Theta:
Glad you had a great time, Charlie.

I'd love to read that report.
I definitely often wonder if metabolites are a factor in the experience of a drug changing dramatically over the course of an experience. 5-MeO-MiPT, for instance. That said, the math doesn't usually work out. Yes, some 5-MeO-MiPT is metabolized into 4-HO-MiPT, but only tiny percentage of a 5mg dose of 5-MeO-MiPT over a long period of time. It might have an impact, but it's hard to imagine it being super significant.
The issue with ascribing the long comeup of DOx to the wait for active metabolites to be made is that onset of vaped or IV DOx is supposedly almost instantaneous. The same can't be said of, say, LSD.
About DOx, I think the belief though is that both the parent molecule itself and the 2- and 5-demethyl metabolites are active, so it would still make sense that you could feel the parent right away if you smoked it. There's also the important question of the difference between immediate onset and rapid peak; to my knowledge IV LSD does in fact begin pretty much immediately, it just still takes about as long to rise up to what is recognized as maximum strength from the first signs of onset as it does when taken orally or sublingually, for instance. Not even considering the more rapid absorption, we've taken LSD dosages so high sublingually that we could feel it within minutes, so I know IV could produce at least some effects extremely rapidly with the right dosage too. An interesting question here is, do vaped/smoked or IV DOx trips peak rapidly, or do they just onset immediately? We don't actually have any experience to speak from on this matter, though I did find
this smoked DOB report claiming this:
The next dose was around the same as the first one and within 20 minutes of exhaling the chemical smoke it started getting a little bit TOO INTENSE. A neighbor walked into the room just as this was happening; he smelled like alcohol and was obviously drunk and as soon as I realized that everything started spinning just like it does when u're intoxicated with alcohol, but by visual field was so distorted that each spin presented a whirlwind of insane visuals. That is about the last I remember for a while. My friends watched me have a bout of epilepsy and gave me some clonazepam which is used for this purpose in medicine. After I came to my senses the epilepsy was gone but I was still tripping EXTREMELY HARD. The visuals were about the same level of intensity as 40mg of 2C-B but much more 'evil' as I said before. A sign drawn on the wall turned sideways and then morphed into mall 'propellers' which filled up the room. Everything was pixelized and the only thought that I had was: 'I read somewhere that people go to a psych ward after ODing on DOB...I believe that!!! This seemed to be another dimension as NOTHING reminded me of the regular world. Everything had DOB written all over it. Shortly afterwards the effects started to subside and soon I was on the long 'plateau' stage contemplating the experience. I guess even though smoking does hit you right away it still does not gain 'full force' for a few hours so redosing was definitely a mistake.
For us, as stated previously, DOx molecules seem to tend to resemble LSD more than their respective 2C-x molecular equivalents which we find to resemble DMT more by comparison, but this is a relative term I used to relate to the idea that there might be two different kinds of psychedelic effects exemplified by DMT and LSD in particular with the former being linked to the drug acting at the receptor and the latter relating to a triggered response slowly building up and working its way out on its own, and in my view the theory would place most psychedelics we've used on a spectrum between the two, or that is to say, having both types of effects to varying degrees, like how it was smoking all the tryptamines and experiencing first a more smoked DMT-like phase followed by a LSD-like phase on several research chemicals that caused us to start thinking more about this now. So, for example and to bring it back, while we do find DOx molecules to be more like LSD generally than their corresponding 2C-x molecules, we also often find them to have significant more DMT-like components at the beginning, that more heavy "tryptamine-likeness" being part of what makes them such impressive phenethylamines too, and causing us to compare them even more so to other synthetic base tryptamines like specifically the ones we get both types of effects out of too like MiPT and MPT even more so than to specifically either DMT or LSD. With this in mind, based on the given theory, I could see that DOx molecules are capable of producing psychedelic effects immediately when they're inhaled as a result of the parent molecule producing the more DMT-like psychedelic effects, yet also still coming up further beyond that over time and leaving a "long plateau" as described in the above report even without the need for metabolism to active metabolites, since first-pass metabolism is skipped, as a result of the parent molecule also producing the more LSD-like psychedelic effects. On the other hand, taking the DOx orally could cause there to be three separate psychedelic molecules, one parent and two active metabolites, all more slowly contributing to this process as well, making it so the active metabolites still matter when taken orally, and perhaps extend the duration even more profoundly too. This is all how I'm currently envisioning it, anyway. I'll selfishly note, the trip reporter even refers to the effects as "evil" which I above proposed to be a frequent part of it beyond a certain point.
About 5-MeO-MiPT, I have to say, I was a lot more willing to believe that 5-HO-MiPT was a meaningful active metabolite of taking it orally until we smoked it, and it lasted about as long (as you predicted) and still transformed over time. That being said, the smoked experiences also make me almost certain that metabolite 5-HO-MiPT effects contribute to our oral 5-MeO-MiPT experience, just not necessarily that meaningfully.... The main things I would more confidently attempt to attribute to it at this point are almost the entirety of the body load of the oral experience (extremely believable for me based on our bufotenine experience too) and some of the more elementary open-eyed sensory effects, which are pleasant and memorable, but entirely dwarfed by the effects that still remain for me in our smoked experience anyway.