Trenbolone

Uses

Veterinary

Trenbolone, as trenbolone acetate, improves muscle mass, feed efficiency, and mineral absorption in cattle.

Side effects

Sometimes human users may experience an event called "tren cough" shortly after or during an injection, where the user experiences a violent and extreme coughing fit, which can last for minutes and in some cases even longer.

"Tren cough", despite its name, is not exclusive to trenbolone. It can occur when injecting any oil-steroid solutions, if the solution accidentally is injected intravenously. When the oil-steroid solution gets into the bloodstream, the steroid oil solution travels into the lungs, therefore causing a coughing fit. There are several theories on why this phenomenon happens.

It is possible that the androgenic effect from steroids activates a variety of lipid-like active compounds which are called prostaglandins. Many of these prostaglandins are inflammatory and vasoconstrictive. Prostaglandins are signalled through two varying pathways cyclooxygenase (COX) (Also known as: prostaglandin-endoperoxide synthase) and lipoxygenases (LOX) (also known as: EC 1.13.11.34, EC 1.13.11.33, etc.). The bradykinin peptide is well known to promote a cough reaction associated with ACE inhibitor medications prescribed for hypertension.

Pharmacology

Pharmacodynamics

Trenbolone has both [anabolic] and androgenic effects. Once metabolized, trenbolone esters have the effect of increasing ammonium ion uptake by muscles, leading to an increase in the rate of protein synthesis. It may also have the secondary effects of stimulating appetite and decreasing the rate of catabolism, as all anabolic steroids are believed to; however, catabolism likely increases significantly once the steroid is no longer taken. At least one study in rats has shown trenbolone to cause gene expression of the androgen receptor (AR) at least as potent as dihydrotestosterone (DHT). This evidence tends to indicate trenbolone can cause an increase in male secondary sex characteristics without the need to convert to a more potent androgen in the body.

Studies on metabolism are mixed, with some studies showing that it is metabolized by aromatase into estrogenic compounds, or by 5α-reductase into 5α-reduced androgenic compounds.

The potency of trenbolone is not known, although it's often falsely believed to be five times higher than testosterone. This is based on a book by William Llewellyn but has not been definitively proven. Trenbolone was never approved for human use, and therefore limited data on the subject exists. The relevant studies are usually done in rats, which makes the 500/100 potency number inaccurate. Rats respond differently and are less sensitive to androgens. While some literature report a 5 fold higher potency, two other scientific reviews report a 3 fold higher potency. Trenbolone also binds with high affinity to the progesterone receptor, and binds to the glucocorticoid receptor as well.

Pharmacokinetics

To prolong its elimination half-life, trenbolone is administered as a prodrug as an ester conjugate such as trenbolone acetate, trenbolone enanthate, or trenbolone hexahydrobenzylcarbonate. Plasma lipases then cleave the ester group in the bloodstream leaving free trenbolone.

Trenbolone and 17-epitrenbolone are both excreted in urine as conjugates that can be hydrolyzed with beta-glucuronidase. This implies that trenbolone leaves the body as beta-glucuronides or sulfates.

Chemistry

Trenbolone, also known as 19-nor-δ9,11-testosterone or as estra-4,9,11-trien-17β-ol-3-one, is a synthetic estrane steroid and a derivative of nandrolone (19-nortestosterone). It is specifically nandrolone with two additional double bonds in the steroid nucleus. Trenbolone esters, which have an ester at the C17β position, include trenbolone acetate, trenbolone enanthate, trenbolone hexahydrobenzylcarbonate, and trenbolone undecanoate.

History

Trenbolone was first synthesized in 1963.

Society and culture

Generic names

Trenbolone is the generic name of the drug and its and . It has also been referred to as trienolone or trienbolone or tren.

Legal status

Some bodybuilders and athletes use trenbolone hexahydrobenzylcarbonate and other esters (acetate, enanthate) for their muscle-building and otherwise performance-enhancing effects. Such use is legal in the United States and several European and Asian countries. The DEA classifies trenbolone and its esters as Schedule III controlled substances under the Controlled Substances Act. Trenbolone is classified as a Schedule 4 drug in Canada and a class C drug with no penalty for personal use or possession in the United Kingdom. Use or possession of steroids without a prescription is a crime in Australia.

Doping in sports

There are known cases of doping in sports with trenbolone esters by professional athletes.

