PMC:7291971 / 42171-44173 JSONTXT

{"target":"http://pubannotation.org/docs/sourcedb/PMC/sourceid/7291971","sourcedb":"PMC","sourceid":"7291971","source_url":"https://www.ncbi.nlm.nih.gov/pmc/7291971","text":"4.1.9 Methyl (2S)-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)-2-{bis[(tert-butoxy)carbonyl]amino}butanoate (22)\nTo a solution of 20 (250 mg, 0.30 mmol, 1.00 eq) in anhydrous DCM (9 mL) was added aldehyde 21 (120 mg, 0.36 mmol, 1.20 eq) in anhydrous DCM (9 mL) and acetic acid (20 μL, 0.36 mmol, 1.20 eq). After stirring for 20 min at room temperature under argon, sodium triacetoxyborohydride (96 mg, 0.45 mmol, 1.5 eq) was added. After stirring for 2.5 h, the reaction mixture was diluted with DCM (30 mL) and washed with saturated aqueous NaHCO3 (30 mL). The aqueous layer was extracted with DCM (3 × 30 mL) and the combined organic extracts were washed with brine, dried over Na2SO4 and concentrated under vacuum. The residue was purified by flash column chromatography (silica gel, linear gradient 0–8% MeOH in DCM) to give 22 (321 mg, 93%) as a white solid. Rf 0.71 (MeOH/DCM 5:95). 1H NMR (600 MHz, CDCl3) δ 8.33 (s, 1H), 8.30 (s, 1H), 8.17 (s, 1H), 7.93 (s, 1H), 6.09 (d, J = 3.3 Hz, 1H), 6.01 (d, J = 2.4 Hz, 1H), 5.97 (m, 4H), 5.42 (dd, J = 6.5 Hz, J = 2.4 Hz, 1H), 4.93–4.86 (m, 2H), 4.54–4.49 (m, 1H), 4.33 (td, J = 6.8 Hz, J = 3.3 Hz, 1H), 4.29–4.24 (m, 1H), 4.08 (dt, J = 6.2 Hz, J = 3.2 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.7 Hz, 1H), 3.78–3.63 (m, 6H), 2.84–2.74 (m, 3H), 2.71–2.51 (m, 3H), 2.33–2.23 (m, 1H), 1.91–1.82 (m, 1H), 1.58 (s, 3H), 1.46 (s, 18H), 1.36 (s, 3H), 0.91 (s, 9H), 0.90 (s, 9H), 0.10–0.05 (m, 12H). 13C NMR (125 MHz, CDCl3) δ 171.6, 155.8, 155.7, 153.3, 153.2, 152.3, 149.7, 149.5, 140.1, 139.8, 120.5, 120.4, 114.5, 91.1, 87.4, 85.45, 84.8, 84.1, 83.3, 83.3, 82.5, 69.9, 69.1, 61.9, 56.3, 56.3, 53.7, 52.4, 52.1, 28.1, 28.1, 27.3, 26.2, 26.0, 25.6, 18.7, 18.3, −4.3, −4.6, −5.2, −5.2. HRMS (ESI+): m/z calcd for C52H87N12O13Si2 [M+H]+: 1143.6049, found: 1143.6043.","divisions":[{"label":"label","span":{"begin":0,"end":5}},{"label":"title","span":{"begin":7,"end":311}}],"tracks":[{"project":"LitCovid-PMC-OGER-BB","denotations":[{"id":"T866","span":{"begin":57,"end":58},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T867","span":{"begin":58,"end":62},"obj":"CHEBI:52029;CHEBI:52029"},{"id":"T868","span":{"begin":62,"end":71},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T869","span":{"begin":71,"end":81},"obj":"CHEBI:52029;CHEBI:52029"},{"id":"T870","span":{"begin":81,"end":84},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T871","span":{"begin":98,"end":101},"obj":"CHEBI:52029;CHEBI:52029"},{"id":"T872","span":{"begin":101,"end":102},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T873","span":{"begin":102,"end":108},"obj":"CHEBI:52029;CHEBI:52029"},{"id":"T874","span":{"begin":108,"end":113},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T875","span":{"begin":160,"end":169},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T876","span":{"begin":169,"end":187},"obj":"CHEBI:28714;CHEBI:28714"},{"id":"T877","span":{"begin":187,"end":188},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T878","span":{"begin":188,"end":191},"obj":"CHEBI:29354;CHEBI:29354"},{"id":"T879","span":{"begin":191,"end":203},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T880","span":{"begin":203,"end":221},"obj":"CHEBI:28714;CHEBI:28714"},{"id":"T881","span":{"begin":221,"end":222},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T882","span":{"begin":222,"end":225},"obj":"CHEBI:29354;CHEBI:29354"},{"id":"T883","span":{"begin":225,"end":226},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T884","span":{"begin":226,"end":232},"obj":"CHEBI:29309;CHEBI:29309"},{"id":"T885","span":{"begin":232,"end":233},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T886","span":{"begin":233,"end":239},"obj":"CHEBI:26911;CHEBI:26911"},{"id":"T887","span":{"begin":239,"end":244},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T888","span":{"begin":245,"end":248},"obj":"CHEBI:29354;CHEBI:29354"},{"id":"T889","span":{"begin":249,"end":254},"obj":"CHEBI:37807;CHEBI:37807"},{"id":"T890","span":{"begin":255,"end":260