PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
22945461-4	2013	Each participant had already completed a 14 days course of St John"s Wort to induce CYP3A4, which was quantified through the metabolic ratio of exogenous 3-hydroxyquinine to quinine.	3-hydroxyquinidine	154-170	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	84-90
26932816-6	2016	Dual inhibitors of both P-gp and Cyp3a (verapamil and ketoconazole) increased the concentration of Qi in the jejunum and ileum, but less 3-hydroxy-quinidine was produced due to inhibition of Cyp3a.	3-hydroxyquinidine	137-156	ATP-binding cassette, subfamily B (MDR/TAP), member 1B	Rattus norvegicus	24-28
26932816-6	2016	Dual inhibitors of both P-gp and Cyp3a (verapamil and ketoconazole) increased the concentration of Qi in the jejunum and ileum, but less 3-hydroxy-quinidine was produced due to inhibition of Cyp3a.	3-hydroxyquinidine	137-156	cytochrome P450, family 3, subfamily a, polypeptide 62	Rattus norvegicus	33-38
26932816-6	2016	Dual inhibitors of both P-gp and Cyp3a (verapamil and ketoconazole) increased the concentration of Qi in the jejunum and ileum, but less 3-hydroxy-quinidine was produced due to inhibition of Cyp3a.	3-hydroxyquinidine	137-156	cytochrome P450, family 3, subfamily a, polypeptide 62	Rattus norvegicus	191-196
27939799-4	2017	The selective P-gp inhibitors (CP100356 and PSC833) enhanced 3-hydroxy-quinidine (3OH-Qi) in jejunum and ileum, while dual inhibitors of P-gp and CYP3A4 (verapamil and ketoconazole) decreased the 3OH-Qi production, despite of the increased intracellular Qi concentration, due to inhibition of CYP3A4.	3-hydroxyquinidine	61-80	phosphoglycolate phosphatase	Rattus norvegicus	14-18
18300941-8	2008	The quinine/3-hydroxyquinine metabolic ratio was significantly different in all three populations with the highest CYP3A activity in Koreans and the lowest in Tanzanians.	3-hydroxyquinidine	12-28	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	115-120
27366135-8	2012	Formation of quinine"s metabolite 3-hydroxyquinine, generated by the CYP3A4-mediated reaction was measured by a HPLC method.	3-hydroxyquinidine	34-50	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	69-75
20924570-3	2010	Enzyme activities of CYP1A2 and CYP3A4 were determined as metabolic ratios of caffeine (CMR = (AFMU + 1MU + 1MX)/17DMU) and quinidine (QMR = 3-hydroxy-quinidine/quinidine) respectively before and 34 h after insertion of the suppository.	3-hydroxyquinidine	141-160	cytochrome P450 family 1 subfamily A member 2	Homo sapiens	21-27
20924570-3	2010	Enzyme activities of CYP1A2 and CYP3A4 were determined as metabolic ratios of caffeine (CMR = (AFMU + 1MU + 1MX)/17DMU) and quinidine (QMR = 3-hydroxy-quinidine/quinidine) respectively before and 34 h after insertion of the suppository.	3-hydroxyquinidine	141-160	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	32-38
19353999-8	2009	Formation of quinine"s metabolite 3-hydroxyquinine, generated by the CYP3A4-mediated reaction, was measured by HPLC.	3-hydroxyquinidine	34-50	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	69-75
18300941-12	2008	Both 4beta-hydroxycholesterol and quinine/3-hydroxyquinine metabolic ratio showed a higher CYP3A activity in women than in men.	3-hydroxyquinidine	42-58	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	91-96
15896247-2	2005	The major metabolite of quinine is 3-hydroxyquinine formed by cytochrome P450 3A4 (CYP3A4).	3-hydroxyquinidine	35-51	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	83-89
12433805-0	2002	Enzyme kinetics for the formation of 3-hydroxyquinine and three new metabolites of quinine in vitro; 3-hydroxylation by CYP3A4 is indeed the major metabolic pathway.	3-hydroxyquinidine	37-53	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	120-126
12433805-7	2002	Incubation with human recombinant CYP3A4 resulted in a 20-fold higher intrinsic clearance for 3-hydroxyquinine compared with 2"-quininone formation whereas no other metabolites were detected.	3-hydroxyquinidine	94-110	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	34-40
10976551-1	2000	BACKGROUND: In vitro studies have shown that the formation of 3-hydroxyquinidine from quinidine is catalyzed almost exclusively by CYP3A4.	3-hydroxyquinidine	62-80	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	131-137
