PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
35262786-4	2022	Recombinant BnNIT2 converted the three main nitriles from GSLs (3-hydroxy-4-pentenenitrile, 3-butenenitrile, and 4-pentenenitrile), with the highest specific activity (58.6 U/mg) for 4-pentenenitrile.	allyl cyanide	92-107	nitrilase 2-like	Brassica napus	12-18
8472668-3	1993	In the present study we examined the effect of CCl4 on the allylnitrile-induced head twitching to elucidate the mechanism of the abnormal behavior.	allyl cyanide	59-71	C-C motif chemokine ligand 4	Rattus norvegicus	47-51
8472668-4	1993	In rats, CCl4 pretreatment inhibited the head twitching induced by allylnitrile (1.49 mmole/kg, po), the maximal and dose-dependent inhibition occurring when CCl4 was given just prior to the nitrile administration, while CCl4 post-treatment had no effect on the head twitching.	allyl cyanide	67-79	C-C motif chemokine ligand 4	Rattus norvegicus	9-13
8472668-4	1993	In rats, CCl4 pretreatment inhibited the head twitching induced by allylnitrile (1.49 mmole/kg, po), the maximal and dose-dependent inhibition occurring when CCl4 was given just prior to the nitrile administration, while CCl4 post-treatment had no effect on the head twitching.	allyl cyanide	67-79	C-C motif chemokine ligand 4	Rattus norvegicus	158-162
8472668-4	1993	In rats, CCl4 pretreatment inhibited the head twitching induced by allylnitrile (1.49 mmole/kg, po), the maximal and dose-dependent inhibition occurring when CCl4 was given just prior to the nitrile administration, while CCl4 post-treatment had no effect on the head twitching.	allyl cyanide	67-79	C-C motif chemokine ligand 4	Rattus norvegicus	158-162
8472668-5	1993	A dose-dependent inhibition of cyanide formation arising from allylnitrile in the liver and a dose-dependent attenuation of acute toxicity of allylnitrile were observed when CCl4 was given just prior to the nitrile administration in rats and mice.	allyl cyanide	62-74	C-C motif chemokine ligand 4	Rattus norvegicus	174-178
8472668-5	1993	A dose-dependent inhibition of cyanide formation arising from allylnitrile in the liver and a dose-dependent attenuation of acute toxicity of allylnitrile were observed when CCl4 was given just prior to the nitrile administration in rats and mice.	allyl cyanide	142-154	C-C motif chemokine ligand 4	Rattus norvegicus	174-178
8472668-7	1993	The results suggest that active metabolites of allylnitrile are responsible for the head twitching, and that CCl4 prevents the metabolic process in the liver by forming conjugates with allylnitrile, resulting in the inhibition of the head twitching.	allyl cyanide	185-197	C-C motif chemokine ligand 4	Rattus norvegicus	109-113
22051853-1	2012	Allylnitrile, cis-crotononitrile, and 3,3"-iminodipropionitrile are known to cause vestibular toxicity in rodents, and evidence is available indicating that cis-2-pentenenitrile shares this effect.	allyl cyanide	0-12	suppressor of cytokine signaling 2	Mus musculus	157-162
2912751-1	1989	A single oral dose of allylnitrile (ALN) in mice pretreated with CCl4 induced behavioral abnormalities such as circling, hyperactivity, and head twitching, which lasted for a 4-month observation period.	allyl cyanide	22-34	chemokine (C-C motif) ligand 4	Mus musculus	65-69
2912751-1	1989	A single oral dose of allylnitrile (ALN) in mice pretreated with CCl4 induced behavioral abnormalities such as circling, hyperactivity, and head twitching, which lasted for a 4-month observation period.	allyl cyanide	36-39	chemokine (C-C motif) ligand 4	Mus musculus	65-69
28421770-1	2017	Allyl nitriles were synthesized from the reactions of arylpropiolic acids with azobis(alkylcarbonitriles) (AIBN or ACCN).	allyl cyanide	0-14	acid sensing ion channel subunit 2	Homo sapiens	115-119