},"obj":"CHEBI:46882;CHEBI:46882"},{"id":"T891","span":{"begin":275,"end":281},"obj":"CHEBI:75508;CHEBI:75508"},{"id":"T892","span":{"begin":282,"end":290},"obj":"CHEBI:23019;CHEBI:23019"},{"id":"T893","span":{"begin":291,"end":296},"obj":"CHEBI:46882;CHEBI:46882"},{"id":"T894","span":{"begin":297,"end":306},"obj":"CHEBI:17968;CHEBI:17968"},{"id":"T895","span":{"begin":317,"end":325},"obj":"CHEBI:75958;CHEBI:75958"},{"id":"T896","span":{"begin":395,"end":403},"obj":"CHEBI:17478;CHEBI:17478"},{"id":"T897","span":{"begin":464,"end":475},"obj":"CHEBI:15366;CHEBI:15366"},{"id":"T898","span":{"begin":564,"end":570},"obj":"CHEBI:35607;CHEBI:35607"},{"id":"T899","span":{"begin":571,"end":592},"obj":"CHEBI:28621;CHEBI:28621"},{"id":"T900","span":{"begin":670,"end":677},"obj":"CHEBI:60004;CHEBI:60004"},{"id":"T901","span":{"begin":733,"end":740},"obj":"CHEBI:15377;CHEBI:15377"},{"id":"T902","span":{"begin":741,"end":747},"obj":"CHEBI:32139;CHEBI:32139"},{"id":"T903","span":{"begin":761,"end":768},"obj":"CHEBI:15377;CHEBI:15377"},{"id":"T904","span":{"begin":879,"end":885},"obj":"CHEBI:34683;CHEBI:34683"},{"id":"T905","span":{"begin":974,"end":980},"obj":"CHEBI:30563;CHEBI:30563"},{"id":"T906","span":{"begin":1007,"end":1011},"obj":"CHEBI:32145;CHEBI:32145"},{"id":"T907","span":{"begin":1072,"end":1076},"obj":"CHEBI:32145;CHEBI:32145"},{"id":"T908","span":{"begin":1105,"end":1110},"obj":"CHEBI:30808;CHEBI:30808"},{"id":"T909","span":{"begin":1636,"end":1639},"obj":"CHEBI:36927;CHEBI:36927"},{"id":"T28859","span":{"begin":57,"end":58},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T41785","span":{"begin":58,"end":62},"obj":"CHEBI:52029;CHEBI:52029"},{"id":"T97314","span":{"begin":62,"end":71},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T32713","span":{"begin":71,"end":81},"obj":"CHEBI:52029;CHEBI:52029"},{"id":"T98800","span":{"begin":81,"end":84},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T70619","span":{"begin":98,"end":101},"obj":"CHEBI:52029;CHEBI:52029"},{"id":"T56184","span":{"begin":101,"end":102},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T16818","span":{"begin":102,"end":108},"obj":"CHEBI:52029;CHEBI:52029"},{"id":"T71070","span":{"begin":108,"end":113},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T17264","span":{"begin":160,"end":169},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T92170","span":{"begin":169,"end":187},"obj":"CHEBI:28714;CHEBI:28714"},{"id":"T11160","span":{"begin":187,"end":188},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T1841","span":{"begin":188,"end":191},"obj":"CHEBI:29354;CHEBI:29354"},{"id":"T29745","span":{"begin":191,"end":203},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T95154","span":{"begin":203,"end":221},"obj":"CHEBI:28714;CHEBI:28714"},{"id":"T61817","span":{"begin":221,"end":222},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T88971","span":{"begin":222,"end":225},"obj":"CHEBI:29354;CHEBI:29354"},{"id":"T34714","span":{"begin":225,"end":226},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T89053","span":{"begin":226,"end":232},"obj":"CHEBI:29309;CHEBI:29309"},{"id":"T20420","span":{"begin":232,"end":233},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T79823","span":{"begin":233,"end":239},"obj":"CHEBI:26911;CHEBI:26911"},{"id":"T49653","span":{"begin":239,"end":244},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T84503","span":{"begin":245,"end":248},"obj":"CHEBI:29354;CHEBI:29354"},{"id":"T87203","span":{"begin":249,"end":254},"obj":"CHEBI:37807;CHEBI:37807"},{"id":"T18939","span":{"begin":255,"end":260},"obj":"CHEBI:46882;CHEBI:46882"},{"id":"T75533","span":{"begin":275,"end":281},"obj":"CHEBI:75508;CHEBI:75508"},{"id":"T37718","span":{"begin":282,"end":290},"obj":"CHEBI:23019;CHEBI:23019"},{"id":"T50416","span":{"begin":291,"end":296},"obj":"CHEBI:46882;CHEBI:46882"},{"id":"T88272","span":{"begin":297,"end":306},"obj":"CHEBI:17968;CHEBI:17968"},{"id":"T18742","span":{"begin":317,"end":325},"obj":"CHEBI:75958;CHEBI:75958"},{"id":"T4622","span":{"begin":395,"end":403},"obj":"CHEBI:17478;CHEBI:17478"},{"id":"T82195","span":{"begin":464,"end":475},"obj":"CHEBI:15366;CHEBI:15366"},{"id":"T9375","span":{"begin":564,"end":570},"obj":"CHEBI:35607