adenosine   

GtoPdb Ligand ID: 2844

Synonyms: Adenocard® | Adenoscan®
adenosine is an approved drug (FDA (1989))
Comment: Endogenous nucleoside, a component of nucleic acids and an important neurotransmitter.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 4
Rotatable bonds 2
Topological polar surface area 139.54
Molecular weight 267.1
XLogP -1.42
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OCC1OC(C(C1O)O)n1cnc2c1ncnc2N
Isomeric SMILES OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N
InChI InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
InChI Key OIRDTQYFTABQOQ-KQYNXXCUSA-N
Classification
Compound class Metabolite or derivative
Approved drug? Yes (FDA (1989))
IUPAC Name
(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Synonyms
Adenocard® | Adenoscan®
Database Links
CAS Registry No. 58-61-7 (source: Scifinder)
ChEBI CHEBI:16335
ChEMBL Ligand CHEMBL477
DrugBank Ligand DB00640
DrugCentral Ligand 90
GtoPdb PubChem SID 135651426
PubChem CID 60961
RCSB PDB Ligand ADN
Search Google for chemical match using the InChIKey OIRDTQYFTABQOQ-KQYNXXCUSA-N
Search Google for chemicals with the same backbone OIRDTQYFTABQOQ
Search UniChem for chemical match using the InChIKey OIRDTQYFTABQOQ-KQYNXXCUSA-N
Search UniChem for chemicals with the same backbone OIRDTQYFTABQOQ
Wikipedia Adenosine

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Tocris
Adenosine
Cat. No. 3624