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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term:N-ethyl-5'-carboxamidoadenosine
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Accession:CHEBI:73284 term browser browse the term
Definition:A derivative of adenosine in which the 5'-hydroxymethyl group is replaced by an N-ethylcarboxamido group.
Synonyms:related_synonym: 1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-beta-D-ribofuranuronamide;   5'-N-Ethylcarboxamidoadenosine;   Adenosine-5'-(N-ethylcarboxamide);   Formula=C12H16N6O4;   InChI=1S/C12H16N6O4/c1-2-14-11(21)8-6(19)7(20)12(22-8)18-4-17-5-9(13)15-3-16-10(5)18/h3-4,6-8,12,19-20H,2H2,1H3,(H,14,21)(H2,13,15,16)/t6-,7+,8-,12+/m0/s1;   InChIKey=JADDQZYHOWSFJD-FLNNQWSLSA-N;   NECA;   SMILES=CCNC(=O)[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12
 alt_id: CHEBI:44344
 xref: CAS:35920-39-9;   DrugBank:DB03719
 xref_mesh: MESH:D019830
 xref: PDBeChem:NEC;   PMID:23215695;   PMID:23396225;   PMID:23429888;   PMID:23453966;   PMID:23597562;   Patent:US2007281902;   Patent:WO2009006089;   Reaxys:630061


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N-ethyl-5'-carboxamidoadenosine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adora2b adenosine A2B receptor affects response to substance ISO ADORA2B protein affects the susceptibility to Adenosine-5'-(N-ethylcarboxamide) CTD PMID:16920807 NCBI chr10:46,940,394...46,956,772
Ensembl chr10:46,940,384...46,956,772 		JBrowse link
G Adora3 adenosine A3 receptor affects binding ISO Adenosine-5'-(N-ethylcarboxamide) binds to ADORA3 protein CTD PMID:21186795 NCBI chr 2:193,352,759...193,392,946
Ensembl chr 2:193,388,713...193,392,357 		JBrowse link
G Casp1 caspase 1 increases activity EXP Adenosine-5'-(N-ethylcarboxamide) results in increased activity of CASP1 mRNA; Adenosine-5'-(N-ethylcarboxamide) results in increased activity of CASP1 protein CTD PMID:21832250 NCBI chr 8:2,587,812...2,597,403
Ensembl chr 8:2,587,831...2,597,383 		JBrowse link
G Ccl2 C-C motif chemokine ligand 2 increases secretion ISO Adenosine-5'-(N-ethylcarboxamide) results in increased secretion of CCL2 protein CTD PMID:17696452 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226 		JBrowse link
G Ephx2 epoxide hydrolase 2 increases response to substance ISO EPHX2 gene mutant form results in increased susceptibility to Adenosine-5'-(N-ethylcarboxamide) CTD PMID:23152114 NCBI chr15:40,289,901...40,327,632
Ensembl chr15:40,289,902...40,327,615 		JBrowse link
G Il13 interleukin 13 increases secretion ISO Adenosine-5'-(N-ethylcarboxamide) results in increased secretion of IL13 protein CTD PMID:17696452 NCBI chr10:37,790,130...37,792,687
Ensembl chr10:37,790,130...37,792,737 		JBrowse link
G Sftpb surfactant protein B increases secretion
multiple interactions		 EXP
ISO		 Adenosine-5'-(N-ethylcarboxamide) results in increased secretion of SFTPB protein
Ro 31-8220 inhibits the reaction [Adenosine-5'-(N-ethylcarboxamide) results in increased secretion of SFTPB protein]		 CTD PMID:11704537 PMID:14565945 NCBI chr 4:104,359,303...104,368,439
Ensembl chr 4:104,359,396...104,368,436 		JBrowse link
G Sftpc surfactant protein C increases secretion
multiple interactions		 ISO
EXP		 Adenosine-5'-(N-ethylcarboxamide) results in increased secretion of SFTPC protein
Ro 31-8220 inhibits the reaction [Adenosine-5'-(N-ethylcarboxamide) results in increased secretion of SFTPC protein]		 CTD PMID:11704537 PMID:14565945 NCBI chr15:45,596,565...45,599,615
