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cuscohygrine
Sign in to saveAlso known as meso-cuscohygrine, (R,S)-cuscohygrine
Cuscohygrine is a bis N-methyl pyrrolidine alkaloid found in coca plants. It can also be extracted from plants of the family Solanaceae, including Atropa belladonna (deadly nightshade) and various Datura species. Cuscohygrine usually occurs along with other, more potent alkaloids such as atropine or cocaine.
Chemical data
- Formula
- C13H24N2O
- Molecular weight
- 224.34 g/mol
- IUPAC name
- 1-[(2S)-1-methylpyrrolidin-2-yl]-3-[(2R)-1-methylpyrrolidin-2-yl]propan-2-one
- SMILES
- CN1CCC[C@@H]1CC(=O)C[C@@H]2CCCN2C
- InChIKey
- ZEBIACKKLGVLFZ-TXEJJXNPSA-N
- XLogP
- 1
- Polar surface area
- 23.6 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Has part
- hydrogen
- Mass
- 224.188863388
Show 5 more facts
- isomeric SMILES
- CN1CCC[C@@H]1CC(=O)C[C@@H]2CCCN2C
- canonical SMILES
- O=C(CC1N(C)CCC1)CC2N(C)CCC2
- chemical formula
- C₁₃H₂₄N₂O
- Commons category
- Cuscohygrine
- found in taxon
- Hyoscyamus niger
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Biosynthesis
- See also
- References
Cuscohygrine is a bis N-methyl pyrrolidine alkaloid found in coca plants. It can also be extracted from plants of the family Solanaceae, including Atropa belladonna (deadly nightshade) and various Datura species. 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).
Excerpted from Wikipedia’s “cuscohygrine” article, available under the CC BY-SA 4.0 licence.