PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
20843335-0	2010	Suppression of LPS-induced matrix-metalloproteinase responses in macrophages exposed to phenytoin and its metabolite, 5-(p-hydroxyphenyl-), 5-phenylhydantoin.	hydroxyphenytoin	118-157	interferon regulatory factor 6	Homo sapiens	15-18
28820457-1	2017	Phenytoin (PHT) oxidative route leads to its main metabolite p-hydroxyphenytoin (p-HPPH), by means of CYP2C9 and CYP2C19.	hydroxyphenytoin	61-79	cytochrome P450 family 2 subfamily C member 9	Homo sapiens	102-108
28820457-1	2017	Phenytoin (PHT) oxidative route leads to its main metabolite p-hydroxyphenytoin (p-HPPH), by means of CYP2C9 and CYP2C19.	hydroxyphenytoin	61-79	cytochrome P450 family 2 subfamily C member 19	Homo sapiens	113-120
20843335-3	2010	The aim of this study was to evaluate the effects of PHT and its metabolite, 5-(p-hydroxyphenyl-), 5-phenylhydantoin (HPPH) on LPS-elicited MMP, TIMP, TNF-alpha and IL-6 levels in macrophages.	hydroxyphenytoin	77-116	interferon regulatory factor 6	Homo sapiens	127-130
20843335-3	2010	The aim of this study was to evaluate the effects of PHT and its metabolite, 5-(p-hydroxyphenyl-), 5-phenylhydantoin (HPPH) on LPS-elicited MMP, TIMP, TNF-alpha and IL-6 levels in macrophages.	hydroxyphenytoin	77-116	matrix metallopeptidase 1	Homo sapiens	140-143
20843335-3	2010	The aim of this study was to evaluate the effects of PHT and its metabolite, 5-(p-hydroxyphenyl-), 5-phenylhydantoin (HPPH) on LPS-elicited MMP, TIMP, TNF-alpha and IL-6 levels in macrophages.	hydroxyphenytoin	77-116	TIMP metallopeptidase inhibitor 1	Homo sapiens	145-149
20843335-3	2010	The aim of this study was to evaluate the effects of PHT and its metabolite, 5-(p-hydroxyphenyl-), 5-phenylhydantoin (HPPH) on LPS-elicited MMP, TIMP, TNF-alpha and IL-6 levels in macrophages.	hydroxyphenytoin	77-116	tumor necrosis factor	Homo sapiens	151-160
20843335-3	2010	The aim of this study was to evaluate the effects of PHT and its metabolite, 5-(p-hydroxyphenyl-), 5-phenylhydantoin (HPPH) on LPS-elicited MMP, TIMP, TNF-alpha and IL-6 levels in macrophages.	hydroxyphenytoin	77-116	interleukin 6	Homo sapiens	165-169
20843335-3	2010	The aim of this study was to evaluate the effects of PHT and its metabolite, 5-(p-hydroxyphenyl-), 5-phenylhydantoin (HPPH) on LPS-elicited MMP, TIMP, TNF-alpha and IL-6 levels in macrophages.	hydroxyphenytoin	118-122	interferon regulatory factor 6	Homo sapiens	127-130
20843335-3	2010	The aim of this study was to evaluate the effects of PHT and its metabolite, 5-(p-hydroxyphenyl-), 5-phenylhydantoin (HPPH) on LPS-elicited MMP, TIMP, TNF-alpha and IL-6 levels in macrophages.	hydroxyphenytoin	118-122	matrix metallopeptidase 1	Homo sapiens	140-143
20843335-3	2010	The aim of this study was to evaluate the effects of PHT and its metabolite, 5-(p-hydroxyphenyl-), 5-phenylhydantoin (HPPH) on LPS-elicited MMP, TIMP, TNF-alpha and IL-6 levels in macrophages.	hydroxyphenytoin	118-122	TIMP metallopeptidase inhibitor 1	Homo sapiens	145-149
20843335-3	2010	The aim of this study was to evaluate the effects of PHT and its metabolite, 5-(p-hydroxyphenyl-), 5-phenylhydantoin (HPPH) on LPS-elicited MMP, TIMP, TNF-alpha and IL-6 levels in macrophages.	hydroxyphenytoin	118-122	tumor necrosis factor	Homo sapiens	151-160
20843335-3	2010	The aim of this study was to evaluate the effects of PHT and its metabolite, 5-(p-hydroxyphenyl-), 5-phenylhydantoin (HPPH) on LPS-elicited MMP, TIMP, TNF-alpha and IL-6 levels in macrophages.	hydroxyphenytoin	118-122	interleukin 6	Homo sapiens	165-169
