Back ديسوجيستريل Arabic Desogestrel Welsh Desogestrel German Desogestrel Spanish دزوژسترل Persian Desogestreeli Finnish דזוגסטרל HE Desogestrel Italian デソゲストレル Japanese ഡെസോജസ്ട്രെൽ Malayalam

Desogestrel

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[1]
Drug classProgestogen
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability76% (range 40–100%)[11][12]
Protein bindingDesogestrel: 99%:[13]
• Albumin: 99%
Etonogestrel: 95–98%:[1][14]
• Albumin: 65–66%
• SHBGTooltip sex hormone-binding globulin: 30–32%
• Free: 2–5%
MetabolismLiver, intestines (5α- and 5β-reductase, cytochrome P450 enzymes, others)[14]
Metabolites• Etonogestrel[14][1][11]
• Others[13][14][11]
Elimination half-lifeDesogestrel: 1.5 hours[13]
Etonogestrel: 21–38 hrs[13][15]
ExcretionUrine: 50%[13]
Feces: 35%[13]
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 Edit this at Wikidata
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 checkY
  • Key:RPLCPCMSCLEKRS-BPIQYHPVSA-N checkY
  (verify)

Desogestrel is a progestin medication which is used in birth control pills.[1][14] It is also used in the treatment of menopausal symptoms in women.[1] The medication is available and used alone or in combination with an estrogen.[1][14] It is taken by mouth.[1]

Side effects of desogestrel include menstrual irregularities, headaches, nausea, breast tenderness, mood changes, acne, increased hair growth, and others.[1] Desogestrel is a progestin, or a synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone.[1][14] It has very weak androgenic and glucocorticoid activity and no other important hormonal activity.[14] The medication is a prodrug of etonogestrel (3-ketodesogestrel) in the body.[1][14]

Desogestrel was discovered in 1972 and was introduced for medical use in Europe in 1981.[16][13][17] It became available in the United States in 1992.[18][19][20] Desogestrel is sometimes referred to as a "third-generation" progestin.[21] Along with norethisterone, it is one of the only progestins that is widely available as a progestogen-only "mini pill" for birth control.[22][23] Desogestrel is marketed widely throughout the world.[24] It is available as a generic medication.[25] In 2020, the version with ethinylestradiol was the 120th most commonly prescribed medication in the United States, with more than 5 million prescriptions.[26][27]

  1. ^ a b c d e f g h i j Stone SC (December 1995). "Desogestrel". Clinical Obstetrics and Gynecology. 38 (4): 821–828. doi:10.1097/00003081-199538040-00017. PMID 8616978.
  2. ^ "Marvelon Tablets - Summary of Product Characteristics (SmPC)". (emc). 11 March 2021. Archived from the original on 10 July 2021. Retrieved 9 July 2021.
  3. ^ "Mercilon Tablets - Summary of Product Characteristics (SmPC)". (emc). 11 March 2021. Archived from the original on 10 July 2021. Retrieved 9 July 2021.
  4. ^ "Cerazette 75 microgram film-coated tablet - Summary of Product Characteristics (SmPC)". (emc). 20 November 2020. Archived from the original on 10 July 2021. Retrieved 9 July 2021.
  5. ^ Cite error: The named reference Hana SmPC was invoked but never defined (see the help page).
  6. ^ "Lovima 75 microgram film-coated tablets - Summary of Product Characteristics (SmPC)". (emc). 9 July 2021. Archived from the original on 6 July 2022. Retrieved 6 July 2022.
  7. ^ "Apri 28 Day- desogestrel and ethinyl estradiol kit". DailyMed. Archived from the original on 10 July 2021. Retrieved 9 July 2021.
  8. ^ "Mircette- desogestrel/ethinyl estradiol and ethinyl estradiol kit". DailyMed. Archived from the original on 10 July 2021. Retrieved 9 July 2021.
  9. ^ "Kariva- desogestrel/ethinyl estradiol and ethinyl estradiol kit". DailyMed. Archived from the original on 10 July 2021. Retrieved 9 July 2021.
  10. ^ "Velivet Triphasic Regimen- desogestrel and ethinyl estradiol kit". DailyMed. Archived from the original on 10 July 2021. Retrieved 9 July 2021.
  11. ^ a b c Cite error: The named reference pmid8447355 was invoked but never defined (see the help page).
  12. ^ Fotherby K (August 1996). "Bioavailability of orally administered sex steroids used in oral contraception and hormone replacement therapy". Contraception. 54 (2): 59–69. doi:10.1016/0010-7824(96)00136-9. PMID 8842581.
  13. ^ a b c d e f g Cite error: The named reference RunnebaumRabe2012 was invoked but never defined (see the help page).
  14. ^ a b c d e f g h i Kuhl H (February 1996). "Comparative pharmacology of newer progestogens". Drugs. 51 (2): 188–215. doi:10.2165/00003495-199651020-00002. PMID 8808163. S2CID 1019532.
  15. ^ Cite error: The named reference Mosby2001 was invoked but never defined (see the help page).
  16. ^ Cite error: The named reference Kuhl2011 was invoked but never defined (see the help page).
  17. ^ Cite error: The named reference Holtsclaw2007 was invoked but never defined (see the help page).
  18. ^ Cite error: The named reference pmid8520092 was invoked but never defined (see the help page).
  19. ^ Cite error: The named reference KornsteinClayton2004 was invoked but never defined (see the help page).
  20. ^ Cite error: The named reference pmid8178905 was invoked but never defined (see the help page).
  21. ^ Carp HJ (9 April 2015). Progestogens in Obstetrics and Gynecology. Springer. pp. 112, 136. ISBN 978-3-319-14385-9.
  22. ^ Grimes DA, Lopez LM, O'Brien PA, Raymond EG (November 2013). "Progestin-only pills for contraception". The Cochrane Database of Systematic Reviews (11): CD007541. doi:10.1002/14651858.CD007541.pub3. PMID 24226383.
  23. ^ Hussain SF (February 2004). "Progestogen-only pills and high blood pressure: is there an association? A literature review". Contraception. 69 (2): 89–97. doi:10.1016/j.contraception.2003.09.002. PMID 14759612.
  24. ^ Cite error: The named reference Drugs.com was invoked but never defined (see the help page).
  25. ^ "Generic Desogen Availability". Archived from the original on 6 January 2018. Retrieved 6 January 2018.
  26. ^ "The Top 300 of 2020". ClinCalc. Retrieved 7 October 2022.
  27. ^ "Desogestrel; Ethinyl Estradiol - Drug Usage Statistics". ClinCalc. Retrieved 7 October 2022.

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