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 in coca. Hygrine is extracted as a thick yellow oil, having a pungent taste and odor.

Hygrine
Chemical structure of hygrine
Ball-and-stick model of hygrine molecule
Names
Preferred IUPAC name
1-[(2R)-1-Methylpyrrolidin-2-yl]propan-2-one
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.007.112 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C8H15NO/c1-7(10)6-8-4-3-5-9(8)2/h8H,3-6H2,1-2H3/t8-/m1/s1 checkY
    Key: ADKXZIOQKHHDNQ-MRVPVSSYSA-N checkY
  • InChI=1/C8H15NO/c1-7(10)6-8-4-3-5-9(8)2/h8H,3-6H2,1-2H3/t8-/m1/s1
    Key: ADKXZIOQKHHDNQ-MRVPVSSYBT
  • CC(=O)C[C@H]1CCCN1C
Properties
C8H15NO
Molar mass 141.21 g/mol
Boiling point 193 to 195 °C (379 to 383 °F; 466 to 468 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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See also

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References

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  • Dr. Ame Pictet (1904). The Vegetable Alkaloids. With particular reference to their chemical constitution. London: Chapman & Hall.
  • "Hygrine". Webster's Revised Unabridged Dictionary (? ed.). 1913.
  • "USDA, ARS, National Genetic Resources Program. Phytochemical and Ethnobotanical Databases. National Germplasm Resources Laboratory, Beltsville, Maryland". Archived from the original on December 11, 2012. Retrieved July 15, 2005.