Environmental persistence

Early studies suggested that the metabolites of trenbolone acetate would degrade through phototransformation. However, a 2013 paper found that the endocrine-disrupting metabolites were able to reform at night, resulting in a diurnal cycling of the compounds. The environmental persistence of the steroid metabolites results in the contamination of water supplies and the disruption of aquatic reproductive processes. Due to its nocturnal reformation, researchers have referred to trenbolone as the "vampire steroid".

References

References

1. Anvisa. (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial". [[Diário Oficial da União]].
2. (14 November 2014). "The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies". Springer.
3. (January 2000). "Index Nominum 2000: International Drug Directory". Taylor & Francis.
4. (6 December 2012). "Concise Dictionary of Pharmacological Agents: Properties and Synonyms". Springer Science & Business Media.
5. "Trenbolone".
6. (2011). "Anabolics". Molecular Nutrition Llc.
7. "Implant Strategies for Finishing Cattle using Revalor® (trenbolone acetate and estradiol), Finaplix® (trenbolone) and/or Ralgro® (zeranol)". Merck Animal Health.
8. (June 2008). "Pharmacology of anabolic steroids". British Journal of Pharmacology.
9. (2011). "Acute respiratory distress following intravenous injection of an oil-steroid solution". Canadian Respiratory Journal.
10. (April 2002). "Androgen effects on bone and muscle". Fertility and Sterility.
11. (May 2000). "Cyclo-oxygenase isoenzymes: physiological and pharmacological role". Anaesthesia.
12. (July 1996). "Bradykinin-evoked sensitization of airway sensory nerves: a mechanism for ACE-inhibitor cough". Nature Medicine.
13. (March 1998). "Encyclopedia of sports medicine and science. Internet Society for Sport Science".
14. (December 2002). "In vitro and in vivo effects of 17beta-trenbolone: a feedlot effluent contaminant". Toxicological Sciences.
15. (June 2010). "Tissue selectivity and potential clinical applications of trenbolone (17beta-hydroxyestra-4,9,11-trien-3-one): A potent anabolic steroid with reduced androgenic and estrogenic activity". Steroids.
16. (January 1984). "Suppression of LH secretion by oestradiol, dihydrotestosterone and trenbolone acetate in the acutely castrated bull". The Journal of Endocrinology.
17. (2011). "Anabolics". Molecular Nutrition Llc.
18. (2011-01-13). "Reproduction and Adaptation: Topics in Human Reproductive Ecology". Cambridge University Press.
19. (1976). "Pharmacological and endocrinological studies on anabolic agents". Environmental Quality and Safety. Supplement.
20. (June 2010). "Tissue selectivity and potential clinical applications of trenbolone (17beta-hydroxyestra-4,9,11-trien-3-one): A potent anabolic steroid with reduced androgenic and estrogenic activity". Steroids.
21. (13 January 2011). "Reproduction and Adaptation: Topics in Human Reproductive Ecology". Cambridge University Press.
22. (2001). "APMIS.: Supplementum". Munksgaard.
23. (13 March 2013). "Reproductive Processes and Contraception". Springer Science & Business Media.
24. (July 1996). "Metabolism of anabolic androgenic steroids". Clinical Chemistry.
25. (2020). "Structural studies of Trenbolone, Trenbolone Acetate, Hexahydrobenzylcarbonate and Enanthate esters". Journal of Molecular Structure.
26. (2011). "Lowinson and Ruiz's Substance Abuse: A Comprehensive Textbook". Lippincott Williams & Wilkins.
27. (July 1996). "Metabolism of anabolic androgenic steroids". Clinical Chemistry.
28. Food and Agriculture Organization of the United Nations. (1990). "Residues of Some Veterinary Drugs in Animals and Foods: Monographs Prepared by the Thirty-Fourth Meeting of the Joint FAO/WHO Expert Committee on Food Additives, Geneva, 30 January-8 February 1989". Food & Agriculture Org..
29. (20 November 2021). "Trenbolone hexahydrobenzylcarbonate use in bodybuilding".
30. (11 June 2009). "Controlled Substances Act". United States Food and Drug Administration.
31. "Controlled Drugs and Substances Act".
32. (September 2010). "Consideration of the Anabolic Steroids". Advisory Council on the Misuse of Drugs.
33. "Australian Institute of Criminology - Steroids".
34. (October 2013). "Product-to-parent reversion of trenbolone: unrecognized risks for endocrine disruption". Science.
35. (September 27, 2013). "'Vampire Steroid' Could Threaten Water Supply: How Does Trenbolone Reawaken In The Absence Of Sunlight?". Medical Daily.
36. (April 8, 2014). "'Vampire' Steroids Rise After Dark". Discover Magazine.