Chemistry:Methylvanillylecgonine

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Methylvanillylecgonine
Hydroxymethoxycocaine.svg
Names
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)
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
Tracking categories (test):

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]

See also

References

  1. 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.