I don't like writing articles, but i had a lot i wanted to say here. so **** it here it goes.I came accross what I consider a pretty significant study recently. The question of whether trenazone/x-tren aromatizes has been an unanswered one.
Looking at the structure of trenazone(dienolone), a chemically minded person should think it impossible to aromatize it because of the delta-9(10) bond.
This bond, in simple terms, gets in the way of aromatization because the aromatic ring common to estradiol and other estrogens has a 5(10) double bond which is connected to the carbon at C10.
Because carbon can only be connected to 4 things at 1 given moment, the 9(10)-double bond combined with the 5(10)-double bond would make the carbon at C10 connected to 5 things.
This is chemically impossible, and therefore trenazone can't aromatize...or can it?Invalid Link Removed^
This study demonstrates the ability of a 4,9-dien-3-oxo steroid to aromatize. The steroid is called Dienogest. Here is its structure:[img=http://www.selleckchem.com/pic/digi/Dienogest.gif]The nomenclature of dienogest is the exact same as trenazone except it has a 17a-cyanomethyl group. Dienogest aromatizes because the 9(10) double bond is shifted or isomerized. Given how big the cyanomethyl group is, and the fact that there is a nitrogen at the end of it (which may change the electrophillic properties of the molecule) there may be a possibility for the nitrogen to interact with the 9-double bond and "loosen" it from its stable configuration. However, (and im no chemist) i'd venture a guess that this group would cause little to no change in the 'isomerization potential' of the 9-double bond, given how far away it is. Regardless, here is the nomeclature of the aromatized metabolite:17 alpha-cyanomethyl-estra-1,3,5(10),9(11)-tetraene-3,17 beta-diol^As you can see the 9-double bond has clearly isomerized to connect with carbon 11(^underlined). The double bond is now vertical. What does this mean for you?This metabolite has been identified in humans:^Invalid Link RemovedBut, this metabolite is clearly not estradiol. However it may have estrogenic activity. Im not going to try to characterize the potential estrogenic activity of this metabolite or of trenazone's potential one, as that's not really the point of this article. The fact of the matter is, dienolone can aromatize, but the question still remains unanswered as no metabolism studies on dienolone have been conducted as far as i'm aware.~Thanks for reading