Home Endocrinology & Hormones Estrogen/progestogen Receptor agonist Etonogestrel For research use only.

Etonogestrel

Synonyms: Implanon, Nexplanon, 3-Oxodesogestrel, 3-keto-Desogestrel

Etonogestrel (Implanon, Nexplanon, 3-Oxodesogestrel, 3-keto-Desogestrel) is a synthetic form of the naturally occurring female sex hormone progesterone. It binds to the cytoplasmic progesterone receptors in the reproductive system and subsequently activates progesterone receptor mediated gene expression.

Etonogestrel Chemical Structure

Etonogestrel Chemical Structure

CAS No. 54048-10-1

Purity & Quality Control

Etonogestrel Related Products

Signaling Pathway

Estrogen/progestogen Receptor Signaling Pathways

Estrogen/progestogen Receptor Signaling Pathway

Biological Activity

Description Etonogestrel (Implanon, Nexplanon, 3-Oxodesogestrel, 3-keto-Desogestrel) is a synthetic form of the naturally occurring female sex hormone progesterone. It binds to the cytoplasmic progesterone receptors in the reproductive system and subsequently activates progesterone receptor mediated gene expression.
In vitro
In vitro

Etonogestrel induces FKBP51 mRNA and protein expression in cultured HESCs[1].
Cell Research Cell lines Human endometrial stromal cells (HESCs)
Concentrations 100 nM
Incubation Time 7 days
Method

Thawed HESCs are grown to confluence in basal medium (BM), a phenol red-free 1:1 v/v mix of Dulbecco's MEM/Ham's F-12, with 100U/ml penicillin, 100 μg/ml streptomycin, 0.25 μg/ml fungizone complex supplemented with 10% charcoal-stripped calf serum. Confluent HESCs are incubated in parallel in BM with 0.1% ethanol (vehicle control) or 10nM E2(estradiol) or E2+100 nM P4(progesterone), or 100 nM of ETO(etonogestrel) or 100 nM of MPA(medroxyprogesterone acetate). After 7 days, the cultures are washed twice with 1X phosphate-buffered saline (PBS) to remove residual serum, then placed in a serum-free defined media (DM) comprising BM plus ITS+ (insulin, transferrin, selenious and linoleic acid) premix, 5 μM of FeSO4, 50 μM of ZnSO4, 1 nM of CuSO4, 20 nM of Na2SeO3 trace elements, 50 μg/ml of ascorbic acid and 50 ng/ml of recombinant epidermal growth factor for 24h. The cultures are washed twice with 1X PBS to remove the residual steroids and DM containing corresponding vehicle control or steroids is added to the cultures for 6h or 24h. At the end of incubation periods, HESCs are washed with ice-cold 1X PBS and stored at −70°C until used for total RNA and protein extraction.
In Vivo
In vivo

Etonogestrel (Implanon, Nexplanon, 3-Oxodesogestrel, 3-keto-Desogestrel) is a synthetic form of the naturally occurring female sex hormone progesterone.
NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT06334315 Not yet recruiting
Contraception|Pharmacogenomic Drug Interaction
Yale University|Eunice Kennedy Shriver National Institute of Child Health and Human Development (NICHD)
 May 2024 Phase 4
NCT04882137 Withdrawn
Contraceptive Usage
Nemours Children''s Clinic|Merck Sharp & Dohme LLC
 September 1 2023 Not Applicable
NCT05360550 Completed
Pregnancy Prevention
Lupin Research Inc
 July 5 2022 Phase 2
NCT05040282 Completed
Contraception
Assiut University
 October 1 2021 Not Applicable

Chemical Information & Solubility

Molecular Weight 324.46 Formula

C22H28O2
CAS No. 54048-10-1 SDF Download Etonogestrel SDF
Smiles CCC12CC(=C)C3C(C1CCC2(C#C)O)CCC4=CC(=O)CCC34
Storage (From the date of receipt)

In vitro
Batch:

DMSO : 65 mg/mL ( (200.33 mM) Moisture-absorbing DMSO reduces solubility. Please use fresh DMSO.)

Ethanol : 65 mg/mL

Water : Insoluble


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In vivo
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