Schüürmann, G.; Aptula, A.O.; Kühne, R.; Ebert, R.U. Stepwise Discrimination between Four Modes of Toxic Action of Phenols in the Tetrahymena pyriformis Assay. Chem. Res. Toxicol. 2003, 16, 8, 974–987.

220 compounds | Property MOA: Mode of action

ID	Name	MOA	Details
1	4-hydroxyphenylacetic acid	Polar narcotic	View
2	1,3,5-trihydroxybenzene	Polar narcotic	View
3	3-hydroxybenzyl alcohol	Polar narcotic	View
4	4-hydroxybenzoic acid	Polar narcotic	View
5	3-hydroxy-4-methoxybenzyl alcohol	Polar narcotic	View
6	4-hydroxy-3-methoxybenzylamine	Polar narcotic	View
7	2-hydroxybenzyl alcohol	Polar narcotic	View
8	4-hydroxyphenethyl alcohol	Polar narcotic	View
9	3-hydroxybenzoic acid	Polar narcotic	View
10	4-hydroxybenzamide	Polar narcotic	View
11	4-hydroxy-3-methoxybenzyl alcohol	Polar narcotic	View
12	resorcinol	Polar narcotic	View
13	2,6-dimethoxyphenol	Polar narcotic	View
14	2,4,6-tris-(dimethylaminomethyl)phenol	Polar narcotic	View
15	salicylic acid	Polar narcotic	View
16	2-methoxyphenol	Polar narcotic	View
17	5-methylresorcinol	Polar narcotic	View
18	4-hydroxybenzylcyanide	Polar narcotic	View
19	3-hydroxyacetophenone	Polar narcotic	View
20	2-ethoxyphenol	Polar narcotic	View
21	3-methoxyphenol	Polar narcotic	View
22	4-hydroxyacetophenone	Polar narcotic	View
23	3-ethoxy-4-methoxyphenol	Polar narcotic	View
24	2-cresol	Polar narcotic	View
25	salicylamide	Polar narcotic	View
26	ethyl-4-hydroxy-3-methoxyphenylacetate	Polar narcotic	View
27	phenol	Polar narcotic	View
28	4-cresol	Polar narcotic	View
29	4-hydroxy-3-methoxyphenethyl alcohol	Polar narcotic	View
30	3-acetamidophenol	Polar narcotic	View
31	4-methoxyphenol	Polar narcotic	View
32	isovanillin	Polar narcotic	View
33	4-hydroxy-3-methoxyacetophenone	Polar narcotic	View
34	3,5-dimethoxyphenol	Polar narcotic	View
35	2-hydroxyethylsalicylate	Polar narcotic	View
36	3-cyanophenol	Polar narcotic	View
37	3-cresol	Polar narcotic	View
38	methyl-3-hydroxybenzoate	Polar narcotic	View
39	vanillin	Polar narcotic	View
40	4-hydroxy-3-methoxybenzonitrile	Polar narcotic	View
41	4-ethoxyphenol	Polar narcotic	View
42	3-ethoxy-4-hydroxybenzaldehyde	Polar narcotic	View
43	4-fluorophenol	Polar narcotic	View
44	2-cyanophenol	Polar narcotic	View
45	5-fluoro-2-hydroxyacetophenone	Polar narcotic	View
46	4-hydroxypropiophenone	Polar narcotic	View
47	2,4-dimethylphenol	Polar narcotic	View
48	2-hydroxyacetophenone	Polar narcotic	View
49	2,5-dimethylphenol	Polar narcotic	View
50	methyl-4-hydroxybenzoate	Polar narcotic	View
51	3-hydroxybenzaldehyde	Polar narcotic	View
52	3,5-dimethylphenol	Polar narcotic	View
53	2,3-dimethylphenol	Polar narcotic	View
54	3,4-dimethylphenol	Polar narcotic	View
55	4-chlororesorcinol	Polar narcotic	View
56	2-ethylphenol	Polar narcotic	View
57	syringaldehyde	Polar narcotic	View
58	salicylhydrazide	Polar narcotic	View
