Tren-dione

Structure:

Nomenclature:

Estra-4,9,11-triene-3,17-dione

Synonyms:

Trenavar, Trendione

History:

This is a prohormone/designer steroid first sold by PHF/IBE. There are no known “clones” at the time of writing.

Function:

This is a prohormone to the veterinary drug and black-market bodybuilding steroid trenbolone. Unlike previous “tren” prohormones, this one actually converts in the body to trenbolone. Previous “tren” PHs converted to the structurally similar – but markedly weaker – steroid dienolone.

Structure:

This prohormone has the same three conjugated double bonds as trenbolone, and differs from it only in that this hormone has a 17-ketone, where trenbolone has a 17b-hydroxy function. In the body this ketone will be readily hydrolysed by 17b-hydroxysteroid dehydrogenase type 5 (17b-HSD5) into the active form, trenbolone.

Effects:

Conversion to trenbolone should mean that effects should be very similar to the injectable form – with the exception of the famed “tren cough”. Whatever the explanation for “tren cough” (and many have been suggested), since it’s a reaction to the sudden parenteral introduction of some compound directly into the body, it’s highly unlikely that any orally administered compound will have the same effect.
Trenbolone is one of the strongest injectable steroids on the market, so effects experienced from Trenavar can be expected to be largely the same – strength and size increases, accelerated fat loss, and enhanced vascularity.

Side Effects:

Blood pressure is likely to be dose-dependently elevated to a significant degree, cholesterol levels and liver function markers are likely to be adversely affected, though to what extent remains to be seen. Commonly reported trenbolone sides include night-sweats, mood swings, androgenic hair loss and/or growth, temporarily increased or reduced libido, as well as the suppression of endogenous testosterone production, and it would be sensible to assume that these may also result from use of Trenavar.

Metabolism and Bioavailability:

The anabolic effects of trenbolone are due in part to the enhanced androgen receptor binding that the conjugated double bond system causes, [1] and also because trenbolone is an antagonist of the glucocorticoid receptor. [2] The double bonds extending up the backbone of the steroid flattens the steroid considerably, which makes it an excellent fit for the androgen receptor. It also makes the molecule much more flexible, and therefore less receptor-specific. [3] Trenbolone is incapable of being affected by 5a-reductase, 5b-reductase, or aromatase. But will it work orally?

The first place to turn to for information on steroids is the seminal 1969 work Androgens and Anabolic Agents by Julius Vida. Unfortunately this compound isn’t among the 666 compounds discussed there, and there’s a shortage of information on trenbolone by oral adminstration. I was fortunate enough to find a study which compared the anabolic effects of oral and subcutaneous application of trenbolone in rats, [4] and the results were frankly startling. They found that to have a comparable anabolic effect, trenbolone needed to be administered orally at 100 times the dosage as when administered by subcutaneous injection. (see graph) Sounds pretty bad for a tren PH then, right? Well, the good news is people aren’t rats.

Trenbolone is metabolised differently in different species – in rats, around 40% is excreted as a dione form, as well as several metabolites hydroxylated in various positions, [5] but in man only one metabolite has been identified – the 17a-epimer. [6]

The ratio of excreted trenbolone (17b-trenbolone) to epitrenbolone (17a-trenbolone) is estimated at 1:5 in a 24hr period. [7]

What this means is that although Trenavar is a prohormone to trenbolone, it doesn’t appear to be a significant metabolite in humans. Epitrenbolone may be a direct product of tren-dione, via the 17a-HSD enzyme, which would then be excreted as glucoronides.

Of course, this is largely conjecture, since neither trenbolone nor a precursor to it has ever been on the supplement market before… or has it?
A few years ago ALRI released an encapsulated product called “Methoxy TRN”, advertised as containing “17b-methoxytrienbolone”. This was quickly pulled from the shelves soon after its release, leaving only a few highly-collectable bottles and a reputation for tremendous strength and size gains and roadmap vascularity. This supplement was tested in 2008, and the researchers discovered the tell-tale mass spectra of trenbolone (and no sign of the advertised methoxy group). [8] Subsequent testing by Patrick Arnold has shown that the Methoxy TST product advertised as containing “17b-methoxytrienosterone” also contained trenbolone. [9]

Detection Limits:

An anti-doping study from 1996 found that orally administered trenbolone was detectable by mass spectrometry for two to four days after a single administration, unlike injectable trenbolone, which is detectable for much longer. [10] The detection of trenbolone after administration of Trenavar is likely to follow similar lines, though detection methods may have improved since then. Athletes subjected to doping tests should of course avoid this and all other prohibited performance-enhancing products altogether.

References:
[1] Steroids 74 (2009) 172–197
[2] Acta Endocrinologica, Vol 110, 1 Suppla, S129-S130
[3] J Steroid Biochem 1979;13:45–59.
[4] Toxicol Sci. 2002;70:202–211.
[5] Xenobiotica. 1981 Jul;11(7):489-500.
[6] Biol. Mass Spectrom. 20 (1991) 459–466.
[7] Recent advances in doping analysis (2). (1995) 269-274.
[8] Anal Chim Acta. 2009 Apr 1;637(1-2):92-100.
[9] PHF Forum – 17b-methoxy-trienosterone
[10] Recent advances in doping analysis (3). (1996) 83-94.