19258521-2	2009	Although it is well established that CYP2C9 is the major cytochrome P450 enzyme controlling metabolic elimination of phenytoin through its oxidative conversion to (S)-5-(4-hydroxyphenyl)-5-phenylhydantoin (p-HPPH), nothing is known about the amino acid binding determinants within the CYP2C9 active site that promote metabolism and maintain the tight stereocontrol of hydroxy metabolite formation.	hydroxyphenytoin	163-204	cytochrome P450 family 2 subfamily C member 9	Homo sapiens	37-43
17576806-0	2007	Stereoselective glucuronidation of 5-(4"-hydroxyphenyl)-5-phenylhydantoin by human UDP-glucuronosyltransferase (UGT) 1A1, UGT1A9, and UGT2B15: effects of UGT-UGT interactions.	hydroxyphenytoin	35-73	UDP glucuronosyltransferase family 1 member A1	Homo sapiens	83-120
17576806-0	2007	Stereoselective glucuronidation of 5-(4"-hydroxyphenyl)-5-phenylhydantoin by human UDP-glucuronosyltransferase (UGT) 1A1, UGT1A9, and UGT2B15: effects of UGT-UGT interactions.	hydroxyphenytoin	35-73	UDP glucuronosyltransferase family 1 member A9	Homo sapiens	122-128
17576806-0	2007	Stereoselective glucuronidation of 5-(4"-hydroxyphenyl)-5-phenylhydantoin by human UDP-glucuronosyltransferase (UGT) 1A1, UGT1A9, and UGT2B15: effects of UGT-UGT interactions.	hydroxyphenytoin	35-73	UDP glucuronosyltransferase family 2 member B15	Homo sapiens	134-141
17576806-0	2007	Stereoselective glucuronidation of 5-(4"-hydroxyphenyl)-5-phenylhydantoin by human UDP-glucuronosyltransferase (UGT) 1A1, UGT1A9, and UGT2B15: effects of UGT-UGT interactions.	hydroxyphenytoin	35-73	UDP glucuronosyltransferase family 1 member A complex locus	Homo sapiens	112-115
17576806-0	2007	Stereoselective glucuronidation of 5-(4"-hydroxyphenyl)-5-phenylhydantoin by human UDP-glucuronosyltransferase (UGT) 1A1, UGT1A9, and UGT2B15: effects of UGT-UGT interactions.	hydroxyphenytoin	35-73	UDP glucuronosyltransferase family 1 member A complex locus	Homo sapiens	122-125
17576806-7	2007	Interestingly, UGT1A1 stereoselectively formed (R)-4"-HPPH O-glucuronide, whereas UGT1A9 and UGT2B15 stereoselectively formed (S)-4"-HPPH O-glucuronide from racemic 4"-HPPH.	hydroxyphenytoin	51-58	UDP glucuronosyltransferase family 1 member A1	Homo sapiens	15-21
17576806-7	2007	Interestingly, UGT1A1 stereoselectively formed (R)-4"-HPPH O-glucuronide, whereas UGT1A9 and UGT2B15 stereoselectively formed (S)-4"-HPPH O-glucuronide from racemic 4"-HPPH.	hydroxyphenytoin	51-58	UDP glucuronosyltransferase family 2 member B15	Homo sapiens	93-100
15537834-4	2005	R-Lansoprazole-mediated activation of the formation of 4-hydroxyphenytoin was also seen with recombinant human CYP2C9.	hydroxyphenytoin	55-73	cytochrome P450 family 2 subfamily C member 9	Homo sapiens	111-117
16621742-1	2006	Biointeraction studies based on high performance affinity chromatography were used to investigate the binding of human serum albumin (HSA) to two major phenytoin metabolites: 5-(3-hydroxyphenyl)-5-phenylhydantoin (m-HPPH) and 5-(4-hydroxyphenyl)-5-phenylhydantoin (p-HPPH).	hydroxyphenytoin	226-263	albumin	Homo sapiens	119-132
15855726-2	2005	Previously, we demonstrated that the glucuronidation of 4"-HPPH is catalyzed by multiple UDP-glucuronosyltransferases (UGTs) of UGT1A1, UGT1A4, UGT1A6, and UGT1A9.	hydroxyphenytoin	56-63	UDP glucuronosyltransferase family 1 member A1	Homo sapiens	128-134
15855726-2	2005	Previously, we demonstrated that the glucuronidation of 4"-HPPH is catalyzed by multiple UDP-glucuronosyltransferases (UGTs) of UGT1A1, UGT1A4, UGT1A6, and UGT1A9.	hydroxyphenytoin	56-63	UDP glucuronosyltransferase family 1 member A4	Homo sapiens	136-142
15855726-2	2005	Previously, we demonstrated that the glucuronidation of 4"-HPPH is catalyzed by multiple UDP-glucuronosyltransferases (UGTs) of UGT1A1, UGT1A4, UGT1A6, and UGT1A9.	hydroxyphenytoin	56-63	UDP glucuronosyltransferase family 1 member A6	Homo sapiens	144-150
