eseroline

Eseroline is a small molecule alkaloid and the phenolic metabolite of physostigmine (eserine), produced by the hydrolysis of the carbamate group. Unlike its parent compound, which is a potent acetylcholinesterase inhibitor used in the treatment of glaucoma and anticholinergic toxicity, eseroline is primarily recognized for its potent analgesic activity. This effect is largely mediated through its role as an agonist at mu and delta opioid receptors, although it also retains some inhibitory activity against acetylcholinesterase. Eseroline has been extensively used in pharmacological research to investigate the structure-activity relationships of Calabar bean alkaloids and to study the dual opioid and cholinergic properties of related compounds. It is not currently used in clinical practice but remains a significant compound in neuropharmacological studies.

Other names

(3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-oleserol