Anabasine

Anabasine
Clinical data
ATC code
  • none
Identifiers
  • 3-(2-piperidyl)pyridine
CAS Number
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.007.084 100.150.777, 100.007.084 Edit this at Wikidata
Chemical and physical data
FormulaC10H14N2
Molar mass162.236 g·mol−1
3D model (JSmol)
  • n1cc(ccc1)C2CCCCN2
  • InChI=1S/C10H14N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h3-4,6,8,10,12H,1-2,5,7H2 checkY
  • Key:MTXSIJUGVMTTMU-UHFFFAOYSA-N checkY
  (verify)

Anabasine is a pyridine and piperidine alkaloid found in the tree tobacco (Nicotiana glauca) plant, as well as in tree tobacco's close relative the common tobacco plant (Nicotiana tabacum).[1] It is a structural isomer of, and chemically similar to, nicotine. Its principal (historical) industrial use is as an insecticide.

Anabasine is present in trace amounts in tobacco smoke, and can be used as an indicator of a person's exposure to tobacco smoke.[2]

  1. ^ Laszlo C, Kaminski K, Guan H, Fatarova M, Wei J, Bergounioux A, et al. (November 2022). "Fractionation and Extraction Optimization of Potentially Valuable Compounds and Their Profiling in Six Varieties of Two Nicotiana Species". Molecules. 27 (22): 8105. doi:10.3390/molecules27228105. PMC 9694777. PMID 36432206.
  2. ^ Jacob P, Yu L, Shulgin AT, Benowitz NL (May 1999). "Minor tobacco alkaloids as biomarkers for tobacco use: comparison of users of cigarettes, smokeless tobacco, cigars, and pipes". American Journal of Public Health. 89 (5): 731–6. doi:10.2105/AJPH.89.5.731. PMC 1508721. PMID 10224986.