;CHEBI:35607"},{"id":"T8158","span":{"begin":571,"end":592},"obj":"CHEBI:28621;CHEBI:28621"},{"id":"T27845","span":{"begin":670,"end":677},"obj":"CHEBI:60004;CHEBI:60004"},{"id":"T73639","span":{"begin":733,"end":740},"obj":"CHEBI:15377;CHEBI:15377"},{"id":"T71101","span":{"begin":741,"end":747},"obj":"CHEBI:32139;CHEBI:32139"},{"id":"T96786","span":{"begin":761,"end":768},"obj":"CHEBI:15377;CHEBI:15377"},{"id":"T30010","span":{"begin":879,"end":885},"obj":"CHEBI:34683;CHEBI:34683"},{"id":"T67189","span":{"begin":974,"end":980},"obj":"CHEBI:30563;CHEBI:30563"},{"id":"T22030","span":{"begin":1007,"end":1011},"obj":"CHEBI:32145;CHEBI:32145"},{"id":"T49057","span":{"begin":1072,"end":1076},"obj":"CHEBI:32145;CHEBI:32145"},{"id":"T81566","span":{"begin":1105,"end":1110},"obj":"CHEBI:30808;CHEBI:30808"},{"id":"T29671","span":{"begin":1636,"end":1639},"obj":"CHEBI:36927;CHEBI:36927"}],"attributes":[{"subj":"T866","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T867","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T868","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T869","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T870","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T871","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T872","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T873","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T874","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T875","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T876","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T877","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T878","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T879","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T880","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T881","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T882","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T883","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T884","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T885","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T886","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T887","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T888","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T889","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T890","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T891","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T892","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T893","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T894","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T895","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T896","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T897","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T898","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T899","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T900","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T901","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T902","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T903","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T904","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T905","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T906","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T907","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T908","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T909","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T28859","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T41785","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T97314","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T32713","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T98800","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T70619","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T56184","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T16818","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T71070","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T17264","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T92170","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