[Lotus]

DIM is Diindolylmethane. It is an anticarcinogen and also improves estrogen metabolism. Plant-derived 3,3′-Diindolylmethane Is a Strong Androgen Antagonist in Human Prostate Cancer Cells* DIM is remarkably similar in conformational geometry and surface charge distribution to an established synthetic AR antagonist, although the atomic compositions of the two substances are quite different. Taken together with our published reports of the estrogen agonist activities of DIM, the present results establish DIM as a unique bifunctional hormone disruptor. To our knowledge, DIM is the first example of a pure androgen receptor antagonist from plants.

http://www.jbc.org/content/278/23/21136.full

From the study above on DIM I pulled certain paragraphs of information to highlight. Two main points: DIM inhibits DHT, and DIM is similar to Casodex, which is similar to ??? drum roll please: the prescription anti-androgen Bicalutamide. 

The effects of DIM on human prostate cancer cell growth were examined using LNCaP and PC-3 cells. After a 96-h treatment, DIM produced a concentration-dependent inhibition of LNCaP cell proliferation with maximal inhibition of 70% at 50 μm.

DIM strongly inhibited DHT induction of androgen-responsive genes by more than 50% at 1 μm and more than 90% at 10 μm in both promoter constructs 

Cyproterone acetate and Casodex, two well known antiandrogens, were used as positive controls. DIM and Casodex exhibited similar binding affinity for the AR.

Because both DIM and Casodex act as pure antiandrogens, we compared the structures of these ligands more closely.
the two ligands are remarkably similar in conformation despite their considerable difference in atomic compositions

DIM is remarkably similar in molecular geometry and surface charge distribution to the well established synthetic antiandrogen, Casodex. Our investigation, leads to the conclusion that DIM is a strong, pure androgen antagonist.

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The following is my analysis, or model of how DIM being a pro-aromatase, and it works following the CREB-binding protein

"Cyclic AMP response element binding protein (CREB) activates transcription of cAMP response element (CRE)-containing promoters following an elevation of intracellular cAMP"...which is basically a second messenger and if you've read this thread no doubt you've seen it posted many times lol, it's a pro-breast pathway once inside the cytoplasm. 

How it relates to DIM is the hormone receptors are transferred to common compartments located in the euchromatin region and form a complex with co-activators…I see a window, or an opening. And judging how the rat study below shows how the CYP1B1 cytochrome opens the door for enhanced E2 production I'm feeling more confident the window opening got a little bigger. 

The formation of these nuclear foci is thought to provide platforms for the interaction of nuclear receptor and co-activators (38). Liganded steroid hormone receptors are transferred to common compartments located in the euchromatin region and form a complex with co-activators, such as steroid receptor coactivator 1, transcriptional intermediary factor 2, and CREB-binding protein, which are also accumulated in the same subnuclear compartments. For the AR, CREB-binding protein was found to be essential for foci formation, and the process of compartmentalization is essential for full transactivation 
https://www.jbc.org/article/S0021-9258(20)73423-X/fulltext

Dietary indole-3-carbinol promotes endometrial adenocarcinoma development in rats initiated with N -ethyl- N ′-nitro- N -nitrosoguanidine, with induction of cytochrome P450s in the liver and consequent modulation of estrogen metabolism 
https://academic.oup.com/carcin/article/...ogin=false

In the assays of estradiol hydroxylase activities in the liver, dietary I3C increased both 2- and 4-hydroxylase activities, in particular the latter. These results strongly suggest that the induction of the CYP 1 family by I3C is linked to modulation of E2 metabolism. 

Meaning DIM can enhance E2 production