
PMC:7128678 / 6531-8021
Annnotations
LitCovid-PubTator
Id | Subject | Object | Predicate | Lexical cue | tao:has_database_id |
---|---|---|---|---|---|
176 | 55-61 | Chemical | denotes | CLQ-OH | |
177 | 65-70 | Chemical | denotes | water | MESH:D014867 |
193 | 933-944 | Chemical | denotes | chloroquine | MESH:D002738 |
194 | 955-973 | Chemical | denotes | hydroxychloroquine | MESH:D006886 |
195 | 975-981 | Chemical | denotes | CLQ-OH | |
196 | 997-1003 | Chemical | denotes | CLQ-OH | |
197 | 1009-1015 | Chemical | denotes | CLQ-OH | |
198 | 1040-1046 | Chemical | denotes | CLQ-OH | |
199 | 1050-1055 | Chemical | denotes | water | MESH:D014867 |
200 | 1108-1113 | Chemical | denotes | water | MESH:D014867 |
201 | 1133-1134 | Chemical | denotes | c | MESH:D002244 |
202 | 1184-1190 | Chemical | denotes | carbon | MESH:D002244 |
203 | 1199-1207 | Chemical | denotes | nitrogen | MESH:D009584 |
204 | 1215-1221 | Chemical | denotes | oxygen | MESH:D010100 |
205 | 1228-1236 | Chemical | denotes | hydrogen | MESH:D006859 |
206 | 1266-1274 | Chemical | denotes | chlorine | MESH:D002713 |
207 | 1291-1297 | Chemical | denotes | CLQ-OH | |
217 | 106-112 | Chemical | denotes | CLQ-OH | |
218 | 234-240 | Chemical | denotes | CLQ-OH | |
219 | 303-308 | Chemical | denotes | water | MESH:D014867 |
220 | 348-354 | Chemical | denotes | CLQ-OH | |
221 | 508-513 | Chemical | denotes | water | MESH:D014867 |
222 | 631-636 | Chemical | denotes | water | MESH:D014867 |
223 | 657-663 | Chemical | denotes | CLQ-OH | |
224 | 772-778 | Chemical | denotes | CLQ-OH | |
225 | 831-836 | Chemical | denotes | water | MESH:D014867 |
230 | 1330-1335 | Chemical | denotes | water | MESH:D014867 |
231 | 1372-1378 | Chemical | denotes | CLQ-OH | |
232 | 1460-1472 | Chemical | denotes | sialic acids | MESH:D012794 |
233 | 1477-1489 | Chemical | denotes | gangliosides | MESH:D005732 |
LitCovid-PMC-OGER-BB
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T146 | 65-70 | CHEBI:15377;CHEBI:15377 | denotes | water |
T147 | 176-185 | CHEBI:36357;CHEBI:36357 | denotes | molecules |
T148 | 216-224 | CHEBI:29191;CHEBI:29191 | denotes | hydroxyl |
T149 | 225-230 | CHEBI:24433;CHEBI:24433 | denotes | group |
T150 | 247-249 | CHEBI:46882;CHEBI:46882 | denotes | OH |
T151 | 250-255 | CHEBI:24433;CHEBI:24433 | denotes | group |
T152 | 303-308 | CHEBI:15377;CHEBI:15377 | denotes | water |
T153 | 342-346 | CHEBI:23888;CHEBI:23888 | denotes | drug |
T154 | 508-513 | CHEBI:15377;CHEBI:15377 | denotes | water |
T155 | 514-523 | CHEBI:36357;CHEBI:36357 | denotes | molecules |
T156 | 631-636 | CHEBI:15377;CHEBI:15377 | denotes | water |
T157 | 637-646 | CHEBI:36357;CHEBI:36357 | denotes | molecules |
T158 | 831-836 | CHEBI:15377;CHEBI:15377 | denotes | water |
T159 | 837-846 | CHEBI:36357;CHEBI:36357 | denotes | molecules |
T160 | 933-944 | CHEBI:3638;DG_10;CHEBI:3638 | denotes | chloroquine |
T161 | 955-973 | CHEBI:5801;DG_20;CHEBI:5801 | denotes | hydroxychloroquine |
T162 | 1050-1055 | CHEBI:15377;CHEBI:15377 | denotes | water |
T163 | 1108-1113 | CHEBI:15377;CHEBI:15377 | denotes | water |
T164 | 1119-1128 | CHEBI:36357;CHEBI:36357 | denotes | molecules |
T165 | 1266-1274 | CHEBI:33910;CHEBI:33910 | denotes | chlorine |
T166 | 1275-1279 | CHEBI:33250;CHEBI:33250 | denotes | atom |
T174 | 1330-1335 | CHEBI:15377;CHEBI:15377 | denotes | water |
