Gestodene

Title: Gestodene
CAS Registry Number: 60282-87-3
CAS Name: (17a)-13-Ethyl-17-hydroxy-18,19-dinorpregna-4,15-dien-20-yn-3-one
Additional Names: 17a-ethynyl-17b-hydroxy-18-methyl-4,15-estradien-3-one; 17a-ethynyl-13-ethyl-17b-hydroxy-4,15-gonadien-3-one
Manufacturers' Codes: SH B 331
Molecular Formula: C21H26O2
Molecular Weight: 310.43
Percent Composition: C 81.25%, H 8.44%, O 10.31%
Literature References: Orally active gestogen with progesterone-like profile of activity. Prepn: BE 847090; H. Hofmeister et al., US 4081537 (1977, 1978 both to Schering AG). Pharmacokinetics: B. Duesterberg et al., Contraception 24, 673 (1981); B. Duesterberg, Steroids 43, 43 (1984). Comparative study of anti-aldosterone activity: W. Losert et al., Arzneim.-Forsch. 35, 459 (1985). Clinical trial as oral contraceptive: G. Hoppe, Adv. Contracept. 3, 159 (1987).
Properties: Crystals from acetone-hexane, mp 197.9°.
Melting point: mp 197.9°
Derivative Type: Mixture with ethinyl estradiol
CAS Registry Number: 109852-02-0
Trademarks: Femodene (Schering AG); Femovan (Schering AG); Ginoden (Schering AG); Gynera (Schering AG); Harmonet (Wyeth); Meliane (Schering AG); Milvane (Schering AG); Minulet (Wyeth); Phaeva (Schering AG); Tri-Minulet (Wyeth)
Therap-Cat: Progestogen. In combination with estrogen as oral contraceptive.
Keywords: Contraceptive (Oral); Progestogen.
Gestonorone Caproate Gestrinone Ghatti Gum Ghi Gibberellic Acid

Gestodene
Gestodene.svg
Gestodeno3D.png
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 YesY
ATC code G03AA10 G03AB06 (only combinations with estrogens)
PubChem CID 3033968
DrugBank DB06730
ChemSpider 2298532 YesY
UNII 1664P6E6MI YesY
KEGG D04316 YesY
ChEMBL CHEMBL1213583 YesY
Chemical data
Formula C21H26O2 
Mol. mass 310.430 g/mol
 YesY (what is this?)  (verify)

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

  • Melodene-15, Mirelle, and Minesse which contain 15 mcg of ethinylestradiol and 60 mcg of gestodene;
  • Meliane, Sunya, Femodette, and Millinette 20/75 which contain 20 mcg of ethinylestradiol and 75 mcg of gestodene; and
  • Gynera, Minulet, Femoden, Femodene, Katya and Millinette 30/75 which contain 30 mcg of ethinylestradiol and 75 mcg of gestodene.[1]