3-piperidyl-1-(3'methoxy-4',5'-methylenedioxyphenyl)-1-propanone, referred to as 1'-oxomyristicin-piperidine in this article, is the piperidine alkaloid form of the allylbenzene myristicin.

1'-Oxomyristicin-piperidine a substituted tertiary aminopropiophenone. It's an adduct of 1'-oxomyristicin and piperidine.


This compound is presumed to have psychoactive properties.[2] However it's action remains untested in man.

In one study 400 mg of myristicin (one of the active compounds in nutmeg) has produced psychedelic actions orally in roughly 40% of the human test subjects.[1]

1'-oxomyristicin-piperidine may be one of the metabolites of myristicin partially responsible for the psychedelic effects some people experience from ingesting myristicin.[2] This metabolite has been proven to form in vivo in animals as a minor metabolite created from the ingestion of myristicin.[2] Tests conducted on humans to detect this metabolite have not been performed. It's assumed it also occurs in humans. Because its a minor metabolite, in some people this metabolite might possibly form in quantities too low to be pharmacologically significant, which may explain why 60% of the people tested did not experience psychedelic effects from myristicin ingestion.

To help coerce this metabolite to form after in the ingestion of myristicin, several Oilahuasca Activation techniques have been used and found to be effective in some individuals.

Instability and Decomposition

This substituted tertiary aminopropiophenone will decompose on exposure to heat, alkaline conditions, silica gel, and air with formation of the substituted allyl ketone plus the secondary amine, piperidine.[2]

Chemical Properties

Synonyms: 1'-oxomyristicin-piperidine
PubChem CID: This alkaloid is not presented on PubChem although research papers presented on PubChem give reference to this molecule.
Molecular Weight: 291.346 [g/mol]
Molecular Formula: C16H21NO4
XLogP3: 2.21
InChI: InChI=1S/C16H21NO4/c1-19-14-9-12(10-15-16(14)21-11-20-15)13(18)5-8-17-6-3-2-4-7-17/h9-10H,2-8,11H2,1H3
Canonical SMILES: C1N(CCCC1)CCC(=O)C2=CC3=C(C(=C2)OC)OCO3

1. Truitt et al. 1961
2. Urinary excretion of tertiary amino methoxy methylenedioxy propiophenones as metabolites of myristicin in the rat and guinea pig. Oswald, E.S.; Fishbein, L.; Corbett, B.J.; Walker, M.P. BBA - General Subjects vol. 244 issue 2 August 19, 1971. p. 322-328;
DOI: 10.1016/0304-4165(71)90233-9. ISSN: 0304-4165; PMID: 5125615 (The referenced research paper is attached this this page. See the files link at the bottom of this page.)
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