Trestolone

Trestolone
Clinical data
Other namesMENT; MENTR; RU-27333; 7α-Methylnandrolone; 7α-Methyl-19-nortestosterone; 7α-Methylestr-4-en-17β-ol-3-one
Routes of
administration
Subcutaneous implant, intramuscular injection (as trestolone acetate)
Drug classAndrogen; Anabolic steroid; Progestogen; Antigonadotropin
ATC code
  • None
Identifiers
  • (7R,8R,9S,10R,13S,14S,17S)-17-hydroxy-7,13-dimethyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.184.887 Edit this at Wikidata
Chemical and physical data
FormulaC19H28O2
Molar mass288.431 g·mol−1
3D model (JSmol)
  • O=C4\C=C2/[C@@H]([C@H]1CC[C@@]3([C@@H](O)CC[C@H]3[C@@H]1[C@H](C)C2)C)CC4
  • InChI=1S/C19H28O2/c1-11-9-12-10-13(20)3-4-14(12)15-7-8-19(2)16(18(11)15)5-6-17(19)21/h10-11,14-18,21H,3-9H2,1-2H3/t11-,14+,15-,16+,17+,18-,19+/m1/s1 ☒N
  • Key:YSGQGNQWBLYHPE-CFUSNLFHSA-N ☒N
  (verify)

Trestolone, also known as 7α-methyl-19-nortestosterone (MENT), is an experimental androgen/anabolic steroid (AAS) and progestogen medication which has been under development for potential use as a form of hormonal birth control for men and in androgen replacement therapy for low testosterone levels in men but has never been marketed for medical use.[1][2][3][4][5] It is given as an implant that is placed into fat.[3] As trestolone acetate, an androgen ester and prodrug of trestolone, the medication can also be given by injection into muscle.[1][5]

Side effects Trestolone is an AAS, and hence is an agonist of the androgen receptor, the biological target of androgens like testosterone.[3][6] It is also a progestin, or a synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone.[3][6] Due to its androgenic and progestogenic activity, trestolone has antigonadotropic effects.[3][6] These effects result in reversible suppression of sperm production and are responsible for the contraceptive effects of trestolone in men.[3]

Trestolone was first described in 1963.[7] Subsequently, it was not studied again until 1990.[8] Development of trestolone for potential clinical use started by 1993 and continued thereafter.[4][9] No additional development appears to have been conducted since 2013.[3] The medication was developed by the Population Council, a non-profit, non-governmental organization dedicated to reproductive health.[3][10]

  1. ^ a b J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 888–. ISBN 978-1-4757-2085-3.
  2. ^ "7-alpha-methyl-19-nortestosterone - AdisInsight".
  3. ^ a b c d e f g h Nieschlag E, Kumar N, Sitruk-Ware R (2013). "7α-methyl-19-nortestosterone (MENTR): the population council's contribution to research on male contraception and treatment of hypogonadism". Contraception. 87 (3): 288–95. doi:10.1016/j.contraception.2012.08.036. PMID 23063338.
  4. ^ a b Cite error: The named reference pmid8489761 was invoked but never defined (see the help page).
  5. ^ a b Corona G, Rastrelli G, Vignozzi L, Maggi M (2012). "Emerging medication for the treatment of male hypogonadism". Expert Opin Emerg Drugs. 17 (2): 239–59. doi:10.1517/14728214.2012.683411. PMID 22612692. S2CID 22068249.
  6. ^ a b c Cite error: The named reference pmid22065861 was invoked but never defined (see the help page).
  7. ^ Cite error: The named reference pmid13931986 was invoked but never defined (see the help page).
  8. ^ Cite error: The named reference pmid2363352 was invoked but never defined (see the help page).
  9. ^ Cite error: The named reference pmid8146434 was invoked but never defined (see the help page).
  10. ^ MENT – project information from the Population Council