59	2-chlorophenol	Polar narcotic	View
60	2-fluorophenol	Polar narcotic	View
61	4-hydroxy-2-methylacetophenone	Polar narcotic	View
62	4-ethylphenol	Polar narcotic	View
63	3-ethylphenol	Polar narcotic	View
64	salicylaldoxime	Polar narcotic	View
65	4-hydroxybenzaldehyde	Polar narcotic	View
66	2,3,6-trimethylphenol	Polar narcotic	View
67	2,4,6-trimethylphenol	Polar narcotic	View
68	2-hydroxy-5-methylacetophenone	Polar narcotic	View
69	2-bromophenol	Polar narcotic	View
70	2-allylphenol	Polar narcotic	View
71	5-bromo-2-hydroxybenzyl alcohol	Polar narcotic	View
72	2,3,5-trimethylphenol	Polar narcotic	View
73	2-vanillin	Polar narcotic	View
74	salicylhydroxamic acid	Polar narcotic	View
75	3-fluorophenol	Polar narcotic	View
76	2-chloro-5-methylphenol	Polar narcotic	View
77	4-allyl-2-methoxyphenol	Polar narcotic	View
78	salicylaldehyde	Polar narcotic	View
79	2,6-difluorophenol	Polar narcotic	View
80	4-isopropylphenol	Polar narcotic	View
81	ethyl-3-hydroxybenzoate	Polar narcotic	View
82	4-cyanophenol	Polar narcotic	View
83	4-chlorophenol	Polar narcotic	View
84	2-hydroxy-4-methoxyacetophenone	Polar narcotic	View
85	ethyl-4-hydroxybenzoate	Polar narcotic	View
86	2-bromo-4-methylphenol	Polar narcotic	View
87	2,4-difluorophenol	Polar narcotic	View
88	3-isopropylphenol	Polar narcotic	View
89	5-bromovanillin	Polar narcotic	View
90	α,α,α-trifluoro-4-cresol	Polar narcotic	View
91	methyl-4-methoxysalicylate	Polar narcotic	View
92	4-propylphenol	Polar narcotic	View
93	4-bromophenol	Polar narcotic	View
94	2-chloro-4,5-dimethylphenol	Polar narcotic	View
95	4-butoxyphenol	Polar narcotic	View
96	4-chloro-2-methylphenol	Polar narcotic	View
97	2-hydroxy-4,5-dimethylacetophenone	Polar narcotic	View
98	3-(tert)-butylphenol	Polar narcotic	View
99	2,6-dichlorophenol	Polar narcotic	View
100	2-methoxy-4-propenylphenol	Polar narcotic	View
101	3-chloro-5-methoxyphenol	Polar narcotic	View
102	4-chloro-3-methylphenol	Polar narcotic	View
103	2-isopropylphenol	Polar narcotic	View
104	2,6-dichloro-4-fluorophenol	Polar narcotic	View
105	4-iodophenol	Polar narcotic	View
106	3-chlorophenol	Polar narcotic	View
107	4-(tert)-butylphenol	Polar narcotic	View
108	3,4,5-trimethylphenol	Polar narcotic	View
109	4,6-dichlororesorcinol	Polar narcotic	View
110	4-(sec)-butylphenol	Polar narcotic	View
111	4-hydroxybenzophenone	Polar narcotic	View
112	2,4-dichlorophenol	Polar narcotic	View
113	4-benzyloxyphenol	Polar narcotic	View
114	2,4,6-tribromoresorcinol	Polar narcotic	View
115	4-chloro-3-ethylphenol	Polar narcotic	View
116	2-phenylphenol	Polar narcotic	View
117	3-iodophenol	Polar narcotic	View
118	2,5-dichlorophenol	Polar narcotic	View
119	3-chloro-4-fluorophenol	Polar narcotic	View
120	3-bromophenol	Polar narcotic	View
121	6-(tert)-butyl-2,4-dimethylphenol	Polar narcotic	View
122	4-bromo-2,6-dimethylphenol	Polar narcotic	View