15855726-2	2005	Previously, we demonstrated that the glucuronidation of 4"-HPPH is catalyzed by multiple UDP-glucuronosyltransferases (UGTs) of UGT1A1, UGT1A4, UGT1A6, and UGT1A9.	hydroxyphenytoin	56-63	UDP glucuronosyltransferase family 1 member A9	Homo sapiens	156-162
15855726-4	2005	In the present study, we investigated the relationship between the extent of interindividual variability in the urinary excretion levels of 4"-HPPH and its O-glucuronide and genotyping of CYP2C9, CYP2C19, UGT1A1, UGT1A6, and UGT1A9.	hydroxyphenytoin	140-147	cytochrome P450 family 2 subfamily C member 19	Homo sapiens	196-203
15855726-4	2005	In the present study, we investigated the relationship between the extent of interindividual variability in the urinary excretion levels of 4"-HPPH and its O-glucuronide and genotyping of CYP2C9, CYP2C19, UGT1A1, UGT1A6, and UGT1A9.	hydroxyphenytoin	140-147	UDP glucuronosyltransferase family 1 member A1	Homo sapiens	205-211
15855726-4	2005	In the present study, we investigated the relationship between the extent of interindividual variability in the urinary excretion levels of 4"-HPPH and its O-glucuronide and genotyping of CYP2C9, CYP2C19, UGT1A1, UGT1A6, and UGT1A9.	hydroxyphenytoin	140-147	UDP glucuronosyltransferase family 1 member A6	Homo sapiens	213-219
15855726-4	2005	In the present study, we investigated the relationship between the extent of interindividual variability in the urinary excretion levels of 4"-HPPH and its O-glucuronide and genotyping of CYP2C9, CYP2C19, UGT1A1, UGT1A6, and UGT1A9.	hydroxyphenytoin	140-147	UDP glucuronosyltransferase family 1 member A9	Homo sapiens	225-231
15855726-7	2005	Phenytoin is metabolized to 4"-HPPH by CYP2C9 and CYP2C19 in which there are genetic polymorphisms.	hydroxyphenytoin	28-35	cytochrome P450 family 2 subfamily C member 9	Homo sapiens	39-45
15855726-7	2005	Phenytoin is metabolized to 4"-HPPH by CYP2C9 and CYP2C19 in which there are genetic polymorphisms.	hydroxyphenytoin	28-35	cytochrome P450 family 2 subfamily C member 19	Homo sapiens	50-57
16220110-2	2005	Among them, phenytoin has been used as a probe to determine CYP2C9 phenotype by measuring the urinary excretion of its major metabolite, S-enantiomer of 5-(4-hydroxyphenyl)-5-phenylhydantoin (p-HPPH).	hydroxyphenytoin	153-190	cytochrome P450 family 2 subfamily C member 9	Homo sapiens	60-66
11038165-5	2000	In the presence of liver cytosol, 3",4"-diHPPH formation activity from 100 microM 4"-HPPH was correlated with testosterone 6beta-hydroxylation activity and CYP3A4 content.	hydroxyphenytoin	82-89	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	156-162
12386132-0	2002	Involvement of multiple UDP-glucuronosyltransferase 1A isoforms in glucuronidation of 5-(4"-hydroxyphenyl)-5-phenylhydantoin in human liver microsomes.	hydroxyphenytoin	86-124	UDP glucuronosyltransferase family 1 member A1	Homo sapiens	24-54
12386132-2	2002	Phenytoin is oxidized to 4"-HPPH by CYP2C9 and to a minor extent by CYP2C19, and then 4"-HPPH is metabolized to 4"-HPPH O-glucuronide by UDP-glucuronosyltransferase (UGT).	hydroxyphenytoin	25-32	cytochrome P450 family 2 subfamily C member 9	Homo sapiens	36-42
12386132-2	2002	Phenytoin is oxidized to 4"-HPPH by CYP2C9 and to a minor extent by CYP2C19, and then 4"-HPPH is metabolized to 4"-HPPH O-glucuronide by UDP-glucuronosyltransferase (UGT).	hydroxyphenytoin	86-93	UDP glucuronosyltransferase family 1 member A complex locus	Homo sapiens	137-164
12386132-2	2002	Phenytoin is oxidized to 4"-HPPH by CYP2C9 and to a minor extent by CYP2C19, and then 4"-HPPH is metabolized to 4"-HPPH O-glucuronide by UDP-glucuronosyltransferase (UGT).	hydroxyphenytoin	86-93	UDP glucuronosyltransferase family 1 member A complex locus	Homo sapiens	166-169