T11160","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T1841","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T29745","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T95154","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T61817","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T88971","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T34714","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T89053","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T20420","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T79823","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T49653","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T84503","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T87203","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T18939","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T75533","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T37718","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T50416","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T88272","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T18742","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T4622","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T82195","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T9375","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T8158","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T27845","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T73639","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T71101","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T96786","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T30010","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T67189","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T22030","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T49057","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T81566","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T29671","pred":"source","obj":"LitCovid-PMC-OGER-BB"}]},{"project":"LitCovid-PubTator","denotations":[{"id":"759","span":{"begin":374,"end":377},"obj":"Chemical"},{"id":"760","span":{"begin":395,"end":403},"obj":"Chemical"},{"id":"761","span":{"begin":449,"end":452},"obj":"Chemical"},{"id":"762","span":{"begin":464,"end":475},"obj":"Chemical"},{"id":"763","span":{"begin":557,"end":562},"obj":"Chemical"},{"id":"764","span":{"begin":564,"end":592},"obj":"Chemical"},{"id":"765","span":{"begin":616,"end":618},"obj":"Chemical"},{"id":"766","span":{"begin":695,"end":698},"obj":"Chemical"},{"id":"767","span":{"begin":741,"end":747},"obj":"Chemical"},{"id":"768","span":{"begin":794,"end":797},"obj":"Chemical"},{"id":"769","span":{"begin":861,"end":866},"obj":"Chemical"},{"id":"770","span":{"begin":879,"end":885},"obj":"Chemical"},{"id":"771","span":{"begin":974,"end":984},"obj":"Chemical"},{"id":"772","span":{"begin":1007,"end":1011},"obj":"Chemical"},{"id":"773","span":{"begin":1015,"end":1018},"obj":"Chemical"},{"id":"774","span":{"begin":1072,"end":1076},"obj":"Chemical"},{"id":"775","span":{"begin":1077,"end":1080},"obj":"Chemical"},{"id":"776","span":{"begin":1950,"end":1965},"obj":"Chemical"},{"id":"777","span":{"begin":1923,"end":1927},"obj":"Disease"}],"attributes":[{"id":"A760","pred":"tao:has_database_id","subj":"760","obj":"MESH:D000447"},{"id":"A762","pred":"tao:has_database_id","subj":"762","obj":"MESH:D019342"},{"id":"A763","pred":"tao:has_database_id","subj":"763","obj":"MESH:D001128"},{"id":"A767","pred":"tao:has_database_id","subj":"767","obj":"MESH:D017693"},{"id":"A769","pred":"tao:has_database_id","subj":"769","obj":"MESH:C017082"},{"id":"A771","pred":"tao:has_database_id","subj":"771","obj":"MESH:D058428"},{"subj":"759","pred":"source","obj":"LitCovid-PubTator"},{"subj":"760","pred":"source","obj":"LitCovid-PubTator"},{"subj":"761","pred":"source","obj":"LitCovid-PubTator"},{"subj":"762","pred":"source","obj":"LitCovid-PubTator"},{"subj":"763","pred":"source","obj":"LitCovid-PubTator"},{"subj":"764","pred":"source","obj":"LitCovid-PubTator"},{"subj":"765","pred":"source","obj":"LitCovid-PubTator"},{"subj":"766","pred":"source","obj":"LitCovid-PubTator"},{"subj":"767","pred":"source","obj":"LitCovid-PubTator"