ecgonine methyl ester
Sign in to saveAlso known as Methyl ecgonine, methyl (2R,3S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate, Methylecgonine
Methylecgonine, also known as ecgonine methyl ester is a prominent tropane alkaloid found in coca leaves. It is metabolite of cocaine, and may be used as a precursor for it. It also occurs as minor alkaloid in roots of many Datura species such as Datura stramonium and Datura innoxia. ==Alkaloids== Cocamine (a-Truxilline) aka isatropylcocaine [490-17-5] and isococamine (beta-Truxilline) [490-15-3] are alkaloids present in Erythroxylun truxillense Rusby. The Victorian era references disclosed in John Glasby's dictionary of alkaloids indicate the longevity of these compounds. Although these citat
Research
358 papers- Cocaine: An Updated Overview on Chemistry, Detection, Biokinetics, and Pharmacotoxicological Aspects including Abuse Pattern.Toxins · 2022
- Effects of ecgonine methyl ester on cognition in scopolamine-impaired and aged rats.Psychopharmacology · 2020
- Ecgonine methyl ester, a major metabolite of cocaine.Journal of analytical toxicology · 1982
- Urinary excretion of ecgonine methyl ester, a major metabolite of cocaine in humans.Journal of analytical toxicology · 1984
- Simultaneous determination of cocaine, ecgonine methyl ester, benzoylecgonine, cocaethylene and norcocaine in dried blood spots by ultra-performance liquid chromatography coupled to tandem mass spectrometry.Forensic science international · 2019
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Encyclopedic overview
5 sectionsContents
- Alkaloids
- Biosynthesis
- Animal study
- See also
- References
Methylecgonine, also known as ecgonine methyl ester is a prominent tropane alkaloid found in coca leaves. It is metabolite of cocaine, and may be used as a precursor for it. It also occurs as minor alkaloid in roots of many Datura species such as Datura stramonium and Datura innoxia. ==Alkaloids== Cocamine (a-Truxilline) aka isatropylcocaine [490-17-5] and isococamine (beta-Truxilline) [490-15-3] are alkaloids present in Erythroxylun truxillense Rusby. The Victorian era references disclosed in John Glasby's dictionary of alkaloids indicate the longevity of these compounds. Although these citations are outdated, a newer citation proposes different structures. These compounds are understood to be esters of truxillic acid and/or truxinic acid that are formed as a consequence of methylecgonine cinnamate photodimerizing. Cocamine was reported to be a heart poison in later work.
== Biosynthesis == It is the last step before cocaine is biosynthesized in coca plants with the help of BAHD acyltransferase.
Excerpted from Wikipedia’s “ecgonine methyl ester” article, available under the CC BY-SA 4.0 licence.