Ensembl chr15:45,596,574...45,610,777 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO 5-amino-7-(2-phenylethyl)-2-(2-furyl)pyrazolo(4,3-e)-1,2,4-triazolo(1,5-c)pyrimidine inhibits the reaction [Adenosine-5'-(N-ethylcarboxamide) inhibits the reaction [lipopolysaccharide, E. coli O26-B6 results in increased secretion of TNF protein]]; Adenosine-5'-(N-ethylcarboxamide) inhibits the reaction [lipopolysaccharide, E. coli O26-B6 results in increased secretion of TNF protein]; ZM 241385 inhibits the reaction [Adenosine-5'-(N-ethylcarboxamide) inhibits the reaction [lipopolysaccharide, E. coli O26-B6 results in increased secretion of TNF protein]] CTD PMID:21538184 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Tnfsf11 TNF superfamily member 11 increases expression EXP Adenosine-5'-(N-ethylcarboxamide) results in increased expression of TNFSF11 mRNA; Adenosine-5'-(N-ethylcarboxamide) results in increased expression of TNFSF11 protein CTD PMID:29649498 NCBI chr15:53,673,850...53,705,325
Ensembl chr15:53,673,877...53,705,445 		JBrowse link
G Txnip thioredoxin interacting protein increases activity EXP Adenosine-5'-(N-ethylcarboxamide) results in increased activity of TXNIP mRNA CTD PMID:21832250 NCBI chr 2:184,093,079...184,096,882
Ensembl chr 2:184,092,991...184,096,886 		JBrowse link
G Vegfa vascular endothelial growth factor A multiple interactions ISO Adenosine-5'-(N-ethylcarboxamide) inhibits the reaction [Cyclosporine results in decreased expression of VEGFA mRNA]; Adenosine-5'-(N-ethylcarboxamide) inhibits the reaction [Cyclosporine results in decreased expression of VEGFA protein]; N-(4-cyanophenyl)-2-(4-(2,3,6,7-tetrahydro-2,6-dioxo-1,3-dipropyl-1H-purin-8-yl)-phenoxy)acetamide inhibits the reaction [Adenosine-5'-(N-ethylcarboxamide) inhibits the reaction [Cyclosporine results in decreased expression of VEGFA mRNA]]; N-(4-cyanophenyl)-2-(4-(2,3,6,7-tetrahydro-2,6-dioxo-1,3-dipropyl-1H-purin-8-yl)-phenoxy)acetamide inhibits the reaction [Adenosine-5'-(N-ethylcarboxamide) inhibits the reaction [Cyclosporine results in decreased expression of VEGFA protein]] CTD PMID:26311998 NCBI chr 9:14,955,300...14,970,641
Ensembl chr 9:14,955,300...14,970,641 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19841
    role 19817
      biological role 19815
        pharmacological role 19058
          analgesic 14740
            adenosine 400
              N-ethyl-5'-carboxamidoadenosine 12
Path 2
Term Annotations click to browse term
  CHEBI ontology 19841
    subatomic particle 19839
      composite particle 19839
        hadron 19839
          baryon 19839
            nucleon 19839
              atomic nucleus 19839
                atom 19839
                  main group element atom 19789
                    p-block element atom 19789
                      carbon group element atom 19737
                        carbon atom 19733
                          organic molecular entity 19733
                            heteroorganic entity 19492
                              organochalcogen compound 19255
                                organooxygen compound 19172
                                  carbohydrates and carbohydrate derivatives 15285
                                    carbohydrate 15285
                                      carbohydrate derivative 14290
                                        glycosyl compound 13048
                                          N-glycosyl compound 5809
                                            nucleoside 5663
                                              ribonucleoside 1129
                                                purine ribonucleoside 796
                                                  purines D-ribonucleoside 413
                                                    adenosine 400
                                                      N-ethyl-5'-carboxamidoadenosine 12
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