Methylvanillylecgonine
Methylvanillylecgonine or vanillylmethylecgonine is a cocaine analog and metabolite of cocaine found in human urine (possibly with co-ingestion of vanillin-vanilla containing products, as a result of cleavage and binding in vivo but more probably the result of the same metabolic pathways by which vanillylmandelic acid is formed).[1]
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Names | |
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IUPAC name
Methyl 3β-[(3-hydroxy-4-methoxybenzoyl)oxy]tropane-2β-carboxylate | |
Systematic IUPAC name
Methyl (1R,2R,3S,5S)-3-[(3-hydroxy-4-methoxybenzoyl)oxy]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate | |
Other names
Hydroxymethoxycocaine 4′-hydroxy-3′-methoxycocaine parahydroxymetamethoxycocaine | |
Identifiers | |
3D model (JSmol) |
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Properties | |
C18H23NO6 | |
Molar mass | 349.383 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references |
See also
References
- Smith, R. Martin; Poquette, Michael A.; Smith, Paula J. (1984). "Hydroxymethoxybenzoylmethylecgonines: New metabolites of cocaine from human urine". Journal of Analytical Toxicology. 8 (1): 29–34. doi:10.1093/jat/8.1.29. PMID 6708474.
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