Cuscohygrine

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Cuscohygrine
Chemical structure of cuscohygrine
Cuscohygrine ball-and-stick.png
Names
IUPAC name
1-[(2R)-1-Methyl-2-pyrrolidinyl]-3-[(2S)-1-methyl-2-pyrrolidinyl]acetone
Identifiers
3D model (JSmol)
3DMet B05209
ChemSpider
KEGG
UNII
Properties
C13H24N2O
Molar mass 224.35 g·mol−1
Melting point 40–41 °C (104–106 °F; 313–314 K) (trihydrate)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Cuscohygrine is a pyrrolidine alkaloid found in coca. It can also be extracted from plants of the family Solanaceae, including Atropa belladonna (deadly nightshade), Datura innoxia and Datura stramonium (jimson weed). Cuscohygrine usually occurs along with other, more potent alkaloids such as atropine or cocaine.

Cuscohygrine, along with the related metabolite hygrine, was first isolated by Carl Liebermann in 1889 as an alkaloid accompanying cocaine in coca leaves (also known as Cusco-leaves).

Cuscohygrine is an oil that can be distilled without decomposition only in vacuum. It is soluble in water. It also forms a crystalline trihydrate which melts at 40–41 °C.

See also[edit]

References[edit]

  • "USDA, ARS, National Genetic Resources Program. Phytochemical and Ethnobotanical Databases.[Online Database] National Germplasm Resources Laboratory, Beltsville, Maryland". Retrieved July 14, 2005.
  • Dr. Ame Pictet (1904). The Vegetable Alkaloids. With particular reference to their chemical constitution. London: Chapman & Hall.