TRESTOLONE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C19H28O2
Molecular Weight	288.4244
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@@H]1CC2=CC(=O)CC[C@@H]2[C@H]3CC[C@]4(C)[C@@H](O)CC[C@H]4[C@H]13

InChI

InChIKey=YSGQGNQWBLYHPE-CFUSNLFHSA-N

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

HIDE SMILES / InChI

Molecular Formula	C19H28O2
Molecular Weight	288.4244
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8146434 | https://adisinsight.springer.com/drugs/800016155 | Legato, M.J. (2009) Principles of Gender-Specific Medicine, page 363, retrieved from: https://books.google.ru/books?id=whb9hsUgZtwC

Trestolone is a synthetic androgen that inhibits the release of follicle-stimulating hormone and impairs spermatogenesis. Luteinizing hormone is also suppressed, which cuts production of testosterone. The azoospermia and oligospermia are reversible after discontinuation of trestolone. Trestolone has androgenic and anabolic properties and loss of secondary sex characteristics is not seen. Like testosterone, trestolone undergoes enzymatic aromatization to an estrogen. The use of trestolone instead of testosterone for androgen replacement therapy could have health-promoting effects by reducing the occurrence of prostate disease. Trestolone had been in phase II clinical trial for the andropause control. However, this development was discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
The potent synthetic androgens, dimethandrolone (7α,11β-dimethyl-19-nortestosterone) and 11β-methyl-19-nortestosterone, do not require 5α-reduction to exert their maximal androgenic effects.	2010-10	20599615
Effects of synthetic androgens on liver function using the rabbit as a model.	2010-04-10	20378929
Distribution, metabolism and excretion of a synthetic androgen 7alpha-methyl-19-nortestosterone, a potential male-contraceptive.	2009-01	18992267
Dimethandrolone (7alpha,11beta-dimethyl-19-nortestosterone) and 11beta-methyl-19-nortestosterone are not converted to aromatic A-ring products in the presence of recombinant human aromatase.	2008-06	18555683
The latest options and future agents for treating male hypogonadism.	2007-12	18001258
7alpha-methyl-19-nortestosterone (MENT) vs testosterone in combination with etonogestrel implants for spermatogenic suppression in healthy men.	2007-04-27	17460095
Steroid hormones for contraception in men.	2007-04-18	17443545
Emerging drugs for hypogonadism.	2006-11	17064226
Comparison of the growth-promoting effects of testosterone and 7-alpha-methyl-19-nor-testosterone (MENT) on the prostate and levator ani muscle of LPB-tag transgenic mice.	2006-03-01	16302273
Bone and muscle protective potential of the prostate-sparing synthetic androgen 7alpha-methyl-19-nortestosterone: evidence from the aged orchidectomized male rat model.	2005-04	15784189
Tibolone is not converted by human aromatase to 7alpha-methyl-17alpha-ethynylestradiol (7alpha-MEE): analyses with sensitive bioassays for estrogens and androgens and with LC-MSMS.	2003-03	12628686
Inhibition of recovery of spermatogenesis in irradiated rats by different androgens.	2002-09	12193551
Effect of chronic administration of 7alpha-methyl-19-nortestosterone on serum testosterone, number of spermatozoa and fertility in adult male bonnet monkeys (Macaca radiata).	2002-08	12141943
Androgen responsiveness of the pituitary gonadotrope cell line LbetaT2.	2001-09	11524240
Steroidal control of male hamster sexual behavior in Me and MPOA: effects of androgen dose and tamoxifen.	2001-04	11337005

Substance Class	Chemical Created by `admin` on `Wed Apr 02 09:03:32 GMT 2025` Edited by `admin` on `Wed Apr 02 09:03:32 GMT 2025`
Record UNII	40P3287I94
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TRESTOLONE

Official Name

English

NSC-142229

Preferred Name

English

trestolone [INN]

Common Name

English

MENTR

Common Name

English

RU-27333

Code

English

17.BETA.-HYDROXY-7.ALPHA.-METHYLESTR-4-EN-3-ONE

Systematic Name

English

MENT

Common Name

English

Classification Tree Code System Code

WIKIPEDIA

Designer-drugs-Trestolone