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
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
| Molecular Formula | C19H28O2 |
| Molecular Weight | 288.4244 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 6 / 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.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Steroidal control of male hamster sexual behavior in Me and MPOA: effects of androgen dose and tamoxifen. | 2001 Apr |
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| Androgen responsiveness of the pituitary gonadotrope cell line LbetaT2. | 2001 Sep |
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| 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 |
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| Inhibition of recovery of spermatogenesis in irradiated rats by different androgens. | 2002 Sep |
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| 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 |
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| 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 |
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| 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 |
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| Steroid hormones for contraception in men. | 2007 Apr 18 |
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| The latest options and future agents for treating male hypogonadism. | 2007 Dec |
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| 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 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 17:24:18 GMT 2023
by
admin
on
Sat Dec 16 17:24:18 GMT 2023
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| Record UNII |
40P3287I94
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| Record Status |
Validated (UNII)
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| Record Version |
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WIKIPEDIA |
Designer-drugs-Trestolone
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NCI_THESAURUS |
C243
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C064709
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DTXSID20863270
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3010
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CHEMBL452329
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40P3287I94
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100000077486
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TRESTOLONE
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142229
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SUB11242MIG
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C98256
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3764-87-2
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DB05830
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9838899
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| Related Record | Type | Details | ||
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TARGET -> AGONIST |
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TARGET -> AGONIST |
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METABOLIC ENZYME -> SUBSTRATE |
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| Related Record | Type | Details | ||
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METABOLITE ACTIVE -> PARENT |
Considered to be responsible for the estrogenic activity of trestolone.
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PRODRUG -> METABOLITE ACTIVE |
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PRODRUG -> METABOLITE ACTIVE |
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| Related Record | Type | Details | ||
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ACTIVE MOIETY |
