A progesterone and androgen receptor antagonist and an active metabolite of desogestrel
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Parent Compound(s)
23651Desogestrel
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Etonogestrel

Item No. 21062

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(17α)-13-ethyl-17-hydroxy-11-methylene-18,19-dinorpregn-4-en-20-yn-3-one
CAS Number
54048-10-1
Synonyms
  • ORG 3236
  • 3-keto Desogestrel
  • 3-oxo Desogestrel
Molecular Formula
C22H28O2
Formula Weight
324.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: 1 mg/mlEthanol: 1 mg/mlMethanol: 1 mg/ml
λmax
239 nm
SMILES
O[C@@]1(C#C)CC[C@@]([C@]1(CC)C2)([H])[C@]3([H])CCC4=CC(CC[C@]4([H])[C@@]3([H])C2=C)=O
InChi Code
InChI=1S/C22H28O2/c1-4-21-13-14(3)20-17-9-7-16(23)12-15(17)6-8-18(20)19(21)10-11-22(21,24)5-2/h2,12,17-20,24H,3-4,6-11,13H2,1H3/t17-,18-,19-,20+,21-,22-/m0/s1
InChi Key
GCKFUYQCUCGESZ-BPIQYHPVSA-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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    1 mg

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    5 mg

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    10 mg

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    25 mg

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    Product Description

    Etonogestrel is a progesterone and androgen receptor antagonist (IC50s = 0.51 and 0.12 nM for isolated rabbit uterus and rat prostate cells, respectively) and an active metabolite of the synthetic progestogen desogestrel (Item No. 23651).1,2 It increases endometrial and myometrial vascularization, uterine weight, and uterine artery length, as well as decreases the number of hormone-secreting corpus luteal glands in non-ovariectomized guinea pigs when administered subcutaneously as a 1 mm sustained-release pellet.3 Formulations containing etonogestrel have been used in contraceptives to prevent pregnancy.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stanczyk, F.Z. All progestins are not created equal. Steroids 68(10-13), 879-890 (2003).

    2. Phillips, A., Demarest, K., Hahn, D.W., et al. Progestational and androgenic receptor binding affinities and in vivo activities of norgestimate and other progestins. Contraception 41(4), 399-410 (1990).

    3. Krikun, G., Booth, C.J., Buchwalder, L., et al. Effects of etonogestrel treatment in the reproductive organs and uterine arteries of nonoophorectomized guinea pigs. Reprod. Sci. 19(4), 400-406 (2012).