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PMC:7291971 / 40471-41123 JSONTXT

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LitCovid-PMC-OGER-BB

Id Subject Object Predicate Lexical cue
T835 45-54 CHEBI:36357;CHEBI:36357 denotes compounds
T836 146-151 CHEBI:15377;CHEBI:15377 denotes water
T837 236-240 CHEBI:32145;CHEBI:32145 denotes MeOH
T838 243-251 CHEBI:46787;CHEBI:46787 denotes solvents
T839 319-322 CHEBI:62946;CHEBI:62946 denotes NH3
T840 326-330 CHEBI:32145;CHEBI:32145 denotes MeOH
T841 408-414 CHEBI:30563;CHEBI:30563 denotes silica
T842 469-481 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T843 545-553 CHEBI:36357;CHEBI:36357 denotes compound
T844 601-606 CHEBI:15377;CHEBI:15377 denotes water
T845 607-614 CHEBI:46923;CHEBI:46923 denotes dioxane
T846 631-639 CHEBI:36357;CHEBI:36357 denotes compound
T98523 45-54 CHEBI:36357;CHEBI:36357 denotes compounds
T86450 146-151 CHEBI:15377;CHEBI:15377 denotes water
T52872 236-240 CHEBI:32145;CHEBI:32145 denotes MeOH
T28770 243-251 CHEBI:46787;CHEBI:46787 denotes solvents
T10210 319-322 CHEBI:62946;CHEBI:62946 denotes NH3
T88591 326-330 CHEBI:32145;CHEBI:32145 denotes MeOH
T84694 408-414 CHEBI:30563;CHEBI:30563 denotes silica
T97793 469-481 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T99254 545-553 CHEBI:36357;CHEBI:36357 denotes compound
T33833 601-606 CHEBI:15377;CHEBI:15377 denotes water
T70218 607-614 CHEBI:46923;CHEBI:46923 denotes dioxane
T61315 631-639 CHEBI:36357;CHEBI:36357 denotes compound

LitCovid-PubTator

Id Subject Object Predicate Lexical cue tao:has_database_id
703 139-142 Chemical denotes TFA MESH:D014269
704 146-151 Chemical denotes water MESH:D014867
705 236-240 Chemical denotes MeOH
706 319-322 Chemical denotes NH3
707 326-330 Chemical denotes MeOH
708 408-418 Chemical denotes silica gel MESH:D058428
709 469-481 Chemical denotes acetonitrile MESH:C032159
710 485-490 Chemical denotes TEAAc
711 601-606 Chemical denotes water MESH:D014867
712 607-614 Chemical denotes dioxane MESH:C025223
713 228-235 Disease denotes TLC DCM MESH:D002311

LitCovid-PD-CLO

Id Subject Object Predicate Lexical cue
T292 58-62 http://purl.obolibrary.org/obo/CLO_0001000 denotes 3, 5
T293 192-195 http://purl.obolibrary.org/obo/CLO_0001313 denotes 3–6
T294 391-392 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T295 448-449 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T296 643-644 http://purl.obolibrary.org/obo/CLO_0001020 denotes a

LitCovid-PD-CHEBI

Id Subject Object Predicate Lexical cue chebi_id
T704 139-142 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T705 146-151 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T706 232-235 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T707 236-240 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T708 243-251 Chemical denotes solvents http://purl.obolibrary.org/obo/CHEBI_46787
T709 319-322 Chemical denotes NH3 http://purl.obolibrary.org/obo/CHEBI_16134
T710 326-330 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T711 408-414 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T712 469-481 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T713 491-497 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T714 601-606 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T715 607-614 Chemical denotes dioxane http://purl.obolibrary.org/obo/CHEBI_46923

LitCovid-PD-HP

Id Subject Object Predicate Lexical cue hp_id
T11 232-235 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644

LitCovid-PD-GO-BP

Id Subject Object Predicate Lexical cue
T48 32-41 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis
T49 79-88 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis

LitCovid-sentences

Id Subject Object Predicate Lexical cue
T298 0-74 Sentence denotes 4.1.7 General method C for the synthesis of compounds 1, 3, 5–7, 9, 10-16
T299 75-163 Sentence denotes The synthesis intermediate was treated at room temperature with TFA in water (8/2, conc.
T300 164-172 Sentence denotes 0.14 M).
T301 173-331 Sentence denotes After stirring for 3–6 h until completion of reaction (TLC DCM/MeOH), solvents were removed and the residue was coevaporated three times with 7 M NH3 in MeOH.
T302 332-510 Sentence denotes The residue was purified by flash column chromatography on a reversed-phase silica gel column C18 (4 g, 40 μm) with a linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7.
T303 511-652 Sentence denotes The fractions containing the pure compound were pooled, concentrated and lyophilized with water/dioxane to give desired compound as a powder.