T175 | 1449-1454 | CHEBI:23888;CHEBI:23888 | denotes | drugs |
T176 | 1460-1472 | CHEBI:26667;CHEBI:26667 | denotes | sialic acids |
T177 | 1477-1489 | CHEBI:30563;CHEBI:30563 | denotes | gangliosides |
LitCovid-PD-FMA-UBERON
Id | Subject | Object | Predicate | Lexical cue | fma_id |
---|---|---|---|---|---|
T37 | 495-497 | Body_part | denotes | Å2 | http://purl.org/sig/ont/fma/fma66595 |
T38 | 1477-1489 | Body_part | denotes | gangliosides | http://purl.org/sig/ont/fma/fma82816 |
LitCovid-PD-UBERON
Id | Subject | Object | Predicate | Lexical cue | uberon_id |
---|---|---|---|---|---|
T3 | 1158-1162 | Body_part | denotes | tube | http://purl.obolibrary.org/obo/UBERON_0000025 |
LitCovid-PD-CLO
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T39 | 134-135 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T40 | 136-137 | http://purl.obolibrary.org/obo/CLO_0001021 | denotes | b |
T41 | 205-206 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T42 | 256-259 | http://purl.obolibrary.org/obo/CLO_0051582 | denotes | has |
T43 | 260-261 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T44 | 365-366 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T45 | 472-473 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T46 | 495-497 | http://purl.obolibrary.org/obo/CLO_0001562 | denotes | Å2 |
T47 | 495-497 | http://purl.obolibrary.org/obo/CLO_0001563 | denotes | Å2 |
T48 | 985-986 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T49 | 994-995 | http://purl.obolibrary.org/obo/CLO_0001021 | denotes | b |
T50 | 1158-1162 | http://purl.obolibrary.org/obo/UBERON_0000025 | denotes | tube |
LitCovid-PD-CHEBI
Id | Subject | Object | Predicate | Lexical cue | chebi_id |
---|---|---|---|---|---|
T89 | 65-70 | Chemical | denotes | water | http://purl.obolibrary.org/obo/CHEBI_15377 |
T90 | 176-185 | Chemical | denotes | molecules | http://purl.obolibrary.org/obo/CHEBI_25367 |
T91 | 216-230 | Chemical | denotes | hydroxyl group | http://purl.obolibrary.org/obo/CHEBI_43176 |
T92 | 216-224 | Chemical | denotes | hydroxyl | http://purl.obolibrary.org/obo/CHEBI_29191 |
T93 | 225-230 | Chemical | denotes | group | http://purl.obolibrary.org/obo/CHEBI_24433 |
T94 | 250-255 | Chemical | denotes | group | http://purl.obolibrary.org/obo/CHEBI_24433 |
T95 | 303-308 | Chemical | denotes | water | http://purl.obolibrary.org/obo/CHEBI_15377 |
T96 | 342-346 | Chemical | denotes | drug | http://purl.obolibrary.org/obo/CHEBI_23888 |
T97 | 508-513 | Chemical | denotes | water | http://purl.obolibrary.org/obo/CHEBI_15377 |
T98 | 514-523 | Chemical | denotes | molecules | http://purl.obolibrary.org/obo/CHEBI_25367 |
T99 | 631-636 | Chemical | denotes | water | http://purl.obolibrary.org/obo/CHEBI_15377 |
T100 | 637-646 | Chemical | denotes | molecules | http://purl.obolibrary.org/obo/CHEBI_25367 |
T101 | 831-836 | Chemical | denotes | water | http://purl.obolibrary.org/obo/CHEBI_15377 |
T102 | 837-846 | Chemical | denotes | molecules | http://purl.obolibrary.org/obo/CHEBI_25367 |
T103 | 933-944 | Chemical | denotes | chloroquine | http://purl.obolibrary.org/obo/CHEBI_3638 |
T104 | 955-973 | Chemical | denotes | hydroxychloroquine | http://purl.obolibrary.org/obo/CHEBI_5801 |
T105 | 1050-1055 | Chemical | denotes | water | http://purl.obolibrary.org/obo/CHEBI_15377 |
T106 | 1108-1113 | Chemical | denotes | water | http://purl.obolibrary.org/obo/CHEBI_15377 |
