1'-Oxoelemicin is a theoretical metabolite of elemicin proposed by Peele Jr., and Edward O. Oswald. Peele Jr., and Edward O. Oswald theorized that this metabolite can condense with dimethylamine, piperidine, or pyrrolidine forming one of 3 possible psychedelic alkaloid metabolites.

Corresponding 1'-oxo metabolites have been found for the closely related 1'-hydroxy metabolites of safrole[1][2], methyl eugenol[3], and methyl chavicol[4].

For more details see the Oilahuasca Activation article.

Chemical Properties

Synonyms: 1'-ketoelemicin
PubChem Compound ID: 10443524
Molecular Weight: 222.23716 [g/mol]
Molecular Formula: C12H14O4
XLogP3: 1.8
H-Bond Donor: 0
H-Bond Acceptor: 4
IUPAC Name: 1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
InChI: InChI=1S/C12H14O4/c1-5-9(13)8-6-10(14-2)12(16-4)11(7-8)15-3/h5-7H,1H2,2-4H3
Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C(=O)C=C

See Also

1. Safrole and Its Alkenylbenzene Congeners: Safrole, Estragole, and Related Compounds: Carcinogenicity and Structure Activity Relationships: Other Biological Properties: Metabolism: Environmental Significance
Yin-Tak Woo, Ph.D., D.A.B.T., David Y. Lai, Ph.D; June 1986; Page 376 (Download Attached PDF Document)
2. Physiologically based biokinetic (PBBK) modeling of safrole bioactivation and detoxification in humans as compared with rats.
Martati E, Boersma MG, Spenkelink A, Khadka DB, van Bladeren PJ, Rietjens IM, Punt A. PubMed PMID: 22588462
3. Metabolism of methyleugenol in liver microsomes and primary hepatocytes: pattern of metabolites, cytotoxicity, and DNA-adduct formation.
Cartus AT, Herrmann K, Weishaupt LW, Merz KH, Engst W, Glatt H, Schrenk D. PubMed PMID: 22610610
4. Use of physiologically based biokinetic (PBBK) modeling to study estragole bioactivation and detoxification in humans as compared with male rats.
Punt A, Paini A, Boersma MG, Freidig AP, Delatour T, Scholz G, Schilter B, van Bladeren PJ, Rietjens IM. PubMed PMID: 19447879
Unless otherwise stated, the content of this page is licensed under Creative Commons Attribution-ShareAlike 3.0 License