123	4-chloro-3,5-dimethylphenol	Polar narcotic	View
124	4-(tert)-pentylphenol	Polar narcotic	View
125	4-bromo-3,5-dimethylphenol	Polar narcotic	View
126	2,3-dichlorophenol	Polar narcotic	View
127	4-bromo-6-chloro-2-cresol	Polar narcotic	View
128	4-cyclopentylphenol	Polar narcotic	View
129	2-(tert)-butylphenol	Polar narcotic	View
130	2-(tert)-butyl-4-methylphenol	Polar narcotic	View
131	5-pentylresorcinol	Polar narcotic	View
132	3-phenylphenol	Polar narcotic	View
133	4-phenylphenol	Polar narcotic	View
134	2,4-dibromophenol	Polar narcotic	View
135	2,4,6-trichlorophenol	Polar narcotic	View
136	2-hydroxy-4-methoxybenzophenone	Polar narcotic	View
137	3,5-dichlorosalicylaldehyde	Polar narcotic	View
138	3,5-dichlorophenol	Polar narcotic	View
139	3,5-di-(tert)-butylphenol	Polar narcotic	View
140	4-hexyloxyphenol	Polar narcotic	View
141	3,5-dibromosalicylaldehyde	Polar narcotic	View
142	3,4-dichlorophenol	Polar narcotic	View
143	4-bromo-2,6-dichlorophenol	Polar narcotic	View
144	2,6-di-(tert)-butyl-4-methylphenol	Polar narcotic	View
145	4-hexylresorcinol	Polar narcotic	View
146	4-chloro-2-isopropyl-5-methylphenol	Polar narcotic	View
147	2,4,6-tribromophenol	Polar narcotic	View
148	4-heptyloxyphenol	Polar narcotic	View
149	4-(tert)-octylphenol	Polar narcotic	View
150	2,4,5-trichlorophenol	Polar narcotic	View
151	3,5-diiodosalicylaldehyde	Polar narcotic	View
152	2,3,5-trichlorophenol	Polar narcotic	View
153	nonylphenol	Polar narcotic	View
154	2,4,6-trinitrophenol	Respiratory uncoupler	View
155	3,4-dinitrophenol	Respiratory uncoupler	View
156	2,3-dinitrophenol	Respiratory uncoupler	View
157	2,6-dinitrophenol	Respiratory uncoupler	View
158	2,6-dichloro-4-nitrophenol	Respiratory uncoupler	View
159	2,5-dinitrophenol	Respiratory uncoupler	View
160	2,4-dinitrophenol	Respiratory uncoupler	View
161	2,3,5,6-tetrafluorophenol	Respiratory uncoupler	View
162	2,6-dinitro-4-cresol	Respiratory uncoupler	View
163	2,6-dibromo-4-nitrophenol	Respiratory uncoupler	View
164	pentafluorophenol	Respiratory uncoupler	View
165	2,6-diiodo-4-nitrophenol	Respiratory uncoupler	View
166	4,6-dinitro-2-cresol	Respiratory uncoupler	View
167	2,4-dichloro-6-nitrophenol	Respiratory uncoupler	View
168	pentachlorophenol	Respiratory uncoupler	View
169	2,3,5,6-tetrachlorophenol	Respiratory uncoupler	View
170	3,4,5,6-tetrabromo-2-cresol	Respiratory uncoupler	View
171	pentabromophenol	Respiratory uncoupler	View
172	2,3,4,5-tetrachlorophenol	Respiratory uncoupler	View
173	4-acetamidophenol	Pro-electrophile	View
174	3-aminophenol	Pro-electrophile	View
175	4-aminophenol	Pro-electrophile	View
176	2,4-diaminophenol	Pro-electrophile	View
177	3-methylcatechol	Pro-electrophile	View
178	2-amino-4-(tert)-butylphenol	Pro-electrophile	View
179	4-methylcatechol	Pro-electrophile	View
180	1,2,4-trihydroxybenzene	Pro-electrophile	View
181	5-amino-2-methoxyphenol	Pro-electrophile	View