12208456-1	2002	Capillary electrophoresis (CE) with a direct injection technique was used to characterize the formation of (3S)-3-hydroxyquinidine (3-OHQ) as a probe for the CYP 3A isoenzymes in rat liver microsomes.	3-hydroxyquinidine	107-130	cytochrome P450, family 3, subfamily a, polypeptide 62	Rattus norvegicus	158-164
10976551-8	2000	As measured by the formation clearance of 3-hydroxyquinidine, the intraindividual coefficient of variation for CYP3A4 activity was 18%, whereas the interindividual activity varied fourfold.	3-hydroxyquinidine	42-60	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	111-117
10976551-3	2000	We studied the possible correlation of the formation clearance of 3-hydroxyquinidine with probe-based assays for CYP1A2, CYP2C9, CYP2C19, and CYP2D6.	3-hydroxyquinidine	66-84	cytochrome P450 family 1 subfamily A member 2	Homo sapiens	113-119
10976551-11	2000	CONCLUSION: The formation clearance of 3-hydroxyquinidine after a single oral dose of 200 mg quinidine sulfate may represent a useful index of CYP3A4 activity in vivo.	3-hydroxyquinidine	39-57	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	143-149
10976551-3	2000	We studied the possible correlation of the formation clearance of 3-hydroxyquinidine with probe-based assays for CYP1A2, CYP2C9, CYP2C19, and CYP2D6.	3-hydroxyquinidine	66-84	cytochrome P450 family 2 subfamily C member 9	Homo sapiens	121-127
9088578-1	1997	AIMS: Our previous studies using in vitro hepatic microsomal preparations suggested that the hepatic metabolism of quinine to form the major metabolite 3-hydroxyquinine is most likely catalysed by human P450 3A (CYP3A).	3-hydroxyquinidine	152-168	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	212-217
10661723-5	1999	3-Hydroxyquinine formation in penguin liver was inhibited by specific CYP3A inhibitors, midazolam and troleandomycin, but not by other CYP inhibitors, indicating that quinine metabolism to 3-hydroxyquinine in Adelie penguin liver is likely to be catalysed by a CYP isoform resembling human CYP3A.	3-hydroxyquinidine	0-16	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	70-75
10661723-5	1999	3-Hydroxyquinine formation in penguin liver was inhibited by specific CYP3A inhibitors, midazolam and troleandomycin, but not by other CYP inhibitors, indicating that quinine metabolism to 3-hydroxyquinine in Adelie penguin liver is likely to be catalysed by a CYP isoform resembling human CYP3A.	3-hydroxyquinidine	0-16	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	290-295
9399990-10	1997	There was a significant correlation (r = 0.986, P < .001) between the CYP3A contents and the formation rates of 3-hydroxyquinine in eight human liver microsomal samples.	3-hydroxyquinidine	115-131	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	73-78
9088578-12	1997	CONCLUSIONS: The present results strongly indicate that the conversion of quinine to 3-hydroxyquinine is the major metabolic pathway in human liver in vitro and that the reaction is catalysed by CYP3A isoforms.	3-hydroxyquinidine	85-101	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	195-200
9088578-9	1997	Using microsomes from a panel of livers, significant correlations were found only between 3-hydroxyquinine activity and other CYP3A activities (caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1"-hydroxylation and midazolam 4-hydroxylation) and immunoreactive CYP3A content.	3-hydroxyquinidine	90-106	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	126-131
9088578-9	1997	Using microsomes from a panel of livers, significant correlations were found only between 3-hydroxyquinine activity and other CYP3A activities (caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1"-hydroxylation and midazolam 4-hydroxylation) and immunoreactive CYP3A content.	3-hydroxyquinidine	90-106	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	270-275
3190991-6	1988	The area under the serum concentration vs time curve (AUC) of 3-hydroxyquinidine was greater at steady state than after the single dose (2.0 +/- 0.7 vs 3.0 +/- 0.6 mg l-1 h; P less than 0.05) and its renal clearance was less (3.0 +/- 1.1 vs 1.54 +/- 0.38 ml min-1 kg-1; P less than 0.05).	3-hydroxyquinidine	62-80	CD59 molecule (CD59 blood group)	Homo sapiens	258-268