Mestranol

CAS No:
72-33-3 Category:
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  • #LGM Pharma offers this active ingredient but not the finished dosage forms.

Product Details:

  • CAS No: 72-33-3
  • AHFC code:
  • Synonyms:
  • ATC Code:
  • Chemical Formula: C12H8O4
  • Molecular Weight: 310.4299
  • Assay/Purity: Typically NLT 98%
  • DrugBank: DB01357
  • SMILES: COC1=CC2=C(C=C1)[C,H]1CC[C,,]3(C)[C,,H](CC[C,,]3(O)C#C)[C,,H]1CC2
  • InChl:
  • PubChem: 6291
  • IUPAC: (1S,10R,11S,14R,15S)-14-ethynyl-5-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-ol

Additional Details

Indication:
Mestranol was used as one of the first oral contraceptives.
Pharmacodynamics:
Mode of Action:
Mestranol is the 3-methyl ether of ethinylestradiol. Ethinylestradiol, is a synthetic derivative of estradiol. Ethinylestradiol is orally bio-active and the estrogen used in almost all modern formulations of combined oral contraceptive pills. It binds to (and activates) the estrogen receptor. Mestranol is a biologically inactive prodrug of ethinylestradiol to which it is demethylated in the liver with a conversion efficiency of 70%. Estrogens diffuse into their target cells and interact with a protein receptor. Target cells include the female reproductive tract, the mammary gland, the hypothalamus, and the pituitary. Estrogens increase the hepatic synthesis of sex hormone binding globulin (SHBG), thyroid-binding globulin (TBG), and other serum proteins and suppress follicle-stimulating hormone (FSH) from the anterior pituitary. The combination of an estrogen with a progestin suppresses the hypothalamic-pituitary system, decreasing the secretion of gonadotropin-releasing hormone (GnRH).
Metabolism:
Toxicity:
General Reference:
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