Etonogestrel

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Etonogestrel
Systematic (IUPAC) name
(8S,9R,10S,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
Identifiers
CAS number 54048-10-1
ATC code G03AC08
PubChem 21729469
DrugBank APRD00766
Chemical data
Formula C22H28O2 
Mol. mass 324.457 g/mol
Pharmacokinetic data
Bioavailability  ?
Metabolism Hepatic (P450 3A4)
Half life 25 hours
Excretion Urinary (majority) and fecal
Therapeutic considerations
Pregnancy cat.

?

Legal status

Prescription Only (S4)(AU) POM(UK) -only(US) Prescription only

Routes Subdermal as slow-release implant

Etonogestrel is a molecule used in hormonal contraceptives, most notably the subdermal implant Implanon.

Etonogestrel, the specific progestin used in NuvaRing, 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.

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