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tropane
Sign in to saveAlso known as (1R,5S)-8-methyl-8-azabicyclo[3.2.1]octane
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) and Solanaceae (including mandrake, henbane, deadly nightshade, datura, potato, tomato).
Chemical data
- Formula
- C8H15N
- Molecular weight
- 125.21 g/mol
- IUPAC name
- (1S,5R)-8-methyl-8-azabicyclo[3.2.1]octane
- SMILES
- CN1[C@@H]2CCC[C@H]1CC2
- InChIKey
- XLRPYZSEQKXZAA-OCAPTIKFSA-N
- XLogP
- 1.7
- Polar surface area
- 3.2 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
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Encyclopedic overview
2 sectionsContents
- See also
- References
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) and Solanaceae (including mandrake, henbane, deadly nightshade, datura, potato, tomato).
Structurally, tropane is cycloheptane with a nitrogen bridge between carbons 1 and 5 and an additional methyl group attached to the nitrogen. While carbons 1 and 5 are asymmetric carbons, tropane itself is optically inactive due to mirror symmetry.
Excerpted from Wikipedia’s “tropane” article, available under the CC BY-SA 4.0 licence.