PMC:7291971 / 52054-53441
Annnotations
LitCovid-PMC-OGER-BB
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T1057 | 56-88 | CHEBI:53233;CHEBI:53233 | denotes | 2-dimethyl-tetrahydro-2H-furo[3, |
T1058 | 89-90 | CHEBI:53233;CHEBI:53233 | denotes | - |
T1059 | 94-95 | CHEBI:53233;CHEBI:53233 | denotes | 1 |
T1060 | 95-97 | CHEBI:52029;CHEBI:52029 | denotes | ,3 |
T1061 | 97-98 | CHEBI:53233;CHEBI:53233 | denotes | ] |
T1062 | 98-104 | CHEBI:52029;CHEBI:52029 | denotes | dioxol |
T1063 | 104-110 | CHEBI:53233;CHEBI:53233 | denotes | -4-yl] |
T1064 | 110-116 | CHEBI:29309;CHEBI:29309 | denotes | methyl |
T1065 | 160-165 | CHEBI:53233;CHEBI:53233 | denotes | tert- |
T1066 | 165-183 | CHEBI:28714;CHEBI:28714 | denotes | butyldimethylsilyl |
T1067 | 183-184 | CHEBI:53233;CHEBI:53233 | denotes | ) |
T1068 | 184-187 | CHEBI:29354;CHEBI:29354 | denotes | oxy |
T1069 | 187-192 | CHEBI:53233;CHEBI:53233 | denotes | ]-5-{ |
T1070 | 193-199 | CHEBI:53233;CHEBI:53233 | denotes | (tert- |
T1071 | 199-217 | CHEBI:8502;CHEBI:8502 | denotes | butyldimethylsilyl |
T1072 | 217-218 | CHEBI:53233;CHEBI:53233 | denotes | ) |
T1073 | 218-221 | CHEBI:29354;CHEBI:29354 | denotes | oxy |
T1074 | 222-228 | CHEBI:29309;CHEBI:29309 | denotes | methyl |
T1075 | 229-235 | CHEBI:26911;CHEBI:26911 | denotes | oxolan |
T1076 | 235-241 | CHEBI:53233;CHEBI:53233 | denotes | -3-yl] |
T1077 | 241-244 | CHEBI:29354;CHEBI:29354 | denotes | oxy |
T1078 | 245-250 | CHEBI:37807;CHEBI:37807 | denotes | ethyl |
T1079 | 257-266 | CHEBI:17968;CHEBI:17968 | denotes | butanoate |
T1080 | 413-417 | CHEBI:32145;CHEBI:32145 | denotes | MeOH |
T1081 | 446-451 | CHEBI:30808;CHEBI:30808 | denotes | CDCl3 |
T1082 | 1044-1047 | CHEBI:36927;CHEBI:36927 | denotes | 13C |
T75110 | 56-88 | CHEBI:53233;CHEBI:53233 | denotes | 2-dimethyl-tetrahydro-2H-furo[3, |
T17943 | 89-90 | CHEBI:53233;CHEBI:53233 | denotes | - |
T24037 | 94-95 | CHEBI:53233;CHEBI:53233 | denotes | 1 |
T86603 | 95-97 | CHEBI:52029;CHEBI:52029 | denotes | ,3 |
T59348 | 97-98 | CHEBI:53233;CHEBI:53233 | denotes | ] |
T37288 | 98-104 | CHEBI:52029;CHEBI:52029 | denotes | dioxol |
T39000 | 104-110 | CHEBI:53233;CHEBI:53233 | denotes | -4-yl] |
T31856 | 110-116 | CHEBI:29309;CHEBI:29309 | denotes | methyl |
T47118 | 160-165 | CHEBI:53233;CHEBI:53233 | denotes | tert- |
T15383 | 165-183 | CHEBI:28714;CHEBI:28714 | denotes | butyldimethylsilyl |
T47564 | 183-184 | CHEBI:53233;CHEBI:53233 | denotes | ) |
T29123 | 184-187 | CHEBI:29354;CHEBI:29354 | denotes | oxy |
T88497 | 187-192 | CHEBI:53233;CHEBI:53233 | denotes | ]-5-{ |
T48709 | 193-199 | CHEBI:53233;CHEBI:53233 | denotes | (tert- |
T67159 | 199-217 | CHEBI:8502;CHEBI:8502 | denotes | butyldimethylsilyl |
T41322 | 217-218 | CHEBI:53233;CHEBI:53233 | denotes | ) |
T77050 | 218-221 | CHEBI:29354;CHEBI:29354 | denotes | oxy |
T15677 | 222-228 | CHEBI:29309;CHEBI:29309 | denotes | methyl |
