Cuscohygrine

Cuscohygrine

Names
IUPAC name 1,3-Bis-(1-methylpyrrolidin-2-yl)-propan-2-one
Identifiers
CAS Registry Number	454-14-8
ChemSpider	389876
InChI InChI=1/C13H24N2O/c1-14-7-3-5-11(14)9-13(16)10-12-6-4-8-15(12)2/h11-12H,3-10H2,1-2H3 Key: ZEBIACKKLGVLFZ-UHFFFAOYAQ
Jmol-3D images	Image
KEGG	C06521
SMILES O=C(CC1N(C)CCC1)CC2N(C)CCC2
Properties
Chemical formula	C13H24N2O
Molar mass	224.34 g/mol
Except where noted otherwise, data is 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 as well, including Atropa belladonna (deadly nightshade), Datura inoxia and Datura stramonium (jimson weed). Cuscohygrine usually comes with other, more potent alkaloids like 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

• Coca alkaloids
• Dihydro-cuscohygrine

References

• "PubChem Substance Summary". Retrieved July 14, 2005. 
• "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.