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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 chr10:48,569,563...48,586,366
Ensembl chr10:48,569,555...48,586,365
JBrowse link
G Adora3 adenosine A3 receptor affects binding ISO Adenosine-5'-(N-ethylcarboxamide) binds to ADORA3 protein CTD PMID:21186795 NCBI chr 2:208,336,909...208,379,217
Ensembl chr 2:208,373,154...208,376,803
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 8:2,605,743...2,614,637
Ensembl chr 8:2,604,962...2,614,631
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 chr10:69,412,065...69,413,863
Ensembl chr10:69,412,017...69,413,870
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 chr15:42,757,241...42,794,211
Ensembl chr15:42,757,235...42,794,279
JBrowse link
G Il13 interleukin 13 increases secretion ISO Adenosine-5'-(N-ethylcarboxamide) results in increased secretion of IL13 protein CTD PMID:17696452 NCBI chr10:38,982,909...38,985,466
Ensembl chr10:38,982,909...38,985,466
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 4:100,166,855...100,175,941
Ensembl chr 4:100,166,863...100,175,938
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 chr15:52,211,538...52,214,480
Ensembl chr15:52,211,544...52,214,616
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 chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
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 chr15:60,482,527...60,512,704
Ensembl chr15:60,482,527...60,512,704
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 2:198,683,168...198,686,971
Ensembl chr 2:198,683,159...198,686,974
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 9:17,340,341...17,355,681
Ensembl chr 9:17,340,341...17,355,681
JBrowse link

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Path 1
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  CHEBI ontology 19787
    role 19734
      biological role 19734
        pharmacological role 18797
          analgesic 13063
            adenosine 321
              N-ethyl-5'-carboxamidoadenosine 12
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            heteroorganic entity 19148
                              organochalcogen compound 18856
                                organooxygen compound 18778
                                  carbohydrates and carbohydrate derivatives 12180
                                    carbohydrate 12180
                                      carbohydrate derivative 11804
                                        glycosyl compound 10848
                                          N-glycosyl compound 5336
                                            nucleoside 5196
                                              ribonucleoside 690
                                                purine ribonucleoside 585
                                                  purines D-ribonucleoside 328
                                                    adenosine 321
                                                      N-ethyl-5'-carboxamidoadenosine 12
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