PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
32961187-1	2020	Steric and energetic characterizations were performed for the adsorption of eugenol (EG), vanillin and ethyl vanillin (EV) onto the mouse eugenol olfactory receptor mOR-EG by using a proposed model expression established by statistical physics methods.	ethyl vanillin	103-117	olfactory receptor family 5 subfamily D member 18	Mus musculus	165-171
34743943-4	2021	The adsorption energy values collected from data analysis, which were ranged from 12.51 to 20.91 kJ/mol, confirmed that the adsorption of vanillin and ethyl vanillin on OR10G4 and the adsorption of coumarin and quinoline on OR2B11were exothermic and were based on physical interactions.	ethyl vanillin	151-165	olfactory receptor family 10 subfamily G member 4	Homo sapiens	169-175
34743943-5	2021	Furthermore, the dose-olfactory response curves of vanillin, ethyl vanillin, coumarin and quinoline provided access to OR10G4 and OR2B11 steric characterization via the calculation of the studied olfactory receptors site size distributions (RSDs).	ethyl vanillin	61-75	olfactory receptor family 10 subfamily G member 4	Homo sapiens	119-125
34743943-5	2021	Furthermore, the dose-olfactory response curves of vanillin, ethyl vanillin, coumarin and quinoline provided access to OR10G4 and OR2B11 steric characterization via the calculation of the studied olfactory receptors site size distributions (RSDs).	ethyl vanillin	61-75	olfactory receptor family 2 subfamily B member 11	Homo sapiens	130-136
34743943-0	2021	Physico-chemical investigations of human olfactory receptors OR10G4 and OR2B11 activated by vanillin, ethyl vanillin, coumarin and quinoline molecules using statistical physics method.	ethyl vanillin	102-116	olfactory receptor family 10 subfamily G member 4	Homo sapiens	61-67
34743943-0	2021	Physico-chemical investigations of human olfactory receptors OR10G4 and OR2B11 activated by vanillin, ethyl vanillin, coumarin and quinoline molecules using statistical physics method.	ethyl vanillin	102-116	olfactory receptor family 2 subfamily B member 11	Homo sapiens	72-78
32961187-1	2020	Steric and energetic characterizations were performed for the adsorption of eugenol (EG), vanillin and ethyl vanillin (EV) onto the mouse eugenol olfactory receptor mOR-EG by using a proposed model expression established by statistical physics methods.	ethyl vanillin	119-121	olfactory receptor family 5 subfamily D member 18	Mus musculus	165-171
31781325-5	2019	Moreover, treating with EVA significantly decreased the level of MDA and reactive oxygen species (ROS) and stabilized antioxidant enzyme system in response to oxidative stress by enhancing the activity of superoxide dismutase (SOD), catalase (CAT), and glutathione peroxidase (GSH-Px) in vivo and in vitro.	ethyl vanillin	24-27	catalase	Rattus norvegicus	233-241
31781325-5	2019	Moreover, treating with EVA significantly decreased the level of MDA and reactive oxygen species (ROS) and stabilized antioxidant enzyme system in response to oxidative stress by enhancing the activity of superoxide dismutase (SOD), catalase (CAT), and glutathione peroxidase (GSH-Px) in vivo and in vitro.	ethyl vanillin	24-27	catalase	Rattus norvegicus	243-246
31781325-6	2019	Furthermore, EVA also markedly suppressed cleaved caspase-3, Bax, and nuclear transcription factor erythroid 2-related factor (Nrf2) expression in STZ-induced rats.	ethyl vanillin	13-16	BCL2 associated X, apoptosis regulator	Rattus norvegicus	61-64
31781325-6	2019	Furthermore, EVA also markedly suppressed cleaved caspase-3, Bax, and nuclear transcription factor erythroid 2-related factor (Nrf2) expression in STZ-induced rats.	ethyl vanillin	13-16	NFE2 like bZIP transcription factor 2	Rattus norvegicus	70-125
31781325-6	2019	Furthermore, EVA also markedly suppressed cleaved caspase-3, Bax, and nuclear transcription factor erythroid 2-related factor (Nrf2) expression in STZ-induced rats.	ethyl vanillin	13-16	NFE2 like bZIP transcription factor 2	Rattus norvegicus	127-131
28620120-0	2017	Ethyl Vanillin Activates TRPA1.	ethyl vanillin	0-14	transient receptor potential cation channel, subfamily A, member 1	Rattus norvegicus	25-30
