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myristicin

Structure via PubChem · Public domain (PubChem)

EntityQ414057· pop 26· linked from 183 articles

myristicin

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Also known as 1,3-Benzodioxole, 4-methoxy-6-(2-propenyl)-, 6-Allyl-4-methoxy-1,3-benzodioxole, Benzene, 5-allyl-1-methoxy-2,3-(methylenedioxy)-

Myristicin is a naturally occurring compound (an allylbenzene) found in common herbs and spices such as nutmeg. It is an insecticide, and has been shown to enhance the effectiveness of other insecticides.

Chemical data

Formula
C11H12O3
Molecular weight
192.21 g/mol
IUPAC name
4-methoxy-6-prop-2-enyl-1,3-benzodioxole
SMILES
COC1=CC(=CC2=C1OCO2)CC=C
InChIKey
BNWJOHGLIBDBOB-UHFFFAOYSA-N
XLogP
2.9
Polar surface area
27.7 Ų
H-bond donors
0
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Has part
carbon
Mass
192.079
Show 4 more facts
found in taxon
Ammi majus
canonical SMILES
COC1=CC(=CC2=C1OCO2)CC=C
chemical formula
C₁₁H₁₂O₃
Commons category
Myristicin
Sources (2)

via Wikidata · CC0

~7 min read

Encyclopedic overview

9 sections
Contents
  • Uses
  • Sources of myristicin
  • Physiological effects
  • Psychoactive effects
  • Pharmacology
  • Metabolites
  • Chemistry
  • Toxicity
  • References

Myristicin is a naturally occurring compound (an allylbenzene) found in common herbs and spices such as nutmeg. It is an insecticide, and has been shown to enhance the effectiveness of other insecticides.

When ingested in high doses, myristicin may produce hallucinogenic effects, and can be converted to MMDMA in controlled chemical synthesis. It interacts with many enzymes and signaling pathways in the body, and may have dose-dependent cytotoxicity in living cells. Myristicin is listed in the Hazardous Substances Data Bank.

Excerpted from Wikipedia’s “myristicin” article, available under the CC BY-SA 4.0 licence.

Gallery (5)