How act Myristicin?

[King Kong]

Hello,

I have a litte question... I couldn't find what is the psychopharmacology of myristicin.
I have read that myristicin will be metabolized into mmda by amination. But if we look at this study, we see that it's not the case:

Abuse of nutmeg (Myristica fragrans Houtt.): studies on the metabolism and the toxicologic detection of its ingredients elemicin, myristicin, and safrole in rat and human urine using gas chromatography/mass spectrometry.

Seeds of nutmeg are used as spice, but they are also abused because of psychotropic effects described after ingestion of large doses. It was postulated that these effects could be attributable to metabolic formation of amphetamine derivatives from the main nutmeg ingredients elemicin (EL), myristicin (MY), and safrole (SA). In a case of a suspected nutmeg abuse, neither such amphetamine derivatives nor the main nutmeg ingredients could be detected in urine. The metabolites of EL, MY, and SA were identified using gas chromatography-mass spectrometry in rat urine and their presence in human urine of the nutmeg abuser was confirmed. The identified metabolites indicated that EL, MY, and SA were once and twice hydroxylated at the side chain. In addition, EL was O-demethylated at 2 positions followed by side chain hydroxylation. MY and SA were demethylenated and subsequently methylated. In the human urine sample, the following metabolites could be identified: O-demethyl elemicin, O-demethyl dihydroxy elemicin, demethylenyl myristicin, dihydroxy myristicin, and demethylenyl safrole. As in the human urine sample, neither amphetamine derivatives nor the main nutmeg ingredients could be detected in the rat urine samples. Finally, toxicologic detection of nutmeg abuse was possible by identification of the described metabolites of the EL, MY, and SA in urine applying the authors' systematic toxicologic analysis procedure using full-scan gas chromatography-mass spectrometry after acid hydrolysis, liquid-liquid extraction of analytes, and microwave-assisted acetylation of extracted analytes.

So, without an amine, myristicin should have a completly different way of acting than mmda.
What is the active metabolite? It's act on 5-ht receptors? On serotonin release? Completely different way?

Thanks in advance and sorry for my poor english.

 

[dread]

All I know is the stuff is carcinogenic...

 

[fastandbulbous]

It's safrole with a methoxy group and seeing safrole is carcinogenic dueto the allyl side chain, you can assume the same mechanism occurs with myristicin. All it's good for is synthing MMDA (of which there will be no discussion here)

 

[TheAzo]

It sounds from that like the active compound is either the metabolites listed or the starting ring-substituted-phenyl propene! Since the effects seem to last a long time (too long, from most reports i've read), it's probably the specified metabolites (or some intermediary).

How does it work? Probably not studied, because, well... nutmeg is a piss-poor excuse for a drug and nobody with the means or knowhow to research it cares. It's carcinogenic, has a high body load, isn't very good, and is unpleasant to take orally.


I believe the proposal that they might be aminated came from Shulgin, among his musings in the entry for one of the pihkal entries, and was never pursued beyond ingesting a cocktail of the appropriate substituted amphetamines.

 

[Hammilton]

I've never heard the effects of myristicin or nutmeg compared to serotonergic psychedelics at all. They are compared widely to cannabinoids, though.

Haven't looked but It's certainly possible they have affinity for CB1

 

[AlphaMethylPhenyl]

If it shows any meaningful affinity at all it will be "discovered" as the second organic means to Cb1.