Anabasine
Chemical compound
From Wikipedia, the free encyclopedia
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. It has been used as an insecticide.
| Clinical data | |
|---|---|
| ATC code |
|
| Identifiers | |
| |
| CAS Number | |
| ChemSpider | |
| UNII | |
| KEGG | |
| ChEBI | |
| ChEMBL | |
| CompTox Dashboard (EPA) | |
| ECHA InfoCard | 100.007.084 100.150.777, 100.007.084 |
| Chemical and physical data | |
| Formula | C10H14N2 |
| Molar mass | 162.236 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
| (verify) | |
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]
Pharmacology
Anabasine is a nicotinic acetylcholine receptor agonist. In high doses, it produces a depolarizing block of nerve transmission, which can cause symptoms similar to those of nicotine poisoning and, ultimately, death by asystole.[3] In larger amounts it is thought to be teratogenic in swine.[4]
The intravenous LD50 of anabasine ranges from 11 mg/kg to 16 mg/kg in mice, depending on the enantiomer.[5]