PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
8961166-2	1996	The phenylazepine meptazinol, the pyrrolo-[2,3-b]-indole derivative eseroline and the benzomorphan normetazocine were the most potent inhibitors of AChE among the compounds tested.	eseroline	68-77	acetylcholinesterase	Rattus norvegicus	148-152
2858526-0	1985	In-vitro and in-vivo protection of acetylcholinesterase by eseroline against inactivation by diisopropyl fluorophosphate and carbamates.	eseroline	59-68	acetylcholinesterase	Mus musculus	35-55
2858526-2	1985	Eseroline afforded 50% protection (ED 50) of erythrocyte AChE against inactivation by 1 microM DFP, physostigmine or neostigmine, at concentrations of 4.3, 22 and 23.5 microM, respectively, while for eel AChE protection against 10 and 30 microM DFP, 0.3 and 1 microM physostigmine and 1 microM neostigmine the eseroline ED 50 values were 0.3, 0.4, 0.7, 1.9 and 5.6 microM, respectively.	eseroline	0-9	acetylcholinesterase	Mus musculus	57-61
2858526-2	1985	Eseroline afforded 50% protection (ED 50) of erythrocyte AChE against inactivation by 1 microM DFP, physostigmine or neostigmine, at concentrations of 4.3, 22 and 23.5 microM, respectively, while for eel AChE protection against 10 and 30 microM DFP, 0.3 and 1 microM physostigmine and 1 microM neostigmine the eseroline ED 50 values were 0.3, 0.4, 0.7, 1.9 and 5.6 microM, respectively.	eseroline	0-9	acetylcholinesterase	Mus musculus	204-208
2858526-2	1985	Eseroline afforded 50% protection (ED 50) of erythrocyte AChE against inactivation by 1 microM DFP, physostigmine or neostigmine, at concentrations of 4.3, 22 and 23.5 microM, respectively, while for eel AChE protection against 10 and 30 microM DFP, 0.3 and 1 microM physostigmine and 1 microM neostigmine the eseroline ED 50 values were 0.3, 0.4, 0.7, 1.9 and 5.6 microM, respectively.	eseroline	310-319	acetylcholinesterase	Mus musculus	57-61
2858526-4	1985	Eseroline concentrations in the range 0.1-1 mM were able to reactivate 20-42% of erythrocyte AChE previously inhibited by 100 microM physostigmine, but failed to reactivate the DFP (10 microM)-pretreated enzyme to any extent.	eseroline	0-9	acetylcholinesterase	Mus musculus	93-97
16341717-3	2006	Binding of Mf268 to AChE results in the carbamoylation of Ser200 and liberation of an eseroline-fragment as the leaving group.	eseroline	86-95	acetylcholinesterase (Cartwright blood group)	Homo sapiens	20-24
16341717-4	2006	The crystal structure of the AChE-Mf268 complex, however, proves that eseroline has escaped from the enzyme, despite the fact that the Ser-bound inhibitor fragment blocks the gorge entrance.	eseroline	70-79	acetylcholinesterase (Cartwright blood group)	Homo sapiens	29-33
7092918-0	1982	Reversible inhibition of acetylcholinesterase by eseroline, an opioid agonist structurally related to physostigmine (eserine) and morphine.	eseroline	49-58	acetylcholinesterase (Cartwright blood group)	Homo sapiens	25-45
22931533-3	2013	The structurally diverse opioids codeine and eseroline, like galantamine, are also nAChR-APL that have greatly diminished affinity for AChE, representing potential lead compounds for selective nAChR-APL development.	eseroline	45-54	cholinergic receptor nicotinic alpha 4 subunit	Homo sapiens	83-88
22931533-3	2013	The structurally diverse opioids codeine and eseroline, like galantamine, are also nAChR-APL that have greatly diminished affinity for AChE, representing potential lead compounds for selective nAChR-APL development.	eseroline	45-54	acetylcholinesterase (Cartwright blood group)	Homo sapiens	135-139
22931533-3	2013	The structurally diverse opioids codeine and eseroline, like galantamine, are also nAChR-APL that have greatly diminished affinity for AChE, representing potential lead compounds for selective nAChR-APL development.	eseroline	45-54	cholinergic receptor nicotinic alpha 4 subunit	Homo sapiens	193-198
3391264-1	1988	Reaction of (-)-eseroline (1) with alkyl, aryl and aralkylisocyanates afforded a series of carbamate analogues of (-)-physostigmine (2) which were assayed for inhibition of acetyl- and butyrylcholinesterase (AChE and BChE, respectively) in vitro.	eseroline	12-25	acetylcholinesterase (Cartwright blood group)	Homo sapiens	208-212
2251681-6	1990	A nonneuronal cell line, rat liver ARL-15, was comparatively the most resistant cell type to eseroline toxicity.	eseroline	93-102	ADP-ribosylation factor like GTPase 15	Rattus norvegicus	35-41
3391264-1	1988	Reaction of (-)-eseroline (1) with alkyl, aryl and aralkylisocyanates afforded a series of carbamate analogues of (-)-physostigmine (2) which were assayed for inhibition of acetyl- and butyrylcholinesterase (AChE and BChE, respectively) in vitro.	eseroline	12-25	butyrylcholinesterase	Homo sapiens	217-221