Gestodene

Gestodene
Systematic (IUPAC) name
(8R,9S,10R,13S,14S,17R)-13-Ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14-decahydrocyclopenta[a]phenanthren-3-one
Clinical data
AHFS/Drugs.com International Drug Names
Pregnancy cat. X
Legal status Prescription only
Routes oral administration
Pharmacokinetic data
Bioavailability in vitro 99% using 3H=R5020 / in vivo similar to progesterone
Half-life 16 to 18 hrs.
Excretion urinary tract mainly
Identifiers
CAS number 60282-87-3 Y
ATC code G03AA10
PubChem CID 3033968
DrugBank DB06730
ChemSpider 2298532 Y
UNII 1664P6E6MI Y
KEGG D04316 Y
ChEMBL CHEMBL1213583 Y
Chemical data
Formula C21H26O2 
Mol. mass 310.430 g/mol
SMILES eMolecules & PubChem
 Y(what is this?)  (verify)

Gestodene is a progestogen hormonal contraceptive. Products containing gestodene include:

Contents

Benefits

Gestodene is androgenically neutral, meaning that contraceptive pills containing gestodene do not exhibit the androgenic side effects (e.g. acne, hirsutism, weight gain) often associated with second-generation contraceptive pills, such as those containing levonorgestrel.[2]

The synthetic estrogen dosage in third-generation contraceptive pills (including those containing gestodene) is lower than that in second-generation oral contraceptives, reducing the likelihood of weight gain, breast tenderness and migraine.[3]

Third-generation oral contraceptives are also suitable for use in patients with diabetes or lipid disorders because they have minimal impact on blood glucose levels and the lipid profile.[4]

Adverse Effects

Women who take oral contraceptives containing gestodene are 5.6 times as likely to develop thromboembolism than women who do not take any contraceptive pill, and 1.6 times as likely to develop thromboembolism compared to women taking oral contraceptives containing levonorgestrel.[5]

Footnotes

  1. ^ http://www.bayerscheringpharma.es/ebbsc/cms/es/_galleries/download/s_mujer/prospectos/MelodeneS.pdf
  2. ^ http://dermnetnz.org/treatments/antiandrogens.html
  3. ^ Festin (2006). "Progestogens in combined oral contraceptives for contraception". The WHO Reproductive Health Library. 
  4. ^ Cerel-Suhl (1999). "Update on Oral Contraceptive Pills". American Family Physician 60 (7): 2073-2084. 
  5. ^ Lidegaard et al. (2011). "Risk of venous thromboembolism from use of oral contraceptives containing different progestogens and oestrogen doses". BMJ 343: 1-15. 

See also