},{"subj":"768","pred":"source","obj":"LitCovid-PubTator"},{"subj":"769","pred":"source","obj":"LitCovid-PubTator"},{"subj":"770","pred":"source","obj":"LitCovid-PubTator"},{"subj":"771","pred":"source","obj":"LitCovid-PubTator"},{"subj":"772","pred":"source","obj":"LitCovid-PubTator"},{"subj":"773","pred":"source","obj":"LitCovid-PubTator"},{"subj":"774","pred":"source","obj":"LitCovid-PubTator"},{"subj":"775","pred":"source","obj":"LitCovid-PubTator"},{"subj":"776","pred":"source","obj":"LitCovid-PubTator"},{"subj":"777","pred":"source","obj":"LitCovid-PubTator"}],"namespaces":[{"prefix":"Tax","uri":"https://www.ncbi.nlm.nih.gov/taxonomy/"},{"prefix":"MESH","uri":"https://id.nlm.nih.gov/mesh/"},{"prefix":"Gene","uri":"https://www.ncbi.nlm.nih.gov/gene/"},{"prefix":"CVCL","uri":"https://web.expasy.org/cellosaurus/CVCL_"}]},{"project":"LitCovid-PD-CLO","denotations":[{"id":"T300","span":{"begin":308,"end":310},"obj":"http://purl.obolibrary.org/obo/CLO_0050507"},{"id":"T301","span":{"begin":315,"end":316},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T302","span":{"begin":827,"end":834},"obj":"http://purl.obolibrary.org/obo/OBI_0100026"},{"id":"T303","span":{"begin":827,"end":834},"obj":"http://purl.obolibrary.org/obo/UBERON_0000468"},{"id":"T304","span":{"begin":1028,"end":1030},"obj":"http://purl.obolibrary.org/obo/CLO_0050507"},{"id":"T305","span":{"begin":1036,"end":1042},"obj":"http://purl.obolibrary.org/obo/CLO_0007701"},{"id":"T306","span":{"begin":1048,"end":1049},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T307","span":{"begin":1967,"end":1970},"obj":"http://purl.obolibrary.org/obo/CLO_0007706"}],"attributes":[{"subj":"T300","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T301","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T302","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T303","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T304","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T305","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T306","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T307","pred":"source","obj":"LitCovid-PD-CLO"}]},{"project":"LitCovid-PD-CHEBI","denotations":[{"id":"T745","span":{"begin":35,"end":56},"obj":"Chemical"},{"id":"T746","span":{"begin":37,"end":42},"obj":"Chemical"},{"id":"T747","span":{"begin":62,"end":70},"obj":"Chemical"},{"id":"T749","span":{"begin":114,"end":120},"obj":"Chemical"},{"id":"T751","span":{"begin":137,"end":158},"obj":"Chemical"},{"id":"T752","span":{"begin":139,"end":144},"obj":"Chemical"},{"id":"T753","span":{"begin":188,"end":191},"obj":"Chemical"},{"id":"T754","span":{"begin":222,"end":225},"obj":"Chemical"},{"id":"T755","span":{"begin":226,"end":232},"obj":"Chemical"},{"id":"T757","span":{"begin":245,"end":248},"obj":"Chemical"},{"id":"T758","span":{"begin":249,"end":254},"obj":"Chemical"},{"id":"T760","span":{"begin":255,"end":260},"obj":"Chemical"},{"id":"T761","span":{"begin":282,"end":290},"obj":"Chemical"},{"id":"T762","span":{"begin":291,"end":296},"obj":"Chemical"},{"id":"T763","span":{"begin":297,"end":306},"obj":"Chemical"},{"id":"T764","span":{"begin":317,"end":325},"obj":"Chemical"},{"id":"T765","span":{"begin":374,"end":377},"obj":"Chemical"},{"id":"T766","span":{"begin":395,"end":403},"obj":"Chemical"},{"id":"T767","span":{"begin":449,"end":452},"obj":"Chemical"},{"id":"T768","span":{"begin":464,"end":475},"obj":"Chemical"},{"id":"T769","span":{"begin":471,"end":475},"obj":"Chemical"},{"id":"T770","span":{"begin":557,"end":562},"obj":"Chemical"},{"id":"T771","span":{"begin":564,"end":570},"obj":"Chemical"},{"id":"T772","span":{"begin":670,"end":677},"obj":"Chemical"},{"id":"T773","span":{"begin":695,"end":698},"obj":"Chemical"},{"id":"T774","span":{"begin":741,"end":747},"obj":"Chemical"},{"id":"T775","span":{"begin":794,"end":797},"obj":"Chemical"},{"id":"T776","span":{"begin":879,"end":885},"obj":"Chemical"},{"id":"T777","span":{"begin":974,"end":980},"obj":"Chemical"},{"id":"T778","span":{"begin":1007,"end":1011},"obj":"Chemical"},{"id":"T779","span":{"begin":1015,"end":1018},"obj":"Chemical"},{"id":"T780","span":{"begin":1063,"end":1065},"obj":"Chemical"},{"id":"T781","span":{"begin":1072,"end":1076},"obj":"Chemical"},{"id":