8-Bromoadenosine
AlkaPlorer ID: AK001236
Synonym: None
IUPAC Name: (2R,3R,4S,5R)-2-(6-amino-8-bromopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Structure
SMILES: C1=NC(=C2C(=N1)N(C(=N2)Br)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N
InChI: InChI=1S/C10H12BrN5O4/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
InChIKey: VJUPMOPLUQHMLE-UUOKFMHZSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 346.14100000000013
TPSA？: 139.54000000000002
MolLogP？: -1.2175000000000005
Number of H-Donors: 4
Number of H-Acceptors: 9
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Adenosine A1 receptor | Affinity constant | nan | None | 10.1021/jm00345a001 |
| Homo sapiens | Adenosine A2 receptor | Affinity constant | nan | None | 10.1021/jm00345a001 |
| Homo sapiens | Adenosine receptor | Affinity constant | nan | None | 10.1021/jm00345a001 |
| Homo sapiens | Cellular tumor antigen p53 | Potency | 5011.9 | nM | None |
| Homo sapiens | Cellular tumor antigen p53 | Potency | 15848.9 | nM | None |
| Homo sapiens | NAD-dependent deacetylase sirtuin 1 | Inhibition | 10.0 | % | 10.1021/jm1013852 |
| Homo sapiens | NAD-dependent deacetylase sirtuin 2 | Inhibition | 16.0 | % | 10.1021/jm1013852 |
| Homo sapiens | Prelamin-A/C | Potency | 7079.5 | nM | None |
| Homo sapiens | Survival motor neuron protein | Potency | 3548.1 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 82.0 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 2310.9 | nM | None |
| Rattus norvegicus | Adenosine A1 receptor | Displacement | 41.0 | % | 10.1021/jm00007a014 |
| Rattus norvegicus | Adenosine A2a receptor | Ki | 22700.0 | nM | 10.1021/jm00007a014 |
| Rattus norvegicus | Adenosine A3 receptor | Displacement | 31.0 | % | 10.1021/jm00007a014 |
| None | Erythroleukemia cell line | Differentiation | 1.0 | % | 10.1021/jm00148a018 |
| None | Erythroleukemia cell line | ID50 | 1.0 | mM | 10.1021/jm00148a018 |
| None | Erythroleukemia cell line | Optimal concentration | 1.0 | mM | 10.1021/jm00148a018 |
| None | Unchecked | Activity | 0.03 | % | 10.1021/jm00230a011 |
| None | Unchecked | Km | 330000.0 | nM | 10.1021/jm00230a011 |
| None | Unchecked | Potency | 2818.4 | nM | None |
| None | Unchecked | Potency | 8912.5 | nM | None |
| None | Unchecked | Potency | 31622.8 | nM | None |