28620120-5	2017	We provide evidence that ethyl vanillin (EVA) is a TRPA1 agonist.	ethyl vanillin	25-39	transient receptor potential cation channel, subfamily A, member 1	Rattus norvegicus	51-56
28620120-5	2017	We provide evidence that ethyl vanillin (EVA) is a TRPA1 agonist.	ethyl vanillin	41-44	transient receptor potential cation channel, subfamily A, member 1	Rattus norvegicus	51-56
28620120-10	2017	Interestingly, EVA appears to be pharmacologically different from AITC as a TRPA1 agonist.	ethyl vanillin	15-18	transient receptor potential cation channel, subfamily A, member 1	Rattus norvegicus	76-81
28620120-13	2017	These findings suggest that EVA activates TRPA1 but via a distinct mechanism that may provide greater ease for study in native systems compared with AITC and may shed light on differential modes of TRPA1 gating by ligand types.	ethyl vanillin	28-31	transient receptor potential cation channel, subfamily A, member 1	Rattus norvegicus	42-47
28620120-13	2017	These findings suggest that EVA activates TRPA1 but via a distinct mechanism that may provide greater ease for study in native systems compared with AITC and may shed light on differential modes of TRPA1 gating by ligand types.	ethyl vanillin	28-31	transient receptor potential cation channel, subfamily A, member 1	Rattus norvegicus	198-203
20195833-5	2010	EVA suppressed production of nitric oxide and induction of inducible nitric oxide synthase in the lipopolysaccharide (LPS)-activated RAW264.7 macrophage cells.	ethyl vanillin	0-3	nitric oxide synthase 2, inducible	Mus musculus	59-90
27060112-4	2016	The shortest retention time among all acceptable separations, less than 4 min, was achieved on the Zorbax SB-C18 column at 200 C. While separations on the XTerra MS C18 column resulted in fronting peaks and a degradation peak from ethyl vanillin on the Zorbax RRHD Eclipse Plus column was observed, all three other columns yielded reasonable separations under SBWC conditions.	ethyl vanillin	231-245	Bardet-Biedl syndrome 9	Homo sapiens	165-168
26797714-4	2016	Finally, analogues of AdoMet are accepted by the regiocomplementary COMT mutants and can be used to prepare alkylated catechols, including ethyl vanillin.	ethyl vanillin	139-153	catechol-O-methyltransferase	Homo sapiens	68-72
24316890-5	2014	To show that these in vitro results are relevant to olfactory perception, we verified that variations in OR10G4 genotype explain over 15% of the observed variation in perceived intensity and over 10% of the observed variation in perceived valence for the high-affinity in vitro agonist guaiacol but do not explain phenotype variation for the lower-affinity agonists vanillin and ethyl vanillin.	ethyl vanillin	379-393	olfactory receptor family 10 subfamily G member 4	Homo sapiens	105-111
22450566-3	2012	The objective of the present work was to evaluate the impact of vanillin and ethyl vanillin on the activities of CYP2C9, CYP2E1, CYP3A4, CYP2B6 and CYP1A2 in human liver microsomes (HLM) in vitro, and impact on the activities of CYP1A2, CYP2C, CYP3A and CYP2E1 in rat liver microsomes (RLM) in vivo.	ethyl vanillin	77-91	cytochrome P450 family 2 subfamily C member 9	Homo sapiens	113-119
22450566-3	2012	The objective of the present work was to evaluate the impact of vanillin and ethyl vanillin on the activities of CYP2C9, CYP2E1, CYP3A4, CYP2B6 and CYP1A2 in human liver microsomes (HLM) in vitro, and impact on the activities of CYP1A2, CYP2C, CYP3A and CYP2E1 in rat liver microsomes (RLM) in vivo.	ethyl vanillin	77-91	cytochrome P450 family 2 subfamily E member 1	Homo sapiens	121-127
22450566-3	2012	The objective of the present work was to evaluate the impact of vanillin and ethyl vanillin on the activities of CYP2C9, CYP2E1, CYP3A4, CYP2B6 and CYP1A2 in human liver microsomes (HLM) in vitro, and impact on the activities of CYP1A2, CYP2C, CYP3A and CYP2E1 in rat liver microsomes (RLM) in vivo.	ethyl vanillin	77-91	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	129-135
