PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
25911656-4	2015	Metabolism of PAHs through the CYP1A1/1B1/EH pathway, CYP peroxidase pathway, and AKR pathway leads to the formation of the active carcinogens diol-epoxides, radical cations, and o-quinones.	diol-epoxides	143-156	cytochrome P450 family 1 subfamily A member 1	Homo sapiens	31-41
4084307-2	1985	The Ya" and Yc-type subunits of rat lung GST exhibit maximum activities towards BP-4,5-oxide and BP-7,8-oxide suggesting that these two subunits are preferentially involved in the detoxification of highly reactive epoxides and diol-epoxides of polycyclic aromatic hydrocarbons (PAH).	diol-epoxides	227-240	hematopoietic prostaglandin D synthase	Rattus norvegicus	41-44
19879933-10	2010	In conclusion, these results indicate a major role of CYP1A1 in the bioactivation of B[a]P to carcinogenic B[a]P-diol-epoxides and in overall metabolism of B[a]P in human lung cell lines.	diol-epoxides	113-126	cytochrome P450 family 1 subfamily A member 1	Homo sapiens	54-60
1900215-9	1991	Whereas the syn-diastereomers of the simple bay-region diolepoxides were clearly less mutagenic in mammalian cells than the corresponding anti-diastereomers, the differences in potency between diastereomers were small for the fjord-region diol-epoxides.	diol-epoxides	239-252	synemin	Homo sapiens	12-15
18402469-2	2008	PAH trans-dihydrodiols are further activated in humans by cytochrome P450 (P450) 1A1 and 1B1 to yield diol-epoxides or by aldo-keto reductases (AKR) 1A1 and 1C1-1C4 to yield reactive and redox-active o-quinones.	diol-epoxides	102-115	cytochrome P450 family 1 subfamily B member 1	Homo sapiens	58-92
14720319-3	2004	Cytochrome P450 (CYP) enzymes are central to the metabolic activation of these PAHs to epoxide intermediates, which are converted with the aid of epoxide hydrolase to the ultimate carcinogens, diol-epoxides.	diol-epoxides	193-206	cytochrome P450, family 21, subfamily a, polypeptide 1	Mus musculus	0-15
14720319-3	2004	Cytochrome P450 (CYP) enzymes are central to the metabolic activation of these PAHs to epoxide intermediates, which are converted with the aid of epoxide hydrolase to the ultimate carcinogens, diol-epoxides.	diol-epoxides	193-206	cytochrome P450, family 21, subfamily a, polypeptide 1	Mus musculus	17-20
11306097-2	2001	CYP1A1 or aldo-keto reductases (AKRs) from the 1C subfamily can further activate the trans-dihydrodiols by forming either anti-diol-epoxides or reactive and redox active o-quinones, respectively.	diol-epoxides	127-140	cytochrome P450 family 1 subfamily A member 1	Homo sapiens	0-6
4084307-2	1985	The Ya" and Yc-type subunits of rat lung GST exhibit maximum activities towards BP-4,5-oxide and BP-7,8-oxide suggesting that these two subunits are preferentially involved in the detoxification of highly reactive epoxides and diol-epoxides of polycyclic aromatic hydrocarbons (PAH).	diol-epoxides	227-240	Blood pressure QTL 4	Rattus norvegicus	80-84
4084307-2	1985	The Ya" and Yc-type subunits of rat lung GST exhibit maximum activities towards BP-4,5-oxide and BP-7,8-oxide suggesting that these two subunits are preferentially involved in the detoxification of highly reactive epoxides and diol-epoxides of polycyclic aromatic hydrocarbons (PAH).	diol-epoxides	227-240	Blood pressure QTL 7	Rattus norvegicus	97-101
28374118-3	2018	Feeble interactions of BAX and Bcl-2 with diol-epoxides of both PAHs were observed.	diol-epoxides	42-55	BCL2 associated X, apoptosis regulator	Homo sapiens	23-26
7093935-1	1982	The relative stabilities of conformers of the syn and anti-diastereomers of the fjord and bay-region diol-epoxides of benzo(c)phenanthrene (BCP) and benzo(a)anthracene (BA) have been calculated.	diol-epoxides	101-114	synemin	Homo sapiens	46-49
277915-6	1978	Marked stereoselectivity in the oxygenation of the (-)trans-7,8-diol to the highly mutagenic and putatively carcinogenic diol-epoxides I and II was observed with P-450(LM4), whereas the other preparations showed less selectivity.	diol-epoxides	121-134	cytochrome P450 1A2	Oryctolagus cuniculus	162-171
630646-1	1978	The alkylating properties of pairs of syn- and anti-isomers of 2 diol-epoxides derived from benzo(a)pyrene (BP) and of 1 derived from benz(a)anthracene (BA) have been investigated.	diol-epoxides	65-78	synemin	Homo sapiens	38-41
28374118-3	2018	Feeble interactions of BAX and Bcl-2 with diol-epoxides of both PAHs were observed.	diol-epoxides	42-55	BCL2 apoptosis regulator	Homo sapiens	31-36
28374118-4	2018	Diol-epoxides of DBP and BP were found to bind to p53 with tighter interaction than MDM2 and p53-MDM2 complex.	diol-epoxides	0-13	D-box binding PAR bZIP transcription factor	Homo sapiens	17-20
28374118-4	2018	Diol-epoxides of DBP and BP were found to bind to p53 with tighter interaction than MDM2 and p53-MDM2 complex.	diol-epoxides	0-13	tumor protein p53	Homo sapiens	50-53
28374118-4	2018	Diol-epoxides of DBP and BP were found to bind to p53 with tighter interaction than MDM2 and p53-MDM2 complex.	diol-epoxides	0-13	tumor protein p53	Homo sapiens	93-96