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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 of TRESTOLONE

SMILES

[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]3([H])[C@@]4([H])CCC(=O)C=C4C[C@@H](C)[C@@]23[H]

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
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.

Approval Year

PubMed

PubMed

TitleDatePubMed
Steroidal control of male hamster sexual behavior in Me and MPOA: effects of androgen dose and tamoxifen.
2001 Apr
Androgen responsiveness of the pituitary gonadotrope cell line LbetaT2.
2001 Sep
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 Aug
Inhibition of recovery of spermatogenesis in irradiated rats by different androgens.
2002 Sep
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 Mar
Bone and muscle protective potential of the prostate-sparing synthetic androgen 7alpha-methyl-19-nortestosterone: evidence from the aged orchidectomized male rat model.
2005 Apr
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 Mar 1
Emerging drugs for hypogonadism.
2006 Nov
Steroid hormones for contraception in men.
2007 Apr 18
The latest options and future agents for treating male hypogonadism.
2007 Dec
7alpha-methyl-19-nortestosterone (MENT) vs testosterone in combination with etonogestrel implants for spermatogenic suppression in healthy men.
2007 Sep-Oct
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 Jun
Distribution, metabolism and excretion of a synthetic androgen 7alpha-methyl-19-nortestosterone, a potential male-contraceptive.
2009 Jan
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 Oct
Effects of synthetic androgens on liver function using the rabbit as a model.
2010 Sep-Oct
Name Type Language
TRESTOLONE
INN  
INN  
Official 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
NSC-142229
Code English
MENT
Common Name English
Classification Tree Code System Code
WIKIPEDIA Designer-drugs-Trestolone
Created by admin on Sat Dec 16 17:24:19 GMT 2023 , Edited by admin on Sat Dec 16 17:24:19 GMT 2023
NCI_THESAURUS C243
Created by admin on Sat Dec 16 17:24:19 GMT 2023 , Edited by admin on Sat Dec 16 17:24:19 GMT 2023
Code System Code Type Description
MESH
C064709
Created by admin on Sat Dec 16 17:24:19 GMT 2023 , Edited by admin on Sat Dec 16 17:24:19 GMT 2023
PRIMARY
EPA CompTox
DTXSID20863270
Created by admin on Sat Dec 16 17:24:19 GMT 2023 , Edited by admin on Sat Dec 16 17:24:19 GMT 2023
PRIMARY
INN
3010
Created by admin on Sat Dec 16 17:24:19 GMT 2023 , Edited by admin on Sat Dec 16 17:24:19 GMT 2023
PRIMARY
ChEMBL
CHEMBL452329
Created by admin on Sat Dec 16 17:24:19 GMT 2023 , Edited by admin on Sat Dec 16 17:24:19 GMT 2023
PRIMARY
FDA UNII
40P3287I94
Created by admin on Sat Dec 16 17:24:19 GMT 2023 , Edited by admin on Sat Dec 16 17:24:19 GMT 2023
PRIMARY
SMS_ID
100000077486
Created by admin on Sat Dec 16 17:24:19 GMT 2023 , Edited by admin on Sat Dec 16 17:24:19 GMT 2023
PRIMARY
WIKIPEDIA
TRESTOLONE
Created by admin on Sat Dec 16 17:24:19 GMT 2023 , Edited by admin on Sat Dec 16 17:24:19 GMT 2023
PRIMARY
NSC
142229
Created by admin on Sat Dec 16 17:24:19 GMT 2023 , Edited by admin on Sat Dec 16 17:24:19 GMT 2023
PRIMARY
EVMPD
SUB11242MIG
Created by admin on Sat Dec 16 17:24:19 GMT 2023 , Edited by admin on Sat Dec 16 17:24:19 GMT 2023
PRIMARY
NCI_THESAURUS
C98256
Created by admin on Sat Dec 16 17:24:19 GMT 2023 , Edited by admin on Sat Dec 16 17:24:19 GMT 2023
PRIMARY
CAS
3764-87-2
Created by admin on Sat Dec 16 17:24:19 GMT 2023 , Edited by admin on Sat Dec 16 17:24:19 GMT 2023
PRIMARY
DRUG BANK
DB05830
Created by admin on Sat Dec 16 17:24:19 GMT 2023 , Edited by admin on Sat Dec 16 17:24:19 GMT 2023
PRIMARY
PUBCHEM
9838899
Created by admin on Sat Dec 16 17:24:19 GMT 2023 , Edited by admin on Sat Dec 16 17:24:19 GMT 2023
PRIMARY