Desogestrel

Desogestrel is a progestin medication which is used in birth control pills for women. It is also used in the treatment of menopausal symptoms in women. The medication is available and used alone or in combination with an estrogen. It is taken by mouth.

Desogestrel
Clinical data
Trade namesCerazette, Lovima, Hana, others
Other namesDSG; ORG-2969; 3-Deketo-11-methylene-17α-ethynyl-18-methyl-19-nortestosterone; 11-Methylene-17α-ethynyl-18-methylestr-4-en-17β-ol
AHFS/Drugs.comMultum Consumer Information
MedlinePlusa601050
License data
Routes of
administration		By mouth
Drug classProgestogen
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability76% (range 40–100%)
Protein bindingDesogestrel: 99%:
• Albumin: 99%
Etonogestrel: 95–98%:
• Albumin: 65–66%
• SHBGTooltip sex hormone-binding globulin: 30–32%
• Free: 2–5%
MetabolismLiver, intestines (5α- and 5β-reductase, cytochrome P450 enzymes, others)
Metabolites• Etonogestrel
• Others
Elimination half-lifeDesogestrel: 1.5 hours
Etonogestrel: 21–38 hrs
ExcretionUrine: 50%
Feces: 35%
Identifiers
  • (8S,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-11-methylidene-1,2,3,6,7,8,9,10,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-ol
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.053.555
Chemical and physical data
FormulaC22H30O
Molar mass310.481 g·mol−1
3D model (JSmol)
Melting point109 to 110 °C (228 to 230 °F)
  • CC[C@]12CC(=C)[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=CCCC[C@H]34
  • InChI=1S/C22H30O/c1-4-21-14-15(3)20-17-9-7-6-8-16(17)10-11-18(20)19(21)12-13-22(21,23)5-2/h2,8,17-20,23H,3-4,6-7,9-14H2,1H3/t17-,18-,19-,20+,21-,22-/m0/s1 Y
  • Key:RPLCPCMSCLEKRS-BPIQYHPVSA-N Y
  (verify)

Side effects of desogestrel include menstrual irregularities, headaches, nausea, breast tenderness, mood changes, acne, increased hair growth, and others. Desogestrel is a progestin, or a synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone. It has very weak androgenic and glucocorticoid activity and no other important hormonal activity. The medication is a prodrug of etonogestrel (3-ketodesogestrel) in the body.

Desogestrel was discovered in 1972 and was introduced for medical use in Europe in 1981. It became available in the United States in 1992. Desogestrel is sometimes referred to as a "third-generation" progestin. Along with norethisterone, it is one of the only progestins that is widely available as a progestogen-only "mini pill" for birth control. Desogestrel is marketed widely throughout the world. It is available as a generic medication. In 2020, the version with ethinylestradiol was the 120th most commonly prescribed medication in the United States, with more than 5 million prescriptions.

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