T107 | 1119-1128 | Chemical | denotes | molecules | http://purl.obolibrary.org/obo/CHEBI_25367 |
T108 | 1184-1190 | Chemical | denotes | carbon | http://purl.obolibrary.org/obo/CHEBI_27594|http://purl.obolibrary.org/obo/CHEBI_33415 |
T110 | 1199-1207 | Chemical | denotes | nitrogen | http://purl.obolibrary.org/obo/CHEBI_25555 |
T111 | 1215-1221 | Chemical | denotes | oxygen | http://purl.obolibrary.org/obo/CHEBI_25805 |
T112 | 1228-1236 | Chemical | denotes | hydrogen | http://purl.obolibrary.org/obo/CHEBI_49637 |
T113 | 1266-1279 | Chemical | denotes | chlorine atom | http://purl.obolibrary.org/obo/CHEBI_23116 |
T114 | 1266-1274 | Chemical | denotes | chlorine | http://purl.obolibrary.org/obo/CHEBI_29310 |
T115 | 1275-1279 | Chemical | denotes | atom | http://purl.obolibrary.org/obo/CHEBI_33250 |
T116 | 1330-1335 | Chemical | denotes | water | http://purl.obolibrary.org/obo/CHEBI_15377 |
T117 | 1449-1454 | Chemical | denotes | drugs | http://purl.obolibrary.org/obo/CHEBI_23888 |
T118 | 1460-1472 | Chemical | denotes | sialic acids | http://purl.obolibrary.org/obo/CHEBI_26667 |
T119 | 1467-1472 | Chemical | denotes | acids | http://purl.obolibrary.org/obo/CHEBI_37527 |
T120 | 1477-1489 | Chemical | denotes | gangliosides | http://purl.obolibrary.org/obo/CHEBI_28892 |
LitCovid-sentences
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T50 | 0-70 | Sentence | denotes | 3.1 Structural and conformational analysis of CLQ and CLQ-OH in water |
T51 | 71-139 | Sentence | denotes | The chemical structures of CLQ and CLQ-OH are shown in Fig. 1 (a,b). |
T52 | 140-241 | Sentence | denotes | The only difference between the two molecules is the presence of a terminal hydroxyl group in CLQ-OH. |
T53 | 242-347 | Sentence | denotes | This OH group has a marked influence on the conformation and water-solubilization properties of the drug. |
T54 | 348-454 | Sentence | denotes | CLQ-OH may adopt a wide range of conformations, the most stable being the extended one shown in Fig. 1(c). |
T55 | 455-674 | Sentence | denotes | When immersed in a periodic box of 31.5 Å2 with 1042 water molecules, the system reached, at equilibrium, an estimated energy of interaction of -92 kJ.mol−1, accounting for 56 water molecules solvating CLQ-OH Fig. 1(d). |
T56 | 675-789 | Sentence | denotes | In contrast, due to an intramolecular hydrophobic effect, CLQ appeared to be more condensed than CLQ-OH Fig. 1(e). |
T57 | 790-903 | Sentence | denotes | At equilibrium, CLQ was surrounded by 58 water molecules with an energy of interaction of -79 kJ.mol−1 Fig. 1(f). |
T58 | 904-1114 | Sentence | denotes | Fig. 1 Chemical structure of chloroquine (CLQ) and hydroxychloroquine (CLQ-OH). (a) CLQ. (b) CLQ-OH. (c) CLQ-OH extended conformer. (d) CLQ-OH in water. (e) Typical condensed conformer of CLQ. (f) CLQ in water. |
T59 | 1115-1245 | Sentence | denotes | The molecules in (c–f) are shown in either tube or sphere rendering (carbon, green; nitrogen, blue; oxygen, red; hydrogen, white). |
T60 | 1246-1323 | Sentence | denotes | In (c) and (e), the chlorine atom of CLQ and CLQ-OH is indicated by an arrow. |
T61 | 1324-1490 | Sentence | denotes | These water-compatible conformations of CLQ and CLQ-OH were used as initial conditions for studying the interaction of these drugs with sialic acids and gangliosides. |