kg and 0.2 mg/kg diet
      References

      Carcinogenesis. 1996 Sep;17(9):2043-52; Brain Res Bull. 1988 Aug;21(2):329-33. 

      These protocols are for reference only. InvivoChem does not independently validate these methods.

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