T31769 | 229-235 | CHEBI:26911;CHEBI:26911 | denotes | oxolan |
T33192 | 235-241 | CHEBI:53233;CHEBI:53233 | denotes | -3-yl] |
T11035 | 241-244 | CHEBI:29354;CHEBI:29354 | denotes | oxy |
T21898 | 245-250 | CHEBI:37807;CHEBI:37807 | denotes | ethyl |
T71397 | 257-266 | CHEBI:17968;CHEBI:17968 | denotes | butanoate |
T12961 | 413-417 | CHEBI:32145;CHEBI:32145 | denotes | MeOH |
T70489 | 446-451 | CHEBI:30808;CHEBI:30808 | denotes | CDCl3 |
T84309 | 1044-1047 | CHEBI:36927;CHEBI:36927 | denotes | 13C |
LitCovid-PubTator
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
909 | 332-354 | Chemical | denotes | methyl-4-bromobutyrate |
910 | 413-417 | Chemical | denotes | MeOH |
911 | 418-421 | Chemical | denotes | DCM |
912 | 1338-1352 | Chemical | denotes | C42H70N11O9Si2 |
913 | 1311-1315 | Disease | denotes | HRMS |
LitCovid-PD-CLO
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T333 | 389-390 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T334 | 1354-1357 | http://purl.obolibrary.org/obo/CLO_0007706 | denotes | M+H |
LitCovid-PD-CHEBI
Id | Subject | Object | Predicate | Lexical cue | chebi_id |
---|---|---|---|---|---|
T53 | 31-52 | Chemical | denotes | 6-amino-9H-purin-9-yl | http://purl.obolibrary.org/obo/CHEBI_30756 |
T18926 | 33-38 | Chemical | denotes | amino | http://purl.obolibrary.org/obo/CHEBI_46882 |
T85668 | 58-66 | Chemical | denotes | dimethyl | http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266 |
T94799 | 110-116 | Chemical | denotes | methyl | http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309 |
T45895 | 133-154 | Chemical | denotes | 6-amino-9H-purin-9-yl | http://purl.obolibrary.org/obo/CHEBI_30756 |
T47614 | 135-140 | Chemical | denotes | amino | http://purl.obolibrary.org/obo/CHEBI_46882 |
T61 | 184-187 | Chemical | denotes | oxy | http://purl.obolibrary.org/obo/CHEBI_29354 |
T3622 | 218-221 | Chemical | denotes | oxy | http://purl.obolibrary.org/obo/CHEBI_29354 |
T97877 | 222-228 | Chemical | denotes | methyl | http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309 |
T40837 | 241-244 | Chemical | denotes | oxy | http://purl.obolibrary.org/obo/CHEBI_29354 |
T48012 | 245-250 | Chemical | denotes | ethyl | http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801 |
T30820 | 251-256 | Chemical | denotes | amino | http://purl.obolibrary.org/obo/CHEBI_46882 |
T18158 | 257-266 | Chemical | denotes | butanoate | http://purl.obolibrary.org/obo/CHEBI_17968 |
T72997 | 332-338 | Chemical | denotes | methyl | http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309 |
T73357 | 404-406 | Chemical | denotes | Rf | http://purl.obolibrary.org/obo/CHEBI_33346 |
T73 | 413-417 | Chemical | denotes | MeOH | http://purl.obolibrary.org/obo/CHEBI_17790 |
T61099 | 418-421 | Chemical | denotes | DCM | http://purl.obolibrary.org/obo/CHEBI_15767 |
T38107 | 429-431 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T76 | 446-451 | Chemical | denotes | CDCl3 | http://purl.obolibrary.org/obo/CHEBI_85365 |
