PMID-sentid	Pub_year	Sent_text		comp_official_name	comp_offsetprotein_name	organism	prot_offset
31943295-3	2020	The bromo-substituted coumarins 3a and 3b were remarkably active against HeLa cell line showing IC50 1.8 and 6.1 muM, respectively.	coumarin	22-31	latexin	Homo sapiens	113-116	
31943295-4	2020	Coumarin 5e possessing a geranyloxy-chain on position 5 of the coumarin scaffold presented dual bioactivity, while 5-geranyloxy-coumarin 5f was the most competent soybean lipoxygenase inhibitor of this series (IC50 10 muM).	coumarin	0-8	latexin	Homo sapiens	218-221	
24321276-5	2014	Two out of 20 coumarin derivatives could be highlighted: compound 17 is more active toward BChE (IC50=109 +- 21 muM) and 19 showed activity against both enzymes (BChE IC50=128 +- 28 muM and hu-AChE IC50=144 +- 40 muM).	coumarin	14-22	latexin	Homo sapiens	112-115	
24321276-5	2014	Two out of 20 coumarin derivatives could be highlighted: compound 17 is more active toward BChE (IC50=109 +- 21 muM) and 19 showed activity against both enzymes (BChE IC50=128 +- 28 muM and hu-AChE IC50=144 +- 40 muM).	coumarin	14-22	latexin	Homo sapiens	182-185	
24321276-5	2014	Two out of 20 coumarin derivatives could be highlighted: compound 17 is more active toward BChE (IC50=109 +- 21 muM) and 19 showed activity against both enzymes (BChE IC50=128 +- 28 muM and hu-AChE IC50=144 +- 40 muM).	coumarin	14-22	latexin	Homo sapiens	182-185	
21732699-7	2011	Coumarin 7-hydroxylation activities of P450 2A13 were more inhibited by four selenium compounds than those of P450 2A6, with IC(50) values of 0.22-1.4 muM for P450 2A13 and 2.4-6.2 muM for P450 2A6.	coumarin	0-8	latexin	Homo sapiens	151-154	
25246789-11	2014	Further, confocal laser scanning microscopy proved an enhanced permeation of coumarin-6-loaded transfersomes, to a depth of approximately160 muM, as compared with rigid liposomes.	coumarin	77-85	latexin	Homo sapiens	141-144	
22451700-5	2012	CYP1A2 inhibition by 667-coumarin was competitive, with a K(i) of 0.77 muM, a concentration exceeding by only 5-fold the maximal steady-state concentration of 667-coumarin in human plasma with the recommended dose of irosustat.	coumarin	25-33	latexin	Homo sapiens	71-74	
22451700-8	2012	667-Coumarin also appeared to be a competitive inhibitor of CYP2C19 (K(i) = 5.8 muM) in human liver microsomes, and this inhibition increased with assessment in human hepatocytes.	coumarin	4-12	latexin	Homo sapiens	80-83	
21732699-7	2011	Coumarin 7-hydroxylation activities of P450 2A13 were more inhibited by four selenium compounds than those of P450 2A6, with IC(50) values of 0.22-1.4 muM for P450 2A13 and 2.4-6.2 muM for P450 2A6.	coumarin	0-8	latexin	Homo sapiens	181-184	
20929261-1	2010	The mammea-type coumarin mammea E/BB (1) was found to inhibit both hypoxia-induced and iron chelator-induced hypoxia-inducible factor-1 (HIF-1) activation in human breast tumor T47D cells with IC(50) values of 0.96 and 0.89 muM, respectively.	coumarin	16-24	latexin	Homo sapiens	224-227