18990727-0	2009	Allylnitrile metabolism by CYP2E1 and other CYPs leads to distinct lethal and vestibulotoxic effects in the mouse.	allyl cyanide	0-12	cytochrome P450, family 2, subfamily e, polypeptide 1	Mus musculus	27-33
18990727-1	2009	This study addressed the hypothesis that the vestibular or lethal toxicities of allylnitrile depend on CYP2E1-mediated bioactivation.	allyl cyanide	80-92	cytochrome P450, family 2, subfamily e, polypeptide 1	Mus musculus	103-109
18990727-6	2009	Following allylnitrile exposure, mortality was lower in CYP2E1-null than in 129S1 mice, and increased after acetone pretreatment only in 129S1 mice.	allyl cyanide	10-22	cytochrome P450, family 2, subfamily e, polypeptide 1	Mus musculus	56-62
15810837-5	2005	At 60 degrees C and 500 psig syn gas, the best ligand provides outstanding regio- and enantioselectivities (styrene, 89% ee, b:l = 30:1; allyl cyanide, 87% ee, b:l = 4.8:1; vinyl acetate, 95% ee, b:l = 40:1) while achieving turnover frequencies of ca.	allyl cyanide	137-150	synemin	Homo sapiens	29-32
18990727-12	2009	We conclude that CYP2E1-mediated metabolism of allylnitrile leads to cyanide release and acute mortality, probably through alpha-carbon hydroxylation, and hypothesize that epoxidation of the beta-gamma double bond by CYP2A5 mediates vestibular toxicity.	allyl cyanide	47-59	cytochrome P450, family 2, subfamily e, polypeptide 1	Mus musculus	17-23
18990727-12	2009	We conclude that CYP2E1-mediated metabolism of allylnitrile leads to cyanide release and acute mortality, probably through alpha-carbon hydroxylation, and hypothesize that epoxidation of the beta-gamma double bond by CYP2A5 mediates vestibular toxicity.	allyl cyanide	47-59	cytochrome P450, family 2, subfamily a, polypeptide 5	Mus musculus	217-223
18830181-7	2008	RESULTS: Allyl nitrile increased the activity of TR in the liver, kidneys and rectum at doses of 100-200 micromol/kg/day, and GPx in the kidneys and small intestine at 50 to 200 micromol/kg/day, while in the colon, alone, it decreased the activities of GR and catalase at doses of 200 and 100-200 micromol/kg/day, respectively not.	allyl cyanide	9-22	glutathione reductase	Mus musculus	253-255
16734437-1	2006	Allyl cyanides are found to add across alkynes in the presence of a nickel catalyst prepared from Ni(cod)2 and P(4-CF3-C6H4)3 in situ to give variously functionalized di- or trisubstituted acrylonitriles in highly stereoselective manners possibly via a pi-allylnickel species as an intermediate.	allyl cyanide	0-14	COD2	Homo sapiens	98-106
16277393-2	2005	In this study, the ability of allyl nitrile, a hydrolysis product of the glucosinolate sinigrin, to increase tissue levels of the phase 2 detoxication enzymes glutathione S-transferase and quinone reductase and GSH in a variety of mouse tissues was examined.	allyl cyanide	30-43	crystallin, zeta	Mus musculus	189-206
10207611-5	1999	Allylnitrile produced neuronal retraction including hyperchromasia of the nuclei in the raphe nuclei, cerebral cortex, hypothalamus, hippocampal CA1 and dentate gyrus later than 30 days.	allyl cyanide	0-12	carbonic anhydrase 1	Mus musculus	145-148
10841899-0	2000	Fos induction in the brain of mice exhibiting behavioral abnormalities following administration of allylnitrile or crotononitrile.	allyl cyanide	99-111	FBJ osteosarcoma oncogene	Mus musculus	0-3
10841899-2	2000	To explore the possible involvement of the vestibular system in these behavioral abnormalities, the expression of Fos protein, used as an indicator of neuronal activity, was examined within various brain structures in allylnitrile-, crotononitrile- and vehicle-treated mice.	allyl cyanide	218-230	FBJ osteosarcoma oncogene	Mus musculus	114-117