An estrogen receptor agonist
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23822Mestranol
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Ethynyl Estradiol

Item No. 10006486

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
19-norpregna-1,3,5(10)-trien-20-yne-3,17α-diol
CAS Number
57-63-6
Synonyms
  • Ethynyl β-Estradiol
  • Ethynyl 17β-Estradiol
  • Ethynyl 17β-Oestradiol
  • Ethynyl E2
Molecular Formula
C20H24O2
Formula Weight
296.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:7): 0.125 mg/ml
λmax
281 nm
SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=C3C=CC(=C4)O
InChi Code
InChI=1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1
InChi Key
BFPYWIDHMRZLRN-SLHNCBLASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

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    1 g

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    5 g

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Ethynyl estradiol is an estrogen receptor agonist (EC50 = 8.5 pM in a reporter assay using T47D cells).1 It reduces serum cholesterol levels and femur bone mass and increases uterine mass in an ovariectomized (OVX) rat model of postmenopause when administered at a dose of 0.1 mg/kg per day.2 Ethynyl estradiol also has been found in wastewater effluent, and it prevents secondary sexual development in male fathead minnows (P. promelas) and increases the numbers of intersex fish when used at a concentration of 4 ng/l.3,4 Formulations containing ethynyl estradiol have been used as contraceptives.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wilson, V.S., Bobseine, K., and Gray, L.E., Jr. Development and characterization of a cell line that stably expresses an estrogen-responsive luciferase reporter for the detection of estrogen receptor agonist and antagonists. Toxicol. Sci. 81(1), 69-77 (2004).

    2. Bryant, H.U., and Dere, W.H. Selective estrogen receptor modulators: An alternative to hormone replacement therapy. Proc. Soc. Exp. Biol. Med. 217(1), 45-52 (1998).

    3. Desbrow, C., Routledge, E.J., Brighty, G.C., et al. Identification of estrogenic chemicals in STW effluent. 1. Chemical fractionation and in vitro biological screening. Environ. Sci. Technol. 32(11), 1549-1558 (1998).

    4. Länge, R., Hutchinson, T.H., Croudace, C.P., et al. Effects of the synthetic estrogen 17α-ethinylestradiol on the life-cycle of the fathead minnow (Pimephales promelas). Environ. Toxicol. Chem. 20(6), 1216-1227 (2001).