Talk:7-Hydroxymitragynine

IUPAC confusion.

I've come across two systemic names, but am uncertain to which is the IUPAC proper. I was bold and added one of the two, the other, shorter, one is: (7α,16E,20β)- 1,2,16,17-Tetradehydro-2,7-dihydro-7-hydroxy-9,17-dimethoxycorynan-16-carboxylic acid Methyl Ester Nagelfar (talk) 15:29, 25 November 2011 (UTC)

Clarification of Gastrointestinal Smooth Muscle Contraction Inhibition

I just added that on of the study's main points was that oral 7-hydroxymitragyne had much less of a constipating effect than a comparable dose of oral morphine. Vajko (talk) 09:08, 18 February 2012 (UTC)

note

this was added to the article in these diffs, but it is Talk page stuff, discussing what we should or should not have in the article, so i moved it here, and signed it for the editor who added it Jytdog (talk) 02:33, 31 August 2017 (UTC)

Just wanted to follow up on this since it never made it into the article - I'm doing background research on this for a project, since people are now starting to use 7-OH a lot and it's become pretty widely available. The research I found on 7-OH's status as a full agonist and that it displays dose dependent respiratory depression seem like it's in the public interest to add to the article. TBH I've never updated wikipedia before, is there a process by which people can agree to do that? YungSalieri (talk) 16:18, 15 May 2025 (UTC)

There appears to be only 1 single study that would loosely suggest in a single limited sentence suggesting activity like a full agonist based on pD2 value but the problem is it shows a 1,071 potency to morphines 100. A high dose of Morphine is 30mg. An average dose of 7OH is 15mg some take 30mg or even more. If this potency value worked out in real life people should have heavy opioid effects including nausea that would likely lead to vomiting from single milligram doses of 7OH. There is likely more to this value that needs to be researched or possibly a mistake because it does not add up to the in vivo effects in living people.

There's 1 study that shows 7-Hydroxy-Mitragynine can cause respiratory depression in rats when IV injected in high dosages. An LD50 was not able to be found when administered orally meaning they attempted to kill animals by overdosing them with 7OH by mouth and gave up on trying after they tried various dosages. However, they were able to establish an oral LD50 with Mitragynine and they were able to establish an LD50 with IV injection of high doses of 7OH. Gettinglit (talk) 23:53, 15 May 2025 (UTC)

Okay, so I dug into this more, it's more complicated than I think you or I realized - so both the main study saying it is and the most cited study saying it isn't come from the same guy - Samuel Obeng. First off, I think saying that his description of it as a full agonist in the 2019 study as a single sentence is a little off-base, because it's repeated at length in discussion, and confirmed by both HTRF tests and the hot plate. But.... his 2021 study confirms it as a partial agonist. I initially thought, huh, maybe he got it wrong the first time, but he never corrected the first article. That's because the first comes off of those HTRF and hot plate tests, the second off of GTPγS assays, which may not fully capture G-protein bias, at least as I understand it. That's not to say the second test is worse, it's more that as far as our current understanding goes, it can be both a full and partial agonist depending on how you ask the question. That's at least what I understand from having done this reading, if you have other points or studies to add they're welcome. It's a weird compound...

As for your points about the potency, there's a lot we don't know that might explain it - oral pharmacokinetics, beta-arrestin recruitment or the lack thereof, etc. And plenty of opioids show very different behavior in people in vivo than they do in rats, so idk. That said, I gotta look more into the attempts to establish an LD50 in mice because the Hill study that had the respiratory depression findings didn't cover that, only that the Smith study from 2019 found a ridiculously high LD50 for regular mitragynine, so I might be able to find more there. Were there other studies you were looking at? YungSalieri (talk) 01:12, 16 May 2025 (UTC)

I was thinking of the Smith 2019 study for LD50. Samuel Obengs 2021 is cited in the World Health Report with "For comparison, morphine has 8-10 times more binding affinity and 3 times more intrinsic activity than does 7-OH-mitragynine." Morphine has 3-fold greater intrinsic activity at the mu-opioid receptor than does 7-OH-mitragynine ((Obeng et al., 2021; Todd et al., 2020)," Gettinglit (talk) 03:19, 16 May 2025 (UTC)

Some recent research on 7-hydroxymitragynine discovered that compared to morphine who is a full agonist. It has an intrinsic activity between 99%-104% so we can say that 7-Hydroxymitragynine is a full agonist not a partial agonist like it was said before. The potency compared to morphine need to be revised too it's closer to 13 time the potency of morphine but with a far better oral bioavailability

References

--— Preceding unsigned comment added by 92.137.50.232 (talk • contribs) 02:20, 31 August 2017 (UTC)

More abuse potential than mitragynine, potentially more lethal, and being used as an adulterant in kratom

This article makes 7-OH-M sounds quite nice. I think the recent research has shown that actually 7-OH-M is a large contributor to the abuse potential of kratom and possibly also the potential lethality when kratom is adulterated with more 7-OH-M to make it more potent. I would just fix the article myself, but, whenever I try that, it seems some editor takes offense, so if there is anyone brave enough, please fix the article. Here's a reference: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5135684/

--Joelrosenblum (talk) 07:20, 2 August 2019 (UTC)

That article does not support your statement. What it says ios "We found multiple commercial Kratom products to have concentrations of 7-hydroxymitragynine that are substantially higher than those found in raw M. speciosa leaves." It makes no conclusory statement about the contribution to kratom abuse, and kratom itself is addictive so that is not an easy thing to assess. Guy (Help!) 07:52, 2 August 2019 (UTC)

Copyright problem removed

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FACTSHEET (Public domain)

Here is an evidenced factsheet in the public domain: https://imgur.com/a/ijcnq0p Poetic-like-me (talk) 16:43, 22 April 2025 (UTC)

Removed per WP:NOR. OhNoitsJamie ^Talk 18:19, 22 April 2025 (UTC)

Binding affinity table

Hello, I'm bad at wiki code but here is a roughly edited binding affinity table I think would be great for the article.

7-OH-MIT at opioid receptors

Compound	Affinities (KiTooltip Inhibitor constant)			Ratio	Ref
	MORTooltip μ-Opioid receptor	DORTooltip δ-Opioid receptor	KORTooltip κ-Opioid receptor	MOR:DOR:KOR
7-OH-MIT	37 (± 4) nM	91 (± 8) nM	132 (± 7) nM
7-OH-MIT	16 (± 1) nM	137 (± 21) nM	133 (± 37) nM
7-OH-MIT	13.5 nM	155nM nM	123 nM
(−)-Morphine	1.24 nM	145 nM	23.4 nM	1:117:19
(+)-Morphine	>10 μM	>100 μM	>300 μM	ND