The aldehyde form of alpha-asarone is 2,4,5-Trimethoxycinnamaldehyde. 2,4,5-Trimethoxycinnamaldehyde and alpha-asarone are closely related to the potent psychedelic TMA-2. For more information on TMA-2 visit Erowid.
Anecdotal reports indicate that alpha-asarone can have psychoactive-stimulate effects in some individuals, and have no effects in some individuals. Acorus calamus is known for producing very mild psychoactive-stimulant effects, as well as inducing extreme nausea. Some anecdotal reports claim psychedelic activity on occasion from using Acorus calamus, however in most reports, nothing more than mild psychoactive-stimulant effects are reported.
It's possible that a metabolite of alpha-asarone might be psychoactive, and that alpha-asarone is not itself psychoactive.
Effects On Enzymes
In vitro tests show that alpha-asarone inhibits CYP2D6 (IC50 = 55.2 μg/ml), and CYP3A4 (IC50 = 65.2 μg/ml). Note that alpha-asarone appears to have not been clinically tested for enzyme inhibition in human subjects. However, some anecdotal reports indicate that 3 drops of calamus oil is effective as a potent inhibitor of CYP3A4 in humans.
Synonyms: α-Asarone; trans-asarone; trans-1,2,4-Trimethoxy-5-(1-propenyl)benzene; trans-1-Propenyl-2,4,5-trimethoxybenzene
PubChem Compound ID: 636822
Molecular Weight: 208.25364 [g/mol]
Molecular Formula: C12H16O3
Melting point: 57-61 ° C(lit.); 62-63 ° C
Boiling point: 296 ° C @ 760 mm Hg
Appearance: Monoclinic needles from water; Needles from light petroleum
Solubility: Practically insoluble in water; soluable in alcohol, ether, glacial acetic acid, carbon tetrachloride, chloroform, petroleum ether
H-Bond Donor: 0
H-Bond Acceptor: 3
IUPAC Name: 1,2,4-trimethoxy-5-[(E)-prop-1-enyl]benzene
Canonical SMILES: CC=CC1=CC(=C(C=C1OC)OC)OC
Isomeric SMILES: C/C=C/C1=CC(=C(C=C1OC)OC)OC