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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

CCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3[C@H](C)CC4=CC(=O)CC[C@@H]4[C@H]3CC[C@]12C

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

Molecular Formula C26H40O3
Molecular Weight 400.594
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

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
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
Effects of synthetic androgens on liver function using the rabbit as a model.
2010-04-10
Distribution, metabolism and excretion of a synthetic androgen 7alpha-methyl-19-nortestosterone, a potential male-contraceptive.
2009-01
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
The latest options and future agents for treating male hypogonadism.
2007-12
7alpha-methyl-19-nortestosterone (MENT) vs testosterone in combination with etonogestrel implants for spermatogenic suppression in healthy men.
2007-04-27
Steroid hormones for contraception in men.
2007-04-18
Emerging drugs for hypogonadism.
2006-11
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
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
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
Inhibition of recovery of spermatogenesis in irradiated rats by different androgens.
2002-09
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
Androgen responsiveness of the pituitary gonadotrope cell line LbetaT2.
2001-09
Steroidal control of male hamster sexual behavior in Me and MPOA: effects of androgen dose and tamoxifen.
2001-04
Substance Class Chemical
Created
by admin
on Wed Apr 02 08:40:31 GMT 2025
Edited
by admin
on Wed Apr 02 08:40:31 GMT 2025
Record UNII
2UJ2UPS5XU
Record Status Validated (UNII)
Record Version
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Name Type Language
ESTR-4-EN-3-ONE, 7-METHYL-17-((1-OXOHEPTYL)OXY)-, (7.ALPHA.,17.BETA.)-
Preferred Name English
TRESTOLONE ENANTHATE
Common Name English
Code System Code Type Description
CAS
81005-56-3
Created by admin on Wed Apr 02 08:40:31 GMT 2025 , Edited by admin on Wed Apr 02 08:40:31 GMT 2025
PRIMARY
EPA CompTox
DTXSID901190483
Created by admin on Wed Apr 02 08:40:31 GMT 2025 , Edited by admin on Wed Apr 02 08:40:31 GMT 2025
PRIMARY
FDA UNII
2UJ2UPS5XU
Created by admin on Wed Apr 02 08:40:31 GMT 2025 , Edited by admin on Wed Apr 02 08:40:31 GMT 2025
PRIMARY
WIKIPEDIA
Trestolone_enanthate
Created by admin on Wed Apr 02 08:40:31 GMT 2025 , Edited by admin on Wed Apr 02 08:40:31 GMT 2025
PRIMARY
PUBCHEM
101235236
Created by admin on Wed Apr 02 08:40:31 GMT 2025 , Edited by admin on Wed Apr 02 08:40:31 GMT 2025
PRIMARY
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