182	hydroquinone	Pro-electrophile	View
183	catechol	Pro-electrophile	View
184	5-chloro-2-hydroxyaniline	Pro-electrophile	View
185	1,2,3-trihydroxybenzene	Pro-electrophile	View
186	6-amino-2,4-dimethylphenol	Pro-electrophile	View
187	2-aminophenol	Pro-electrophile	View
188	4-chlorocatechol	Pro-electrophile	View
189	chlorohydroquinone	Pro-electrophile	View
190	4-amino-2-cresol	Pro-electrophile	View
191	trimethylhydroquinone	Pro-electrophile	View
192	2,3-dimethylhydroquinone	Pro-electrophile	View
193	4-amino-2,3-dimethylphenol	Pro-electrophile	View
194	bromohydroquinone	Pro-electrophile	View
195	methylhydroquinone	Pro-electrophile	View
196	phenylhydroquinone	Pro-electrophile	View
197	3,5-di-(tert)-butylcatechol	Pro-electrophile	View
198	methoxyhydroquinone	Pro-electrophile	View
199	3-hydroxy-4-nitrobenzaldehyde	Soft electrophile	View
200	5-hydroxy-2-nitrobenzaldehyde	Soft electrophile	View
201	2-amino-4-nitrophenol	Soft electrophile	View
202	3-nitrophenol	Soft electrophile	View
203	4-methyl-2-nitrophenol	Soft electrophile	View
204	4-hydroxy-3-nitrobenzaldehyde	Soft electrophile	View
205	4-nitrosophenol	Soft electrophile	View
206	2-nitroresorcinol	Soft electrophile	View
207	2-nitrophenol	Soft electrophile	View
208	4-methyl-3-nitrophenol	Soft electrophile	View
209	2-chloromethyl-4-nitrophenol	Soft electrophile	View
210	4-amino-2-nitrophenol	Soft electrophile	View
211	3-fluoro-4-nitrophenol	Soft electrophile	View
212	5-fluoro-2-nitrophenol	Soft electrophile	View
213	4-nitrocatechol	Soft electrophile	View
214	2-amino-4-chloro-5-nitrophenol	Soft electrophile	View
215	4-nitrophenol	Soft electrophile	View
216	2-chloro-4-nitrophenol	Soft electrophile	View
217	4-chloro-6-nitro-3-cresol	Soft electrophile	View
218	4-nitro-3-(trifluoromethyl)phenol	Soft electrophile	View
219	3-methyl-4-nitrophenol	Soft electrophile	View
220	4-chloro-2-nitrophenol	Soft electrophile	View

Bibliography

Schüürmann, G.; Aptula, A. O.; Kühne, R.; Ebert, R. U. Stepwise Discrimination between Four Modes of Toxic Action of Phenols in the Tetrahymena pyriformis Assay. Chem. Res. Toxicol. 2003, 16, 974–987. https://doi.org/10.1021/tx0340504
Schultz, T. W.; Sinks, G. D.; Cronin, M. T. D. Identification of Mechanisms of Toxic Action of Phenols to Tetrahymena pyriformis from Molecular Descriptors. In Quantitative Structure-Activity Relationships in Environmental Sciences; Chen, F.; Schüürmann, G., Eds.; SETAC Press; 1997.

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10967/12 - QDB Compounds

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Schüürmann, G.; Aptula, A.O.; Kühne, R.; Ebert, R.U. Stepwise Discrimination between Four Modes of Toxic Action of Phenols in the Tetrahymena pyriformis Assay. Chem. Res. Toxicol. 2003, 16, 8, 974–987.

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