"T782","span":{"begin":1077,"end":1080},"obj":"Chemical"},{"id":"T783","span":{"begin":1088,"end":1090},"obj":"Chemical"},{"id":"T784","span":{"begin":1105,"end":1110},"obj":"Chemical"},{"id":"T785","span":{"begin":1123,"end":1125},"obj":"Chemical"},{"id":"T786","span":{"begin":1137,"end":1139},"obj":"Chemical"},{"id":"T787","span":{"begin":1151,"end":1153},"obj":"Chemical"},{"id":"T788","span":{"begin":1165,"end":1167},"obj":"Chemical"},{"id":"T789","span":{"begin":1191,"end":1193},"obj":"Chemical"},{"id":"T790","span":{"begin":1217,"end":1219},"obj":"Chemical"},{"id":"T791","span":{"begin":1270,"end":1272},"obj":"Chemical"},{"id":"T792","span":{"begin":1308,"end":1310},"obj":"Chemical"},{"id":"T793","span":{"begin":1347,"end":1349},"obj":"Chemical"},{"id":"T794","span":{"begin":1366,"end":1368},"obj":"Chemical"},{"id":"T795","span":{"begin":1405,"end":1407},"obj":"Chemical"},{"id":"T796","span":{"begin":1445,"end":1447},"obj":"Chemical"},{"id":"T797","span":{"begin":1521,"end":1523},"obj":"Chemical"},{"id":"T798","span":{"begin":1540,"end":1542},"obj":"Chemical"},{"id":"T799","span":{"begin":1654,"end":1659},"obj":"Chemical"}],"attributes":[{"id":"A745","pred":"chebi_id","subj":"T745","obj":"http://purl.obolibrary.org/obo/CHEBI_30756"},{"id":"A746","pred":"chebi_id","subj":"T746","obj":"http://purl.obolibrary.org/obo/CHEBI_46882"},{"id":"A747","pred":"chebi_id","subj":"T747","obj":"http://purl.obolibrary.org/obo/CHEBI_33601"},{"id":"A748","pred":"chebi_id","subj":"T747","obj":"http://purl.obolibrary.org/obo/CHEBI_42266"},{"id":"A749","pred":"chebi_id","subj":"T749","obj":"http://purl.obolibrary.org/obo/CHEBI_32875"},{"id":"A750","pred":"chebi_id","subj":"T749","obj":"http://purl.obolibrary.org/obo/CHEBI_29309"},{"id":"A751","pred":"chebi_id","subj":"T751","obj":"http://purl.obolibrary.org/obo/CHEBI_30756"},{"id":"A752","pred":"chebi_id","subj":"T752","obj":"http://purl.obolibrary.org/obo/CHEBI_46882"},{"id":"A753","pred":"chebi_id","subj":"T753","obj":"http://purl.obolibrary.org/obo/CHEBI_29354"},{"id":"A754","pred":"chebi_id","subj":"T754","obj":"http://purl.obolibrary.org/obo/CHEBI_29354"},{"id":"A755","pred":"chebi_id","subj":"T755","obj":"http://purl.obolibrary.org/obo/CHEBI_32875"},{"id":"A756","pred":"chebi_id","subj":"T755","obj":"http://purl.obolibrary.org/obo/CHEBI_29309"},{"id":"A757","pred":"chebi_id","subj":"T757","obj":"http://purl.obolibrary.org/obo/CHEBI_29354"},{"id":"A758","pred":"chebi_id","subj":"T758","obj":"http://purl.obolibrary.org/obo/CHEBI_37807"},{"id":"A759","pred":"chebi_id","subj":"T758","obj":"http://purl.obolibrary.org/obo/CHEBI_62801"},{"id":"A760","pred":"chebi_id","subj":"T760","obj":"http://purl.obolibrary.org/obo/CHEBI_46882"},{"id":"A761","pred":"chebi_id","subj":"T761","obj":"http://purl.obolibrary.org/obo/CHEBI_23019"},{"id":"A762","pred":"chebi_id","subj":"T762","obj":"http://purl.obolibrary.org/obo/CHEBI_46882"},{"id":"A763","pred":"chebi_id","subj":"T763","obj":"http://purl.obolibrary.org/obo/CHEBI_17968"},{"id":"A764","pred":"chebi_id","subj":"T764","obj":"http://purl.obolibrary.org/obo/CHEBI_75958"},{"id":"A765","pred":"chebi_id","subj":"T765","obj":"http://purl.obolibrary.org/obo/CHEBI_15767"},{"id":"A766","pred":"chebi_id","subj":"T766","obj":"http://purl.obolibrary.org/obo/CHEBI_17478"},{"id":"A767","pred":"chebi_id","subj":"T767","obj":"http://purl.obolibrary.org/obo/CHEBI_15767"},{"id":"A768","pred":"chebi_id","subj":"T768","obj":"http://purl.obolibrary.org/obo/CHEBI_15366"},{"id":"A769","pred":"chebi_id","subj":"T769","obj":"http://purl.obolibrary.org/obo/CHEBI_37527"},{"id":"A770","pred":"chebi_id","subj":"T770","obj":"http://purl.obolibrary.org/obo/CHEBI_49475"},{"id":"A771","pred":"chebi_id","subj":"T771","obj":"http://purl.obolibrary.org/obo/CHEBI_26708"},{"id":"A772","pred":"chebi_id","subj":"T772","obj":"http://purl.obolibrary.org/obo/CHEBI_60004"},{"id":"A773","pred":"chebi_id","subj":"T773","obj":"http://purl.obolibrary.org/obo/CHEBI_15767"},{"id":"A774","pred":"chebi_id","subj":"T774","obj":"http://purl.obolibrary.org/obo/CHEBI_32139"},{"id":"A775","pred":"chebi_id","subj":"T775","obj":"http://purl.obolibrary.org/obo/CHEBI_15767"},{"id":"A776","pred":"chebi_id","subj":"T776","obj":"http://purl.obolibrary.org/obo/CHEBI_32149"},{"id":"A777","pred":"chebi_id","subj":"T777","obj":"http://purl.obolibrary.org/obo/CHEBI_30563"},{"id":"A778","pred":"chebi_id","subj":"T778","obj":"http://purl.obolibrary.org/obo/CHEBI_17790"},{"id":"A779","pred":"chebi_id","subj":"T779","obj":"http://purl.obolibrary.org/obo/CHEBI_15767"},{"id":"A780","pred":"chebi_id","subj":"T780","obj":"http://purl.obolibrary.org/obo/CHEBI_33346"},{"id":"A781","pred":"chebi_id","subj":"T781","obj":"http://purl.obolibrary.org/obo/CHEBI_17790"},{"id":"A782","pred":"chebi_id","subj":"T782","obj":"http://purl.obolibrary.org/obo/CHEBI_15767"},{"id":"A783","pred":"chebi_id","subj":"T783","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A784","pred":"chebi_id","subj":"T784","obj":"http://purl.obolibrary.org/obo/CHEBI_85365"},{"id":"A785","pred":"chebi_id","subj":"T785","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A786","pred":"chebi_id","subj":"T786","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A787","pred":"chebi_id","subj":"T787","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A788","pred":"chebi_id","subj":"T788","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A789","pred":"chebi_id","subj":"T789","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A790","pred":"chebi_id","subj":"T790","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A791","pred":"chebi_id","subj":"T791","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A792","pred":"chebi_id","subj":"T792","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A793","pred":"chebi_id","subj":"T793","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A794","pred":"chebi_id","subj":"T794","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A795","pred":"chebi_id","subj":"T795","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A796","pred":"chebi_id","subj":"T796","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A797","pred":"chebi_id","subj":"T797","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A798","pred":"chebi_id","subj":"T798","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A799","pred":"chebi_id","subj":"T799","obj":"http://purl.obolibrary.org/obo/CHEBI_85365"},{"subj":"T745","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T746","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T747","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T749","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T751","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T752","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T753","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T754","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T755","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T757","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T758","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T760","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T761","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T762","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T763","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T764","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T765","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T766","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T767","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T768","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T769","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T770","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T771","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T772","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T773","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T774","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T775","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T776","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T777","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T778","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T779","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T780","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T781","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T782","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T783","