Norbufotenin Structure
https://en.wikipedia.org/wiki/N-Methylserotonin#/media/File:Norbufotenine.svgVs.
Bufotenin Structure
https://upload.wikimedia.org/wikipedia/commons/0/04/Bufotenin_structure.svgAlso started a thread inquiring for more information at
https://www.dmt-nexus.me/forum/default.aspx?g=posts&t=70650
N-Methylserotonin. 5-Hydroxy-N-methyltryptamine.
http://www.chemspider.com/Chemical-Structure.132989.htmlSo this would be 5-HO-NMT.
http://isomerdesign.com/PiHKAL/explore.php?domain=tk&id=5131So as with NMT and Bufotenin it is probably destroyed by mono amine oxidase.
NMT has been found in the bark, shoots and leaves of several plant species, including Virola, Acacia, Mimosa and Desmanthus
Orally administered NMT appears to produce no psychoactive effects, likely as a result of extensive first-pass metabolism.[3] However, it may become active upon combination with a MAOA inhibitor (MAOI).[3] By vaporization NMT shows activity at 50–100 mg, with a duration of 45–70 minutes; duration of visual effects 15–30 seconds. Effects are primarily non-visual.
https://en.wikipedia.org/wiki/N-Methyltryptamine^^And most of us thought the effects of those plants were just DMT and possibly 5-MeO-DMT!
So as I posted there's probably a Beta-carboline in Black Cohosh, but this seems to me to open a doorway of possible Harmine plus 5-Ho-NMT or NMT containing plant decoctions for new natural ayahuasca-type analogues.
Or at least Harmine + Black Cohosh root extraction might probably enhance the effects.
Now looking into plants with high quantities of clean sources of 5-HO-NMT or NMT.
TiHKAL Norbufotenin entry:
http://isomerdesign.com/PiHKAL/explore.php?domain=tk&id=5131
Not great at deciphering this page but
Compound 53 had an elemental composition containing two hydrogens less than 58 and 59 (C12H12N2O), suggesting a dihydro-β-carboline structure. The ready loss of a methyl radical (m/z 186), along with the fragment ion of m/z 170, [MH-CH3NH2]+, indicated that the N(2) nitrogen on the β-carboline ring was methylated. Biosynthetic considerations were used to deduce the position of the double bond on the β-carboline ring. Accordingly, the most likely position of the double bond is 1,2 which was confirmed by comparison of retention time and fragmentation pattern with authentic N(2)-methyl-6-hydroxy-3,4-dihydro-β-carboline. Biosynthetically, this compound is likely formed by dehydrogenation of 58 and represents a new natural product. It should be noted that dihydro-β-carbolines are often by-products of Pictet-Spengler condensation [58]. Thus, it is possible that 58 is an isolation artifact.
The product ion spectrum of compound 46 eluting at 10.6 min during LC-MS of fraction 4 was dominated by an ion of m/z 144 with the elemental composition (C10H13N2), corresponding to protonated tryptamine. In-source fragmentation followed by MS-MS product ion analysis of m/z 144 showed a fragmentation pattern identical to authentic tryptamine, suggesting that this compound is a tryptamine derivative. The neutral loss of iminoacetic acid (C2H3NO2) combined with database searching suggested that 46 might be a tetrahydro-β-carboline carboxylic acid. Since two positional isomers (1 and 3-substituted) are known, both analogs were synthesized and compared with 46. These experiments identified 46 as 1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid,
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3341503/Sounds like at least 2 beta-carbolines, possibly
N(2)-methyl-6-hydroxy-3,4-dihydro-β-carboline
1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid
Or similar structures. So the fact that it has beta-carbolines and is used as a classic herbal medicine with really no information or reports on toxicity or overdosing suggests at least some evidence that the compounds in this plant are possibly safe with MAO inhibited?
Also based on that a list of quinoline alkaloids with potential psychoactive effects to research.
salsolinol
norsalsolinol (6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline)
norcoclaurine
reticuline, 6,7-dihydroxy-1-methyl-3,4-dihydroisoquinoline
1,2-dehydrosalsolinol
Aporphine 5-HT1 A and D2 agonist (found in blue lotus)
Aporphine and its related alkaloids bulbocapnine, boldine, glaucine and corytuberine are antipsychotic, exert naloxone-reversible antinociceptive (reducing sensitivity to painful stimuli) activity and with the exception of corytuberine are anticonvulsant.
https://en.wikipedia.org/wiki/AporphineHow has no one reported psychoactive effects of this plant beyond a sedative?
This plant has my head spinnin'.
norcoclaurine:
In a rodent model, it was found that higenamine (norcoclaurine) produced cardiotonic, vascular relaxation, and bronchodilator effects.[8][9] In particular, higenamine, via a beta-adrenoceptor mechanism, induced relaxation in rat corpus cavernosum, leading to improved vasodilation and erectile function.
Related to improved vasodilatory signals, higenamine has been shown in animal models to possess antiplatelet and antithrombotic activity via a cAMP-dependent pathway, suggesting higenamine may contribute to enhanced vasodilation and arterial integrity.[2][7][9][10]
https://en.wikipedia.org/wiki/HigenamineReticuline is one of the alkaloids found in opium, and experiments in rodents suggest it possesses potent central nervous system depressing effects.[3] It is the precursor of morphine and many other alkaloids.
https://en.wikipedia.org/wiki/Reticuline