CAS 130-49-4|Adenosine-2'-monophosphate
| Common Name | Adenosine-2'-monophosphate | ||
|---|---|---|---|
| CAS Number | 130-49-4 | Molecular Weight | 347.221 |
| Density | 2.3±0.1 g/cm3 | Boiling Point | 815.5±75.0 °C at 760 mmHg |
| Molecular Formula | C10H14N5O7P | Melting Point | / |
| MSDS | USA | Flash Point | 447.0±37.1 °C |
Names
| Name | adenosine 2'-phosphate |
|---|---|
| Synonym | More Synonyms |
Adenosine-2'-monophosphate BiologicalActivity
| Description | Adenosine-2'-monophosphate (2'-AMP) is converted by extracellular 2’,3'-CAMP. Adenosine-2'-monophosphate is further metabolized to extracellular adenosine (a mechanism called the extracellular 2’,3’-cAMP-adenosine pathway). Adenosine-2'-monophosphate inhibits LPS-induced TNF-α and CXCL10 production via A2A receptor activation[1][2]. |
|---|---|
| Related Catalog | Research Areas >>Neurological DiseaseSignaling Pathways >>GPCR/G Protein >>Adenosine Receptor |
| Target | Human Endogenous Metabolite A2A adenosine receptor A2B adenosine receptor |
| In Vitro | Adenosine-2'-monophosphate (2'-AMP) (0-100 µM; daily for 4 days) inhibits proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors[1]. Adenosine-2'-monophosphate (30 μM; 24 hours) inhibits LPS induced (100 ng/ml) TNF-α and CXCL10 production in primary murine microglia[1]. |
| References | [1]. Jackson EK, Gillespie DG, Dubey RK. 2'-AMP and 3'-AMP inhibit proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors. J Pharmacol Exp Ther. 2011;337(2):444‐450. [2]. Newell EA, Exo JL, Verrier JD, et al. 2',3'-cAMP, 3'-AMP, 2'-AMP and adenosine inhibit TNF-α and CXCL10 production from activated primary murine microglia via A2A receptors. Brain Res. 2015;1594:27‐35. |
Chemical & Physical Properties
| Density | 2.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 815.5±75.0 °C at 760 mmHg |
| Molecular Formula | C10H14N5O7P |
| Molecular Weight | 347.221 |
| Flash Point | 447.0±37.1 °C |
| Exact Mass | 347.063080 |
| PSA | 195.88000 |
| LogP | -1.74 |
| Vapour Pressure | 0.0±3.1 mmHg at 25°C |
| Index of Refraction | 1.905 |
| InChIKey | QDFHPFSBQFLLSW-KQYNXXCUSA-N |
| SMILES | Nc1ncnc2c1ncn2C1OC(CO)C(O)C1OP(=O)(O)O |
| Storage condition | −20°C |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD - Lethal dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- >1 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- ANYAA9 Annals of the New York Academy of Sciences. (New York Academy of Sciences, 2 E. 63rd St., New York, NY 10021) V.1- 1877- Volume(issue)/page/year: 60,251,1954
Safety Information
| RIDADR | NONH for all modes of transport |
|---|---|
| WGK Germany | 3 |
| RTECS | AU7480300 |
Articles49
More Articles| The RimL transacetylase provides resistance to translation inhibitor microcin C. J. Bacteriol. 196(19) , 3377-85, (2014) Peptide-nucleotide antibiotic microcin C (McC) is produced by some Escherichia coli strains. Inside a sensitive cell, McC is processed, releasing a nonhydrolyzable analog of aspartyl-adenylate, which ... | |
| Aprataxin resolves adenylated RNA-DNA junctions to maintain genome integrity. Nature 506(7486) , 111-5, (2014) Faithful maintenance and propagation of eukaryotic genomes is ensured by three-step DNA ligation reactions used by ATP-dependent DNA ligases. Paradoxically, when DNA ligases encounter nicked DNA struc... | |
| Eukaryotic elongation factor 2 kinase regulates the cold stress response by slowing translation elongation. Biochem. J. 465(2) , 227-38, (2015) Cells respond to external stress conditions by controlling gene expression, a process which occurs rapidly via post-transcriptional regulation at the level of protein synthesis. Global control of tran... |
Synonyms
| Adenosine Monophosphate Hydrate (2'- and 3'- mixture) from Yeast |
| MFCD00151215 |
| Adenosine 2'-monophosphate |
| Adenylic Acid Hydrate (2'- and 3'- mixture) from Yeast |
| Methionyl adenylate |
| adenosine 2'-monophosphoric acid |
| Adenosine 2'(3')-monophosphate mixed isomers |
| Adenosine 2'-phosphate |
| 2'(3')-AMP Hydrate (2'- and 3'- mixture) from Yeast |
| Methioninyl adenylate |
| 2'-Adenylic acid |
| EINECS 204-990-7 |
| L-METHIONYL ADENYLATE |
| 2'-adenosine monophosphate |
