Coca alkaloids are the
alkaloid
Alkaloids are a broad class of natural product, naturally occurring organic compounds that contain at least one nitrogen atom. Some synthetic compounds of similar structure may also be termed alkaloids.
Alkaloids are produced by a large varie ...
s found in the coca plant, ''
Erythroxylum coca
''Erythroxylum coca'' is one of two species of cultivated coca.
Description
The coca plant resembles a blackthorn bush, and grows to a height of . The branches are straight, and the leaves, which have a green tint, are thin, opaque, oval, and t ...
''.
[Variation of Alkaloid Content in Erythroxylum coca Leaves from Leaf Bud to Leaf Drop. Emanuel L. Johnson and Stephen D. Emche, Ann. Bot., 1994, volume 73, issue 6, pages 645-650, ] They are predominantly of either the
pyrrolidine
Pyrrolidine, also known as tetrahydropyrrole, is an organic compound with the molecular formula (CH2)4NH. It is a cyclic secondary amine, also classified as a saturated heterocycle. It is a colourless liquid that is miscible with water and most ...
or the
tropane
Tropane is a nitrogenous bicyclic organic compound. It is mainly known for the other alkaloids derived from it, which include atropine and cocaine, among others. Tropane alkaloids occur in plants of the families Erythroxylaceae (including coca) ...
types.
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Tropane-type alkaloids
*
Benzoylecgonine
Benzoylecgonine is the main metabolite of cocaine, formed by the liver and excreted in the urine. It is the compound tested for in most cocaine urine drug screens and in wastewater screenings for cocaine use.
Biochemistry and physiology
Chemical ...
*
Cocaine
Cocaine is a tropane alkaloid and central nervous system stimulant, derived primarily from the leaves of two South American coca plants, ''Erythroxylum coca'' and ''Erythroxylum novogranatense, E. novogranatense'', which are cultivated a ...
*
Ecgonidine
Ecgonidine (anhydroecgonine) is an alkaloid related to ecgonine and cocaine. It has a structure with a cycloheptene ring, with a nitrogen bridge, and a carboxylic acid side chain.
Methylecgonidine is produced by pyrolysis in the process of smoki ...
*
Ecgonine
Ecgonine (tropane derivative) is a tropane alkaloid found naturally in coca leaves. It has a close structural relation to cocaine: it is both a metabolite and a precursor, and as such, it is a controlled substance in many jurisdictions, as are ...
*
Hydroxytropacocaine
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Methylecgonine cinnamate
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Tropacocaine
*
Truxilline
Pyrrolidine-type alkaloids
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Cuscohygrine
Cuscohygrine is a bis N-methyl pyrrolidine alkaloid found in Erythroxylum, coca plants. It can also be extracted from plants of the family Solanaceae, including ''Atropa belladonna'' (deadly nightshade) and various ''Datura'' species. Cuscohygrine ...
*
Dihydrocuscohygrine
Dihydrocuscohygrine is an alkaloid that has been isolated from coca leaves.
See also
* Cuscohygrine
* Pseudotropine
References
{{alkaloid-stub
Alkaloids found in Erythroxylum coca ...
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Hygrine
Hygrine is a pyrrolidine alkaloid, found mainly in coca leaves (0.2%). It was first isolated by Carl Liebermann in 1889 (along with a related compound cuscohygrine) as an alkaloid accompanying cocaine
Cocaine is a tropane alkaloid a ...
*
Nicotine
Nicotine is a natural product, naturally produced alkaloid in the nightshade family of plants (most predominantly in tobacco and ''Duboisia hopwoodii'') and is widely used recreational drug use, recreationally as a stimulant and anxiolytic. As ...
See also
*
Cocaine metabolites (Human)
*
Coca wine
Coca wine is an alcoholic beverage combining wine with cocaine. One popular brand was '' Vin Mariani'', developed in 1863 by French chemist and entrepreneur Angelo Mariani.
At the end of the 19th century, the fear of drug abuse made coca-based ...
, an alcoholic beverage combining wine with extracted coca alkaloids
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Methylecgonidine
Methylecgonidine (anhydromethylecgonine; anhydroecgonine methyl ester; AEME) is a chemical intermediate derived from ecgonine or cocaine.
Methylecgonidine is a pyrolysis product formed when crack cocaine is smoked, making this substance a useful ...
*
Troparil
Troparil (also known as (–)-2β-Carbomethoxy-3β-phenyltropane, WIN 35,065-2, or β-CPT) is a stimulant drug used in scientific research. Troparil is a phenyltropane-based dopamine reuptake inhibitor (DRI) that is derived from methylecgonidi ...
References
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