T45520 | 464-466 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T14016 | 478-480 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T17378 | 492-494 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T66161 | 506-508 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T52308 | 532-534 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T33388 | 585-587 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T83 | 624-626 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T95802 | 650-652 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T79068 | 708-710 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T46465 | 748-750 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T71575 | 788-790 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T41446 | 847-849 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T33129 | 906-908 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T78609 | 1062-1067 | Chemical | denotes | CDCl3 | http://purl.obolibrary.org/obo/CHEBI_85365 |
LitCovid-PD-HP
Id | Subject | Object | Predicate | Lexical cue | hp_id |
---|---|---|---|---|---|
T21 | 418-421 | Phenotype | denotes | DCM | http://purl.obolibrary.org/obo/HP_0001644 |
LitCovid-sentences
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T372 | 0-271 | Sentence | denotes | 4.1.16 Methyl 4-({[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-3-yl]oxy}ethyl)amino)butanoate (25) |
T373 | 272-403 | Sentence | denotes | Following method D with 20 (600 mg, 0.73 mmol, 1.00 eq) and methyl-4-bromobutyrate, 25 (390 mg, 58%) was obtained as a white solid. |
T374 | 404-428 | Sentence | denotes | Rf 0.34 (MeOH/DCM 5:95). |
T375 | 429-1043 | Sentence | denotes | 1H NMR (600 MHz, CDCl3) δ 8.32 (s, 1H), 8.31 (s, 1H), 8.17 (s, 1H), 7.90 (s, 1H), 6.11 (d, J = 3.6 Hz, 1H), 6.02 (m, 5H), 5.45 (dd, J = 6.5 Hz, J = 2.2 Hz, 1H), 4.91 (dd, J = 6.6 Hz, J = 3.3 Hz, 1H), 4.51 (t, J = 5.3 Hz, 1H), 4.32–4.23 (m, 2H), 4.08 (dt, J = 6.1 Hz, J = 3.2 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.6 Hz, 1H), 3.76 (dd, J = 11.5 Hz, J = 2.8 Hz, 1H), 3.71–3.60 (m, 5H), 2.77 (dd, J = 13.5 Hz, J = 6.9 Hz, 1H), 2.74–2.69 (m, 2H), 2.64 (dd, J = 13.5 Hz, J = 6.8 Hz, 1H), 2.51–2.44 (m, 2H), 2.32–2.18 (m, 2H), 1.69–1.61 (m, 2H), 1.58 (s, 3H), 1.37 (s, 3H), 0.92 (s, 9H), 0.90 (s, 9H), 0.13–0.04 (m, 12H). |
T376 | 1044-1310 | Sentence | denotes | 13C NMR (150 MHz, CDCl3) δ 174.0, 155.7, 155.6, 153.2, 153.1, 149.7, 149.4, 140.1, 139.5, 120.5, 120.3, 114.4, 91.1, 87.2, 85.7, 84.8, 83.9, 83.3, 82.5, 69.8, 69.3, 61.9, 56.7, 54.3, 53.7, 51.6, 31.5, 27.2, 26.1, 25.8, 25.5, 22.6, 18.6, 18.2, −4.4, −4.6, −5.2, −5.2. |
T377 | 1311-1360 | Sentence | denotes | HRMS (ESI+): m/z calcd for C42H70N11O9Si2 [M+H]+: |
T378 | 1361-1377 | Sentence | denotes | 928.4897, found: |
T379 | 1378-1387 | Sentence | denotes | 928.4900. |