Trengestone

Trengestone, sold under the brand names Reteroid, Retroid, and Retrone, is a progestin medication which was formerly used to treat menstrual disorders but is now no longer marketed. It is taken by mouth.

Trengestone
Clinical data
Trade namesReteroid, Retroid, Retrone
Other namesRo 4-8347; Triengestone; 1,6-Didehydro-6-chlororetroprogesterone; 6-Chloro-9β-10α-pregna-1,4,6-triene-3,20-dione
Routes of
administration
By mouth
Drug classProgestogen; Progestin
ATC code
  • None
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability≥41–46% (based on urinary excretion)
MetabolismLiver
Metabolites20α-Dihydrotrengestone
Elimination half-life• Trengestone: very short
20α-DHTG: 8–14 hours
ExcretionUrine: 41–46%
Feces: 30% (unchanged)
Identifiers
  • (8S,9S,10R,13S,14S,17S)-17-acetyl-6-chloro-10,13-dimethyl-8,9,11,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-3-one
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
ChEMBL
ECHA InfoCard100.023.617
Chemical and physical data
FormulaC21H25ClO2
Molar mass344.88 g·mol−1
3D model (JSmol)
  • CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C=C(C4=CC(=O)C=C[C@]34C)Cl)C
  • InChI=1S/C21H25ClO2/c1-12(23)15-4-5-16-14-11-19(22)18-10-13(24)6-8-21(18,3)17(14)7-9-20(15,16)2/h6,8,10-11,14-17H,4-5,7,9H2,1-3H3/t14-,15+,16-,17-,20+,21+/m0/s1
  • Key:USXVMPAWZOOYDE-HGUQNLGYSA-N

Side effects of trengestone include headache, fatigue, and breast tenderness among others. Trengestone is a progestin, or a synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone. It is not androgenic or estrogenic.

Trengestone was introduced for medical use in 1974. It is no longer available.

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