CHEBI:73286 - 3-iodobenzyl-5'-N-methylcarboxamidoadenosine

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ChEBI Name 3-iodobenzyl-5'-N-methylcarboxamidoadenosine
ChEBI ID CHEBI:73286
ChEBI ASCII Name 3-iodobenzyl-5'-N-methylcarboxamidoadenosine
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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Margaret Duesbury
Supplier Information
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Formula C18H19IN6O4
Net Charge 0
Average Mass 510.28570
Monoisotopic Mass 510.05125
InChI 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
SMILES CNC(=O)[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(NCc3cccc(I)c3)ncnc12
Roles Classification
Biological Role(s): adenosine A3 receptor agonist
An agonist at the adenosine A3 receptor.
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ChEBI Ontology
Outgoing 3-iodobenzyl-5'-N-methylcarboxamidoadenosine (CHEBI:73286) has functional parent adenosine (CHEBI:16335)
3-iodobenzyl-5'-N-methylcarboxamidoadenosine (CHEBI:73286) has role adenosine A3 receptor agonist (CHEBI:73319)
3-iodobenzyl-5'-N-methylcarboxamidoadenosine (CHEBI:73286) is a adenosines (CHEBI:22260)
3-iodobenzyl-5'-N-methylcarboxamidoadenosine (CHEBI:73286) is a monocarboxylic acid amide (CHEBI:29347)
3-iodobenzyl-5'-N-methylcarboxamidoadenosine (CHEBI:73286) is a organoiodine compound (CHEBI:37142)
IUPAC Name
(2S,3S,4R,5R)-5-{6-[(3-iodobenzyl)amino]-9H-purin-9-yl}-3,4-dihydroxy-N-methyltetrahydrofuran-2-carboxamide
Synonyms Sources
1-Deoxy-1-(6-(((3-iodophenyl)methyl)amino)-9H-purin-9-yl)-N-methyl-beta-D-ribofuranuronamide ChemIDplus
3-IB-Meca ChemIDplus
CF 101 ChemIDplus
CF-101 ChemIDplus
IB-MECA ChemIDplus
N6-(3-iodo-benzyl)adenosine-5'-N-methyluronamide ChEBI
N6-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine ChemIDplus
Registry Numbers Types Sources
152918-18-8 CAS Registry Number ChemIDplus
6831623 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
23088669 PubMed citation Europe PMC
23098658 PubMed citation Europe PMC
23454010 PubMed citation Europe PMC
23597562 PubMed citation Europe PMC
Last Modified
05 March 2014