11259327-4	2001	In contrast, CYP2C11 had high activity for 3",4"-diHPPH formation from 4"-HPPH, followed by CYP2C6.	hydroxyphenytoin	71-78	cytochrome P450, subfamily 2, polypeptide 11	Rattus norvegicus	13-20
11038165-8	2000	Fluvoxamine and anti-CYP2C antibody inhibited 3",4"-diHPPH formation from 10 microM 4"-HPPH in a human liver sample that contained relatively high levels of CYP2C, whereas ketoconazole and anti-CYP3A antibody showed inhibitory effects on the activities in liver microsomal samples in which CYP3A4 levels were relatively high.	hydroxyphenytoin	84-91	cytochrome P450 family 2 subfamily C member 19	Homo sapiens	21-26
11038165-8	2000	Fluvoxamine and anti-CYP2C antibody inhibited 3",4"-diHPPH formation from 10 microM 4"-HPPH in a human liver sample that contained relatively high levels of CYP2C, whereas ketoconazole and anti-CYP3A antibody showed inhibitory effects on the activities in liver microsomal samples in which CYP3A4 levels were relatively high.	hydroxyphenytoin	84-91	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	194-199
11038165-8	2000	Fluvoxamine and anti-CYP2C antibody inhibited 3",4"-diHPPH formation from 10 microM 4"-HPPH in a human liver sample that contained relatively high levels of CYP2C, whereas ketoconazole and anti-CYP3A antibody showed inhibitory effects on the activities in liver microsomal samples in which CYP3A4 levels were relatively high.	hydroxyphenytoin	84-91	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	290-296
11038165-7	2000	Of 10 cDNA-expressed human P450 enzymes examined, CYP2C19, CYP2C9, and CYP3A4 catalyzed 3",4"-diHPPH formation from the primary hydroxylated metabolites (3"-hydroxy-DPH and 4"-HPPH).	hydroxyphenytoin	173-180	cytochrome P450 family 2 subfamily B member 6	Homo sapiens	27-31
11038165-7	2000	Of 10 cDNA-expressed human P450 enzymes examined, CYP2C19, CYP2C9, and CYP3A4 catalyzed 3",4"-diHPPH formation from the primary hydroxylated metabolites (3"-hydroxy-DPH and 4"-HPPH).	hydroxyphenytoin	173-180	cytochrome P450 family 2 subfamily C member 19	Homo sapiens	50-57
11038165-7	2000	Of 10 cDNA-expressed human P450 enzymes examined, CYP2C19, CYP2C9, and CYP3A4 catalyzed 3",4"-diHPPH formation from the primary hydroxylated metabolites (3"-hydroxy-DPH and 4"-HPPH).	hydroxyphenytoin	173-180	cytochrome P450 family 2 subfamily C member 9	Homo sapiens	59-65
11038165-7	2000	Of 10 cDNA-expressed human P450 enzymes examined, CYP2C19, CYP2C9, and CYP3A4 catalyzed 3",4"-diHPPH formation from the primary hydroxylated metabolites (3"-hydroxy-DPH and 4"-HPPH).	hydroxyphenytoin	173-180	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	71-77
9305589-1	1997	The cytochrome P450-dependent covalent binding of radiolabel derived from phenytoin (DPH) and its phenol and catechol metabolites, 5-(4"-hydroxyphenyl)-5-phenylhydantoin (HPPH) and 5-(3",4"-dihydroxyphenyl)-5-phenylhydantoin (CAT), was examined in liver microsomes.	hydroxyphenytoin	131-169	cytochrome P450 family 4 subfamily F member 3	Homo sapiens	4-19
9305589-1	1997	The cytochrome P450-dependent covalent binding of radiolabel derived from phenytoin (DPH) and its phenol and catechol metabolites, 5-(4"-hydroxyphenyl)-5-phenylhydantoin (HPPH) and 5-(3",4"-dihydroxyphenyl)-5-phenylhydantoin (CAT), was examined in liver microsomes.	hydroxyphenytoin	171-175	cytochrome P450 family 4 subfamily F member 3	Homo sapiens	4-19
8996197-0	1997	UDP-glucuronosyltransferase-mediated protection against in vitro DNA oxidation and micronucleus formation initiated by phenytoin and its embryotoxic metabolite 5-(p-hydroxyphenyl)-5-phenylhydantoin.	hydroxyphenytoin	160-197	UDP glycosyltransferase 2 family, polypeptide B	Rattus norvegicus	0-27