Etonogestrel- CAS 54048-10-1

Etonogestrel (CAS 54048-10-1) is a steroidal progestin used in hormonal contraceptives, most notably the subdermal implant Nexplanon and the vaginal ring NuvaRing. Etonogestrel is the active metabolite of the inactive prodrug desogestrel, one of two third-generation progestins found in some epidemiological studies of combined oral contraceptive pills to be associated with a higher risk of venous thrombosis than combined oral contraceptive pills containing certain second-generation progestins. Because hormones are released continuously from NuvaRing, peak and total estrogen and progestin doses are significantly lower than with combined oral contraceptives, although it is not known whether this lowers the risk of blood clots. It is effective within the first 24 hours. Antibiotics make it less effective.

Catalog Number: A000010

CAS Number: 54048-10-1

PubChem Substance ID:355038482

Molecular Formula: C22H28O2

Molecular Weight:324.5

Purity: ≥95%

* For research use only. Not for human or veterinary use.

Synonym

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

Property

• Molecular Formula: C22H28O2
• Molecular Weight: 324.5
• Target: Estrogen/progestogen Receptor
• Solubility: >15.1mg/mL in DMSO
• Purity: ≥95%
• Storage: Store at -20C
• Overview of Clinical Research: Etonogestrel is a progesterone receptor agonist. The phase-III clinical trials in Pregnancy (Prevention) was initiated in Puerto Rico (Intradermal) in 2020 (NCT04626596).

Computed Descriptor

• IUPAC Name: (8S,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-11-methylidene-2,6,7,8,9,10,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
• InChI: 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
• InChIKey: GCKFUYQCUCGESZ-BPIQYHPVSA-N
• SMILES: O[@]1(C#C)CC[@]([]1(CC)C2)([H])[]3([H])CCC4=CC(CC[]4([H])[@]3([H])C2=C)=O