Structure via PubChem · Public domain (PubChem)
anatabine
Sign in to saveAlso known as (-)-Anatabine
Anatabine (uh-nat-uh-been,-bin) is one of the minor alkaloids found in plants in the family Solanaceae, which includes the tobacco plant and tomato. Commercial tobacco plants typically produce alkaloids at levels between 2% and 4% of total dry weight, with nicotine accounting for about 90% of the total alkaloid content, and the related compounds anatabine, nornicotine, and anabasine making up nearly all the rest. These compounds are thought to be biologically active, and part of plants' natural defense system against insects.
In the Vinony graph
Within Vinony's link graph, anatabine is referenced by 311 other articles, and connects out to Bob McDonnell, (−)-nicotine and tomato.
It is catalogued under topics including 3-Pyridyl compounds, Alkaloids found in Solanaceae and Chemical pages without DrugBank identifier.
Its subject is documented across 6 Wikipedia language editions.
Chemical data
- Formula
- C10H12N2
- Molecular weight
- 160.22 g/mol
- IUPAC name
- 3-[(2S)-1,2,3,6-tetrahydropyridin-2-yl]pyridine
- SMILES
- C1C=CCN[C@@H]1C2=CN=CC=C2
- InChIKey
- SOPPBXUYQGUQHE-JTQLQIEISA-N
- XLogP
- 0.9
- Polar surface area
- 24.9 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 160.1
Show 5 more facts
- canonical SMILES
- C1C=CCNC1C2=CN=CC=C2
- chemical formula
- C₁₀H₁₂N₂
- found in taxon
- Duboisia hopwoodii
- isomeric SMILES
- C1C=CCN[C@@H]1C2=CN=CC=C2
- Commons category
- Anatabine
Sources (2)
via Wikidata · CC0
~3 min read
Encyclopedic overview
5 sectionsContents
- Pharmacology
- Commercial development
- Research
- See also
- References
Anatabine (uh-nat-uh-been,-bin) is one of the minor alkaloids found in plants in the family Solanaceae, which includes the tobacco plant and tomato. Commercial tobacco plants typically produce alkaloids at levels between 2% and 4% of total dry weight, with nicotine accounting for about 90% of the total alkaloid content, and the related compounds anatabine, nornicotine, and anabasine making up nearly all the rest. These compounds are thought to be biologically active, and part of plants' natural defense system against insects.
Anatabine has anti-inflammatory activity partly through inhibition of STAT3 phosphorylation in vitro and in vivo.
Excerpted from Wikipedia’s “anatabine” article, available under the CC BY-SA 4.0 licence.