A prodrug of ethynyl estradiol
Related Products
Active Metabolite(s)
10006486Ethynyl Estradiol
Isomer(s)
18217Gestodene
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Mestranol

Item No. 23822

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-methoxy-19-norpregna-1,3,5(10)-trien-20-yn-17α-ol
CAS Number
72-33-3
Synonyms
  • EE 3-ME
  • Ethynyl Estradiol 3-methyl ether
  • NSC 84032
  • SC-475
  • Δ-MVE
Molecular Formula
C21H26O2
Formula Weight
310.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: 1 mg/mlEthanol: 1 mg/mlMethanol: 1 mg/ml
SMILES
C[C@@]12[C@](CC[C@@]2(O)C#C)([H])[C@]3([H])CCC4=CC(OC)=CC=C4[C@@]3([H])CC1
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/t17-,18-,19+,20+,21+/m1/s1
InChi Key
IMSSROKUHAOUJS-MJCUULBUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Mestranol is a semisynthetic estrogen prodrug of ethynyl estradiol (Item No. 10006486), an estrogen receptor agonist.1 It is demethylated in the liver to ethynyl estradiol. Mestranol has estrogenic properties, inducing RNA synthesis in homogenized mouse uteri following a dose of 1.6 µg/animal, which is 16-fold higher than the dose of ethynyl estradiol needed to induce a similar response.2 Formulations containing mestranol were previously used as oral contraceptives.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. El-Obeid, H.A., and Al-Badr, A.A. Mestranol. Analytical profiles of drug substances 11, 375-406 (1982).

    2. Hahn, D.W., McGuire, J.L., Greenslade, F.C., et al. Molecular parameters involved in the estrogenicity of mestranol and ethynylestradiol. Proc. Soc. Exp. Biol. Med. 137(4), 1180-1185 (1971).