Anabasine

{{Short description|Chemical compound}}

{{Distinguish|Anabaseine}}

{{Drugbox

| Watchedfields = changed

| verifiedrevid = 443388842

| IUPAC_name = 3-(2-piperidyl)pyridine

| image = Anabasin.svg

| tradename =

| pregnancy_category =

| legal_status =

| routes_of_administration =

| bioavailability =

| protein_bound =

| metabolism =

| elimination_half-life =

| excretion =

| CAS_number_Ref = {{cascite|correct|CAS}}

| CAS_number = 494-52-0

| ATC_prefix = none

| ATC_suffix =

| PubChem =

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 21106257

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = LMS11II2LO

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG = C06180

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 28986

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 280963

| C=10 | H=14 | N=2

| smiles = n1cc(ccc1)C2CCCCN2

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 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

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = MTXSIJUGVMTTMU-UHFFFAOYSA-N

}}

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).{{cite journal | vauthors = Laszlo C, Kaminski K, Guan H, Fatarova M, Wei J, Bergounioux A, Schlage WK, Schorderet-Weber S, Guy PA, Ivanov NV, Lamottke K, Hoeng J | display-authors = 6 | title = Fractionation and Extraction Optimization of Potentially Valuable Compounds and Their Profiling in Six Varieties of Two Nicotiana Species | journal = Molecules | volume = 27 | issue = 22 | page = 8105 | date = November 2022 | pmid = 36432206 | pmc = 9694777 | doi = 10.3390/molecules27228105 | doi-access = free }} It is a structural isomer of, and chemically similar to, nicotine. It has been used 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.{{cite journal | vauthors = Jacob P, Yu L, Shulgin AT, Benowitz NL | title = Minor tobacco alkaloids as biomarkers for tobacco use: comparison of users of cigarettes, smokeless tobacco, cigars, and pipes | journal = American Journal of Public Health | volume = 89 | issue = 5 | pages = 731–6 | date = May 1999 | pmid = 10224986 | pmc = 1508721 | doi = 10.2105/AJPH.89.5.731 }}