Etonogestrel

Etonogestrel (3-Oxodesogestrel), a biologically active metabolite of progestin Desogestrel, binds with high affinity to progesterone receptors and estrogen receptors in the target organs[1]. Etonogestrel induce FKBP51 mRNA and protein expression in cultured human endometrial stromal cells (HESCs) [2].

Product Specifications

CAS Number

[54048-10-1]

Product Name Alternative

3-Oxodesogestrel; 3-keto-Desogestrel

UNSPSC

12352211

Hazard Statement

H351, H360

Target

Drug Metabolite; Endogenous Metabolite; Estrogen Receptor/ERR; FKBP; Progesterone Receptor

Type

Reference compound

Related Pathways

Apoptosis; Autophagy; Cell Cycle/DNA Damage; Immunology/Inflammation; Metabolic Enzyme/Protease; Vitamin D Related/Nuclear Receptor

Applications

Neuroscience-Neuromodulation

Field of Research

Endocrinology

Assay Protocol

https://www.medchemexpress.com/Etonogestrel.html

Purity

99.91

Solubility

DMSO : 50 mg/mL (ultrasonic)

Smiles

CC[C@]([C@]1(O)C#C)(C2)[C@](CC1)([H])[C@@](CCC3=CC4=O)([H])[C@]([C@@]3([H])CC4)([H])C2=C

Molecular Formula

C22H28O2

Molecular Weight

324.46

Precautions

H351, H360

References & Citations

[1]http://www.drugbank.ca/drugs/DB00294|[2]Dionne D. Maddox, et al. Etonogestrel (Implanon), Another Treatment Option for Contraception. P T. 2008 Jun; 33 (6) : 337–347.|[3]Ozlem Guzeloglu Kayisli, et al. Progestins Upregulate FKBP51 Expression in Human Endometrial Stromal Cells to Induce Functional Progesterone and Glucocorticoid Withdrawal: Implications for Contraceptive- Associated Abnormal Uterine Bleeding. PLoS One. 2015 Oct 5;10 (10) :e0137855.