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Details

Stereochemistry ABSOLUTE
Molecular Formula C26H40O3
Molecular Weight 400.594
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRESTOLONE ENANTHATE

SMILES

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

InChI

InChIKey=YHLLSSBURKVUEG-YFGHHJRWSA-N
InChI=1S/C26H40O3/c1-4-5-6-7-8-24(28)29-23-12-11-22-25-17(2)15-18-16-19(27)9-10-20(18)21(25)13-14-26(22,23)3/h16-17,20-23,25H,4-15H2,1-3H3/t17-,20+,21-,22+,23+,25-,26+/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
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 ENANTHATE
Common Name English
ESTR-4-EN-3-ONE, 7-METHYL-17-((1-OXOHEPTYL)OXY)-, (7.ALPHA.,17.BETA.)-
Systematic Name English
Code System Code Type Description
CAS
81005-56-3
Created by admin on Sat Dec 16 16:59:15 GMT 2023 , Edited by admin on Sat Dec 16 16:59:15 GMT 2023
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EPA CompTox
DTXSID901190483
Created by admin on Sat Dec 16 16:59:15 GMT 2023 , Edited by admin on Sat Dec 16 16:59:15 GMT 2023
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FDA UNII
2UJ2UPS5XU
Created by admin on Sat Dec 16 16:59:15 GMT 2023 , Edited by admin on Sat Dec 16 16:59:15 GMT 2023
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WIKIPEDIA
Trestolone_enanthate
Created by admin on Sat Dec 16 16:59:15 GMT 2023 , Edited by admin on Sat Dec 16 16:59:15 GMT 2023
PRIMARY
PUBCHEM
101235236
Created by admin on Sat Dec 16 16:59:15 GMT 2023 , Edited by admin on Sat Dec 16 16:59:15 GMT 2023
PRIMARY