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T784","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T785","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T786","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T787","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T788","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T789","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T790","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T791","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T792","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T793","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T794","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T795","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T796","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T797","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T798","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T799","pred":"source","obj":"LitCovid-PD-CHEBI"}]},{"project":"LitCovid-PD-HP","denotations":[{"id":"T12","span":{"begin":374,"end":377},"obj":"Phenotype"},{"id":"T13","span":{"begin":449,"end":452},"obj":"Phenotype"},{"id":"T14","span":{"begin":695,"end":698},"obj":"Phenotype"},{"id":"T15","span":{"begin":794,"end":797},"obj":"Phenotype"},{"id":"T16","span":{"begin":1015,"end":1018},"obj":"Phenotype"},{"id":"T17","span":{"begin":1077,"end":1080},"obj":"Phenotype"}],"attributes":[{"id":"A12","pred":"hp_id","subj":"T12","obj":"http://purl.obolibrary.org/obo/HP_0001644"},{"id":"A13","pred":"hp_id","subj":"T13","obj":"http://purl.obolibrary.org/obo/HP_0001644"},{"id":"A14","pred":"hp_id","subj":"T14","obj":"http://purl.obolibrary.org/obo/HP_0001644"},{"id":"A15","pred":"hp_id","subj":"T15","obj":"http://purl.obolibrary.org/obo/HP_0001644"},{"id":"A16","pred":"hp_id","subj":"T16","obj":"http://purl.obolibrary.org/obo/HP_0001644"},{"id":"A17","pred":"hp_id","subj":"T17","obj":"http://purl.obolibrary.org/obo/HP_0001644"},{"subj":"T12","pred":"source","obj":"LitCovid-PD-HP"},{"subj":"T13","pred":"source","obj":"LitCovid-PD-HP"},{"subj":"T14","pred":"source","obj":"LitCovid-PD-HP"},{"subj":"T15","pred":"source","obj":"LitCovid-PD-HP"},{"subj":"T16","pred":"source","obj":"LitCovid-PD-HP"},{"subj":"T17","pred":"source","obj":"LitCovid-PD-HP"}]},{"project":"LitCovid-sentences","denotations":[{"id":"T311","span":{"begin":0,"end":311},"obj":"Sentence"},{"id":"T312","span":{"begin":312,"end":504},"obj":"Sentence"},{"id":"T313","span":{"begin":505,"end":630},"obj":"Sentence"},{"id":"T314","span":{"begin":631,"end":756},"obj":"Sentence"},{"id":"T315","span":{"begin":757,"end":916},"obj":"Sentence"},{"id":"T316","span":{"begin":917,"end":1062},"obj":"Sentence"},{"id":"T317","span":{"begin":1063,"end":1087},"obj":"Sentence"},{"id":"T318","span":{"begin":1088,"end":1635},"obj":"Sentence"},{"id":"T319","span":{"begin":1636,"end":1922},"obj":"Sentence"},{"id":"T320","span":{"begin":1923,"end":1973},"obj":"Sentence"},{"id":"T321","span":{"begin":1974,"end":1991},"obj":"Sentence"},{"id":"T322","span":{"begin":1992,"end":2002},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"attributes":[{"subj":"T311","pred":"source","obj":"LitCovid-sentences"},{"subj":"T312","pred":"source","obj":"LitCovid-sentences"},{"subj":"T313","pred":"source","obj":"LitCovid-sentences"},{"subj":"T314","pred":"source","obj":"LitCovid-sentences"},{"subj":"T315","pred":"source","obj":"LitCovid-sentences"},{"subj":"T316","pred":"source","obj":"LitCovid-sentences"},{"subj":"T317","pred":"source","obj":"LitCovid-sentences"},{"subj":"T318","pred":"source","obj":"LitCovid-sentences"},{"subj":"T319","pred":"source","obj":"LitCovid-sentences"},{"subj":"T320","pred":"source","obj":"LitCovid-sentences"},{"subj":"T321","pred":"source","obj":"LitCovid-sentences"},{"subj":"T322","pred":"source","obj":"LitCovid-sentences"}]}],"config":{"attribute types":[{"pred":"source","value type":"selection","values":[{"id":"LitCovid-PMC-OGER-BB","color":"#ec93d0","default":true},{"id":"LitCovid-PubTator","color":"#93eaec"},{"id":"LitCovid-PD-CLO","color":"#ecd493"},{"id":"LitCovid-PD-CHEBI","color":"#ba93ec"},{"id":"LitCovid-PD-HP","color":"#93eca0"},{"id":"LitCovid-sentences","color":"#ec93a0"}]}]}}