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Myristicin

Myristicin
Myristicin.svg
Myristicin-3D-balls.png
Clinical data
Routes of
administration
Oral
Legal status
Legal status
  • In general: uncontrolled
Identifiers
Synonyms 3-methoxy,4,5-methylenedioxy-allylbenzene
CAS Number
PubChem CID
ChemSpider
KEGG
ChEMBL
ECHA InfoCard 100.009.225
Chemical and physical data
Formula C11H12O3
Molar mass 192.21 g/mol
3D model (Jmol)
  

Myristicin is a phenylpropene, a natural organic compound present in small amounts in the essential oil of nutmeg and to a lesser extent in other spices such as parsley and dill. It is insoluble in water, but soluble in ethanol and acetone.

Myristicin is a psychoactive drug, acting as an anticholinergic, and is the traditional precursor for the psychedelic and empathogenic drug MMDA.

Nutmeg has psychoactive properties at doses much higher than used in cooking.

In case reports, raw nutmeg produced anticholinergic-like symptoms, attributed to myristicin and elemicin.

In case reports, intoxications with nutmeg had effects that varied from person to person, but were often reported to be an excited and confused state with headaches, nausea and dizziness, dry mouth, bloodshot eyes and memory disturbances. Nutmeg was also reported to induce hallucinogenic effects, such as visual distortions and paranoid ideation. In the reports, nutmeg intoxication took several hours before maximum effect was reached. Effects and after-effects lasted up to several days.

Recreational use of nutmeg has caused poisoning, requiring medical treatment, characterized by nausea, vomiting, collapse, tachycardia, dizziness, anxiety, headache, hallucinations and irrational behavior. Blood myristicin concentrations may be measured to confirm a diagnosis of poisoning.

Raw nutmeg consists of 5-15% essential oil by mass. 4-8.5% of nutmeg essential oil, or 0.2-1.3% of raw nutmeg, is myristicin. One study found 20 grams of nutmeg to contain 210 mg myristicin, 70 mg elemicin and 39 mg safrole.

While myristicin has been widely accepted as the main psychoactive component of nutmeg (along with elemicin), both the differences in subjective effects observed between nutmeg and synthetic myristicin, as well as the fact that myristicin is not a major component of the seed (therefore is possibly not present in high enough quantities) suggest it does not fully explain the effects of consuming raw nutmeg.


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