Trenbolone enanthate

Overview

Trenbolone enanthate is a synthetic and injected anabolic–androgenic steroid (AAS) and a derivative of nandrolone which was never marketed. It is the C17β enanthate ester long-acting prodrug of trenbolone. Trenbolone enanthate was never approved for medical or veterinary use but is used in scientific research and has been sold on the black market for use by bodybuilders and athletes under the name Trenabol.[1–6] WP

Uses, dosage and effects

Veterinary uses

In the veterinary field, Trenbolone acetate has a history of use for increasing muscle mass in livestock. Trenbolone enanthate however has never been approved for veterinary use. The application of Trenbolone acetate is aimed at improving the lean muscle yield in animals prior to slaughter, enhancing the quality of meat production.[7] WP

Risks and side effects

Side effects

As trenbolone enanthate is a rather potent AAS, it has several potential side effects:[8] WP

Psychological

Anabolic-androgenic steroid (AAS) users report significant psychological changes. AAS-induced fluctuations in testosterone, affect the brain's structure and function, potentially leading to mood disorders and aggressive behavior. Trenbolone enanthate users have reported significant psychological changes, including increased aggression, mood instability, and impaired social interactions. Prolonged use of AAS may also lead to psychological dependence.[9][10][11] WP

Reproductive health

Anabolic-androgenic steroids impact male reproductive health. Their misuse can lead to a condition known as anabolic steroid-induced hypogonadism (ASIH), where natural testosterone production is suppressed. The decreased testosterone production leads to decreased sperm production and can cause prolonged infertility even after stopping use. Chronic AAS use increases the risk of infertility due to its impact on hormonal balance, and some effects such as gynecomastia may not be reversible.[6][12] WP

Androgenic

Trenbolone enanthate can include several androgenic side effects such as increased body hair growth, acne, and potential baldness in predisposed individuals.[8][13] WP

Gynecomastia

Gynecomastia is a condition that enlarges the breast tissue in males which is often produced as a side effect from the use of AAS. AAS can disrupt the normal balance of estrogen and testosterone in the body due to the increase in testosterone, which can be aromatized into estrogen. Elevated levels of estrogen in males can be linked to both weight gain and gynecomastia. While trenbolone enanthate is not a xenoestrogen or a substrate for aromatase, trenbolone exhibits high progestogenic activity.[11][12][14][15][16] WP

History

History

Trenbolone was first synthesized in 1963 by L. Velluz and his co-workers, it was originally developed for veterinary use to improve muscle mass and feed efficiency in cattle; however, trenbolone's potent anabolic and androgenic properties soon caught the attention of bodybuilders and athletes. The drug, however, has never been approved for human use, which has legal implications.[17][18] WP

Legal status

Legality

Trenbolone enanthate has never had regulatory approval for human use from any single health agency. It is commonly considered a controlled substance and use is generally illegal. For example, in the United States, the Drug Enforcement Administration (DEA) considers trenbolone esters Schedule III controlled substances similar to the likes of Australia wherein possession of trenbolone esters is a criminal offence. However, this compound is considered a class C drug with no penalty for personal use or possession in the United Kingdom or Canada. Sporting organizations, including the World Anti Doping Agency (WADA), closely monitor the use of such substances, especially in competitive events like the Olympics.[19–22] WP

Chemistry

Formula

C25H34O3 PC

CAS number

1629618-98-9 PC

Molar mass (g/mol)

382.5 PC

IUPAC name (computed by PubChem)

[(8S,13S,14S,17S)-13-methyl-3-oxo-2,6,7,8,14,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl] heptanoate PC

SMILES

CCCCCCC(=O)O[C@H]1CC[C@@H]2[C@@]1(C=CC3=C4CCC(=O)C=C4CC[C@@H]23)C PC

InChIKey

HGSFRISGULOJBX-FVEXOFTDSA-N PC

PubChem CID

20112041

Harm reduction information

No harm reduction data is on file for this compound yet. That means no dose, timing or combination data from PsychonautWiki or TripSit. Please don't guess a dose from similar compounds. If you have taken it and feel unwell, contact emergency services or a poison control center.

User reports

Pop culture

No references added yet.

Sources

1. Other William Llewellyn. Anabolics. 2011
2. Other Underground Anabolics
3. Journal / agency Dalbo VJ, Roberts MD, Mobley CB, Ballmann C, Kephart WC, Fox CD, Santucci VA, Conover CF, Beggs LA, Balaez A, Hoerr FJ, Yarrow JF, Borst SE, Beck DT. Testosterone and trenbolone enanthate increase mature myostatin protein expression despite increasing skeletal muscle hypertrophy and satellite cell number in rodent muscle. Andrologia. 2016. doi:10.1111/and.12622 · PMID 27246614
4. Journal / agency Ye F, McCoy SC, Yarrow JF, Conover CF, Beck DT, Beggs LA, Tillman MD. Effect of Trenbolone enanthate on protein degradation in levator ani/bulbocavernosus (LABC) muscle in orchiectomized rats. The FASEB Journal. 2013. doi:10.1096/fasebj.27.1_supplement.939.15
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9. Journal / agency Bertozzi G, Salerno M, Pomara C, Sessa F. Neuropsychiatric and Behavioral Involvement in AAS Abusers. A Literature Review. Medicina. July 2019. doi:10.3390/medicina55070396 · PMID 31336641 · PMC6681542
10. Journal / agency Piatkowski TM, Neumann DL, Dunn M. 'My mind pretty much went to mush': A qualitative exploration of trenbolone in the performance and image enhancing drug community. Drug and Alcohol Review. September 2023. doi:10.1111/dar.13656 · PMID 36992616
11. Journal / agency Scarth M, Westlye LT, Havnes IA, Bjørnebekk A. Investigating anabolic-androgenic steroid dependence and muscle dysmorphia with network analysis among male weightlifters. BMC Psychiatry. May 2023. doi:10.1186/s12888-023-04781-1 · PMID 37193971 · PMC10186641
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13. Journal / agency Borodi G, Turza A, Camarasan PA, Ulici A. Structural studies of Trenbolone, Trenbolone Acetate, Hexahydrobenzylcarbonate and Enanthate esters. Journal of Molecular Structure. 2020. doi:10.1016/j.molstruc.2020.128127
14. Journal / agency Ding JB, Ng MZ, Huang SS, Ding M, Hu K. Anabolic-Androgenic Steroid Misuse: Mechanisms, Patterns of Misuse, User Typology, and Adverse Effects. Journal of Sports Medicine. 2021-12-10. doi:10.1155/2021/7497346 · PMID 34926695 · PMC8683244
15. Journal / agency Yarrow JF, Conover CF, McCoy SC, Lipinska JA, Santillana CA, Hance JM, Cannady DF, VanPelt TD, Sanchez J, Conrad BP, Pingel JE, Wronski TJ, Borst SE. 17β-Hydroxyestra-4,9,11-trien-3-one (trenbolone) exhibits tissue selective anabolic activity: effects on muscle, bone, adiposity, hemoglobin, and prostate. American Journal of Physiology. Endocrinology and Metabolism. April 2011. doi:10.1152/ajpendo.00440.2010 · PMID 21266670 · PMC6189634
16. Journal / agency Bauer ER, Daxenberger A, Petri T, Sauerwein H, Meyer HH. Characterisation of the affinity of different anabolics and synthetic hormones to the human androgen receptor, human sex hormone binding globulin and to the bovine progestin receptor. APMIS. December 2000. doi:10.1111/j.1600-0463.2000.tb00007.x · PMID 11252818
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