22450566-3	2012	The objective of the present work was to evaluate the impact of vanillin and ethyl vanillin on the activities of CYP2C9, CYP2E1, CYP3A4, CYP2B6 and CYP1A2 in human liver microsomes (HLM) in vitro, and impact on the activities of CYP1A2, CYP2C, CYP3A and CYP2E1 in rat liver microsomes (RLM) in vivo.	ethyl vanillin	77-91	cytochrome P450 family 2 subfamily B member 6	Homo sapiens	137-143
22450566-3	2012	The objective of the present work was to evaluate the impact of vanillin and ethyl vanillin on the activities of CYP2C9, CYP2E1, CYP3A4, CYP2B6 and CYP1A2 in human liver microsomes (HLM) in vitro, and impact on the activities of CYP1A2, CYP2C, CYP3A and CYP2E1 in rat liver microsomes (RLM) in vivo.	ethyl vanillin	77-91	cytochrome P450 family 1 subfamily A member 2	Homo sapiens	148-154
22450566-3	2012	The objective of the present work was to evaluate the impact of vanillin and ethyl vanillin on the activities of CYP2C9, CYP2E1, CYP3A4, CYP2B6 and CYP1A2 in human liver microsomes (HLM) in vitro, and impact on the activities of CYP1A2, CYP2C, CYP3A and CYP2E1 in rat liver microsomes (RLM) in vivo.	ethyl vanillin	77-91	cytochrome P450 family 1 subfamily A member 2	Homo sapiens	229-235
22450566-3	2012	The objective of the present work was to evaluate the impact of vanillin and ethyl vanillin on the activities of CYP2C9, CYP2E1, CYP3A4, CYP2B6 and CYP1A2 in human liver microsomes (HLM) in vitro, and impact on the activities of CYP1A2, CYP2C, CYP3A and CYP2E1 in rat liver microsomes (RLM) in vivo.	ethyl vanillin	77-91	cytochrome P450 family 2 subfamily C member 9	Homo sapiens	113-118
22450566-3	2012	The objective of the present work was to evaluate the impact of vanillin and ethyl vanillin on the activities of CYP2C9, CYP2E1, CYP3A4, CYP2B6 and CYP1A2 in human liver microsomes (HLM) in vitro, and impact on the activities of CYP1A2, CYP2C, CYP3A and CYP2E1 in rat liver microsomes (RLM) in vivo.	ethyl vanillin	77-91	cytochrome P450 family 2 subfamily E member 1	Homo sapiens	254-260
22450566-5	2012	However, after rats were orally administered vanillin or ethyl vanillin once a day for seven consecutive days, CYP2E1 activity was increased and CYP1A2 activity was decreased in RLM.	ethyl vanillin	57-71	cytochrome P450, family 2, subfamily e, polypeptide 1	Rattus norvegicus	111-117
22450566-5	2012	However, after rats were orally administered vanillin or ethyl vanillin once a day for seven consecutive days, CYP2E1 activity was increased and CYP1A2 activity was decreased in RLM.	ethyl vanillin	57-71	cytochrome P450, family 1, subfamily a, polypeptide 2	Rattus norvegicus	145-151
22450566-6	2012	The in vivo results revealed that drug interaction between vanillin/ethyl vanillin and the CYP2E1/CYP1A2-metabolizing drugs might be possible, and also suggested that the application of the above additives in foods and drugs should not be unlimited so as to avoid the adverse interaction.	ethyl vanillin	68-82	cytochrome P450 family 2 subfamily E member 1	Homo sapiens	91-97
22450566-6	2012	The in vivo results revealed that drug interaction between vanillin/ethyl vanillin and the CYP2E1/CYP1A2-metabolizing drugs might be possible, and also suggested that the application of the above additives in foods and drugs should not be unlimited so as to avoid the adverse interaction.	ethyl vanillin	68-82	cytochrome P450 family 1 subfamily A member 2	Homo sapiens	98-104
26843581-6	2016	We confirmed low-level TRPV3 expression in vagal afferent neurons and observed direct activation with putative TRPV3 agonists eugenol, ethyl vanillin (EVA), and farnesyl pyrophosphate (FPP).	ethyl vanillin	135-149	transient receptor potential cation channel, subfamily V, member 3	Rattus norvegicus	111-116
26843581-6	2016	We confirmed low-level TRPV3 expression in vagal afferent neurons and observed direct activation with putative TRPV3 agonists eugenol, ethyl vanillin (EVA), and farnesyl pyrophosphate (FPP).	ethyl vanillin	151-154	transient receptor potential cation channel, subfamily V, member 3	Rattus norvegicus	111-116
20195833-8	2010	EVA also suppressed enhanced matrix metalloproteinase-9 gelatinolytic activity in the LPSactivated RAW264.7 macrophage cells.	ethyl vanillin	0-3	matrix metallopeptidase 9	Mus musculus	29-55