PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
3674884-0	1987	Degradation of rat hepatic cytochrome P-450 heme by 3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine to irreversibly bound protein adducts.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	52-109	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	27-43
2519730-0	1989	Inactivation of rat hepatic cytochrome P-450 isozymes by 3,5-dicarbethoxy- 2,6-dimethyl-4-ethyl-1,4-dihydropyridine.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	57-115	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	28-44
2735955-3	1989	4-Ethyl DDC, which lowers heme levels by destroying the heme moiety of cytochrome P-450 and lowering ferrochelatase activity, caused an induction of ALAS to 565% of control at 12 hr after administration.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	0-11	ferrochelatase	Gallus gallus	101-115
3674884-1	1987	Administration of 3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine (DDEP) (a structural analog of the dihydropyridine Ca2+ antagonists) to untreated, phenobarbital-, or dexamethasone-pretreated rats results in time-dependent losses of hepatic cytochrome P-450 content.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	18-75	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	252-268
3968635-1	1985	Administration of 3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine, a suicide inhibitor of hepatic cytochrome P-450, to phenobarbital-pretreated rats rapidly causes a marked and sustained hepatic heme depletion and results in porphyria.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	18-75	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	108-124
3080674-0	1986	Effect of the suicide substrate 3,5-diethoxycarbonyl-2,6-dimethyl-4-ethyl-1,4-dihydropyridine on the metabolism of xenobiotics and on cytochrome P-450 apoproteins.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	32-93	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	134-150
3080674-1	1986	Treatment of rats with the cytochrome P-450 suicide substrate, 3,5-diethoxycarbonyl-2,6-dimethyl-4-ethyl-1,4-dihydropyridine (DDEP), produced a 95% inhibition of the in vivo demethylation of either aminopyrine or morphine within 2 hr.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	63-124	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	27-43
3080674-1	1986	Treatment of rats with the cytochrome P-450 suicide substrate, 3,5-diethoxycarbonyl-2,6-dimethyl-4-ethyl-1,4-dihydropyridine (DDEP), produced a 95% inhibition of the in vivo demethylation of either aminopyrine or morphine within 2 hr.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	126-130	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	27-43
7922872-0	1994	Mechanism-based inactivation of hepatic cytochrome P450 2C6 and P450 3A1 following in vivo administration of 3,5-diethoxycarbonyl-1,4-dihydro-2,6-dimethyl-4-ethylpyridine to rats: differences from previously observed in vitro results.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	109-170	cytochrome P450, family 2, subfamily C, polypeptide 6, variant 1	Rattus norvegicus	40-59
15769864-4	2005	In contrast, the rate of de novo CYP2B1/2 protein synthesis was found to be dramatically inhibited in both DDEP- and NMPP-treated hepatocytes.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	107-111	cytochrome P450, family 2, subfamily b, polypeptide 1	Rattus norvegicus	33-39
12527701-3	2003	In a previous study, when 4-ethylDDC and NADPH interacted with human liver microsomes possessing elevated levels of CYP1A2 and 2C9, N-ethylprotoporphyrin IX (N-ethylPP) was not formed despite the fact that it was formed in microsomes from baculovirus-infected insect cell lines (BIICL) containing either CYP1A2 or 2C9.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	26-36	cytochrome P450 family 1 subfamily A member 2	Homo sapiens	116-122
12527701-3	2003	In a previous study, when 4-ethylDDC and NADPH interacted with human liver microsomes possessing elevated levels of CYP1A2 and 2C9, N-ethylprotoporphyrin IX (N-ethylPP) was not formed despite the fact that it was formed in microsomes from baculovirus-infected insect cell lines (BIICL) containing either CYP1A2 or 2C9.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	26-36	cytochrome P450 family 1 subfamily A member 2	Homo sapiens	304-310
12527701-4	2003	In this study, we tested the hypothesis that 4-ethylDDC underwent biotransformation by CYP3A4 present in human liver microsomes, diverting the xenobiotic from CYP1A2 and 2C9.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	45-55	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	87-93
12527701-4	2003	In this study, we tested the hypothesis that 4-ethylDDC underwent biotransformation by CYP3A4 present in human liver microsomes, diverting the xenobiotic from CYP1A2 and 2C9.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	45-55	cytochrome P450 family 1 subfamily A member 2	Homo sapiens	159-165
12527701-6	2003	With TTMS and 4-ethylDDC but not with AIA, N-alkylPP formation was observed only with human P450 enzymes CYP2D6, 1A2, 3A4, or 2C9 in microsomes from HLCL, which had undergone mechanism-based inactivation.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	14-24	cytochrome P450 family 2 subfamily D member 6	Homo sapiens	105-111
6870842-6	1983	When rats are pretreated with an inducer of cytochrome P-450, the production of N-ethylprotoporphyrin caused by 4-ethyl-DDC is greater, both in the whole animal and in hepatocytes incubated with the drug in vitro.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	112-123	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	44-60
1497342-1	1992	The suicide substrate 3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4- dihydropyridine (DDEP) inactivates rat liver cytochrome P450 (P450) 3A isozymes through prosthetic heme alkylation of the apoprotein in a mechanism-based fashion, which marks them for rapid proteolysis.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	22-80	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	110-135
1497342-1	1992	The suicide substrate 3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4- dihydropyridine (DDEP) inactivates rat liver cytochrome P450 (P450) 3A isozymes through prosthetic heme alkylation of the apoprotein in a mechanism-based fashion, which marks them for rapid proteolysis.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	82-86	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	110-135
2322893-0	1990	3,5-Diethoxycarbonyl-2,6-dimethyl-4-ethyl-1,4-dihydropyridine inactivates rat liver cytochrome P-450c, but not its orthologue, rabbit lung form 6.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	0-61	cytochrome P450, family 1, subfamily a, polypeptide 1	Rattus norvegicus	84-101
2085799-7	1990	4-Ethyl DDC was found to be capable of discriminating between P450IIIA subfamily forms.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	0-11	cytochrome P450, family 3, subfamily a, polypeptide 23-polypeptide 1	Rattus norvegicus	62-70
2085799-10	1990	Thus, 4-ethyl DDC appears to be a potentially valuable tool for differentiating between P450IIIA forms.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	6-17	cytochrome P450, family 3, subfamily a, polypeptide 23-polypeptide 1	Rattus norvegicus	88-96
2322893-1	1990	Various rat liver cytochrome P-450 (P-450) isozymes are targets for mechanism-based inactivation by 3,5-diethoxycarbonyl-2,6-dimethyl-4-ethyl-1,4- dihydropyridine (4-ethyl DDC).	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	100-162	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	18-34
2322893-1	1990	Various rat liver cytochrome P-450 (P-450) isozymes are targets for mechanism-based inactivation by 3,5-diethoxycarbonyl-2,6-dimethyl-4-ethyl-1,4- dihydropyridine (4-ethyl DDC).	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	164-175	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	18-34
34900592-11	2021	The hepatic protoporphyria-inducing drug 4-ethyl-DDC caused induction of hepatic ALAS1 mRNA and protein levels in both WT and +/- mice but markedly less in the mice with only one intact allele.	3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine	41-52	aminolevulinic acid synthase 1	Mus musculus	81-86