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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:3-iodobenzyl-5'-N-methylcarboxamidoadenosine
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Accession:CHEBI:73286 term browser browse the term
Definition:A derivative of adenosine in which the 5'-hydroxymethyl group is replaced by N-ethylcarboxamido and one of the hydrogens of the exocyclic amino function is substituted by a 3-iodobenzyl group.
Synonyms:exact_synonym: (2S,3S,4R,5R)-5-{6-[(3-iodobenzyl)amino]-9H-purin-9-yl}-3,4-dihydroxy-N-methyltetrahydrofuran-2-carboxamide
 related_synonym: 1-Deoxy-1-(6-(((3-iodophenyl)methyl)amino)-9H-purin-9-yl)-N-methyl-beta-D-ribofuranuronamide;   3-IB-Meca;   CF 101;   Formula=C18H19IN6O4;   IB-MECA;   InChI=1S/C18H19IN6O4/c1-20-17(28)14-12(26)13(27)18(29-14)25-8-24-11-15(22-7-23-16(11)25)21-6-9-3-2-4-10(19)5-9/h2-5,7-8,12-14,18,26-27H,6H2,1H3,(H,20,28)(H,21,22,23)/t12-,13+,14-,18+/m0/s1;   InChIKey=HUJXGQILHAUCCV-MOROJQBDSA-N;   N(6)-(3-iodo-benzyl)adenosine-5'-N-methyluronamide;   N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine;   SMILES=CNC(=O)[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(NCc3cccc(I)c3)ncnc12
 xref: CAS:152918-18-8
 xref_mesh: MESH:C084956
 xref: PMID:23088669;   PMID:23098658;   PMID:23454010;   PMID:23597562;   Reaxys:6831623

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3-iodobenzyl-5'-N-methylcarboxamidoadenosine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adora3 adenosine A3 receptor multiple interactions EXP
ISO		 2,3-diethyl-4,5-dipropyl-6-phenylpyridine-3-thiocarboxylate-5-carboxylate inhibits the reaction [N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of ADORA3 mRNA]]; 2,3-diethyl-4,5-dipropyl-6-phenylpyridine-3-thiocarboxylate-5-carboxylate inhibits the reaction [N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of ADORA3 protein]]; N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine binds to and results in increased activity of ADORA3 protein; N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of ADORA3 mRNA]; N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of ADORA3 protein]
[N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine binds to and results in increased activity of ADORA3 protein] which results in decreased susceptibility to Dizocilpine Maleate; [N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine binds to and results in increased activity of ADORA3 protein] which results in decreased susceptibility to Scopolamine; N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine binds to and results in increased activity of ADORA3 protein		 CTD PMID:12672554, PMID:15452191, PMID:19966059 NCBI chr 2:208,336,909...208,379,217
Ensembl chr 2:208,373,154...208,376,803 		JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions ISO Pertussis Toxin inhibits the reaction [N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine results in increased phosphorylation of AKT1 protein]; wortmannin inhibits the reaction [N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine results in increased phosphorylation of AKT1 protein] CTD PMID:16116186 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258 		JBrowse link
G Birc3 baculoviral IAP repeat-containing 3 decreases expression
decreases response to substance		 ISO N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine results in decreased expression of BIRC3 mRNA
BIRC3 protein results in decreased susceptibility to N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine		 CTD PMID:16088125 NCBI chr 8:6,048,590...6,076,828
Ensembl chr 8:6,048,969...6,076,598 		JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 decreases response to substance ISO BIRC5 protein results in decreased susceptibility to N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine CTD PMID:16088125 NCBI chr10:106,856,097...106,864,419
Ensembl chr10:106,856,097...106,864,413 		JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions EXP N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of FOS mRNA] CTD PMID:15452191 NCBI chr 6:109,300,433...109,303,299
Ensembl chr 6:109,300,433...109,303,299 		JBrowse link
G Il12a interleukin 12A multiple interactions ISO N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine results in decreased expression of [IL12A protein binds to IL12B protein]; Pertussis Toxin inhibits the reaction [N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine results in decreased expression of [IL12A protein binds to IL12B protein]]; wortmannin inhibits the reaction [N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine results in decreased expression of [IL12A protein binds to IL12B protein]] CTD PMID:16116186 NCBI chr 2:165,076,945...165,083,996
Ensembl chr 2:165,076,607...165,084,318 		JBrowse link
G Il12b interleukin 12B multiple interactions ISO N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine results in decreased expression of [IL12A protein binds to IL12B protein]; Pertussis Toxin inhibits the reaction [N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine results in decreased expression of [IL12A protein binds to IL12B protein]]; Wortmannin inhibits the reaction [N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine results in decreased expression of [IL12A protein binds to IL12B protein]] CTD PMID:16116186 NCBI chr10:30,034,447...30,048,774
Ensembl chr10:30,038,709...30,048,085 		JBrowse link
G Naip6 NLR family, apoptosis inhibitory protein 6 decreases response to substance
decreases expression		 ISO NAIP protein results in decreased susceptibility to N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine
N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine results in decreased expression of NAIP mRNA		 CTD PMID:16088125 NCBI chr 2:30,377,505...30,418,578 JBrowse link
G Nppa natriuretic peptide A multiple interactions EXP 2,3-diethyl-4,5-dipropyl-6-phenylpyridine-3-thiocarboxylate-5-carboxylate inhibits the reaction [N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of NPPA mRNA]]; N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of NPPA mRNA] CTD PMID:15452191, PMID:19966059 NCBI chr 5:164,808,407...164,809,716
Ensembl chr 5:164,808,323...164,809,705 		JBrowse link
G Rgs2 regulator of G-protein signaling 2 multiple interactions EXP N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of RGS2 mRNA] CTD PMID:15452191 NCBI chr13:60,846,458...60,849,061
Ensembl chr13:60,846,308...60,849,094 		JBrowse link
G Slc9a1 solute carrier family 9 member A1 multiple interactions EXP N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of SLC9A1 protein] CTD PMID:15452191 NCBI chr 5:151,573,122...151,626,360
Ensembl chr 5:151,573,092...151,627,316 		JBrowse link
Term paths to the root
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  CHEBI ontology 19785
    role 19732
      biological role 19732
        pharmacological role 18793
          analgesic 13061
            adenosine 321
              3-iodobenzyl-5'-N-methylcarboxamidoadenosine 11
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            heteroorganic entity 19147
                              organochalcogen compound 18855
                                organooxygen compound 18777
                                  carbohydrates and carbohydrate derivatives 12178
                                    carbohydrate 12178
                                      carbohydrate derivative 11802
                                        glycosyl compound 10846
                                          N-glycosyl compound 5334
                                            nucleoside 5194
                                              ribonucleoside 690
                                                purine ribonucleoside 585
                                                  purines D-ribonucleoside 328
                                                    adenosine 321
                                                      3-iodobenzyl-5'-N-methylcarboxamidoadenosine 11
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