CAS 4578-31-8|Adenosine 5′-monophosphate disodium salt
| Common Name | Adenosine 5′-monophosphate disodium salt | ||
|---|---|---|---|
| CAS Number | 4578-31-8 | Molecular Weight | 391.185 |
| Density | / | Boiling Point | 798.5ºC at 760 mmHg |
| Molecular Formula | C10H12N5Na2O7P | Melting Point | 232-235ºC |
| MSDS | USA | Flash Point | 436.7ºC |
Names
| Name | Sodium ((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate |
|---|---|
| Synonym | More Synonyms |
BiologicalActivity
| Description | Adenosine 5'-monophosphate disodium is an orally active purine nucleotide, and participates in ATP metabolism. Adenosine 5'-monophosphate disodium is also a ligand for adenosine 2B receptor. Adenosine 5'-monophosphate disodium can activate AMPK in skeletal muscle, and ameliorates insulin resistance and impaired glucose metabolism. Adenosine 5'-monophosphate disodium can be used for research of diabetes[1][2][3]. |
|---|---|
| Related Catalog | Research Areas >>Metabolic DiseaseSignaling Pathways >>GPCR/G Protein >>Adenosine Receptor |
| Target | A2BR |
| In Vivo | Adenosine 5'-monophosphate (10 和 13 mg/L，添加在蒸馏水中，25 周) disodium 改善 HFD 诱导的糖尿病小鼠的葡萄糖代谢[1]。 Adenosine 5'-monophosphate (40-800 mg/kg，i.p.) disodium 通过小鼠体内的腺苷受体降低体温[2]。 Animal Model: C57BL/6 J mice with high-fat diet-induced diabetes[1] Dosage: 10 and 13 mg/L Administration: Added in distilled water, for 25 weeks Result: Enhanced phosphorylation of AMPK and mRNA levels of genes involved in lipid oxidation in the skeletal muscle. |
| References | [1]. Ardiansyah, et al. Adenosine and adenosine-5'-monophosphate ingestion ameliorates abnormal glucose metabolism in mice fed a high-fat diet. BMC Complement Altern Med. 2018 Nov 14;18(1):304. [2]. Steven J. Swoap, et al. AMP does not induce torpor. American Journal of Physiology-Regulatory, Integrative and Comparative Physiology 2007 293:1, R468-R473. [3]. Holien JK, et al. AMP and adenosine are both ligands for adenosine 2B receptor signaling. Bioorg Med Chem Lett. 2018 Jan 15;28(2):202-206. |
Chemical & Physical Properties
| Boiling Point | 798.5ºC at 760 mmHg |
|---|---|
| Melting Point | 232-235ºC |
| Molecular Formula | C10H12N5Na2O7P |
| Molecular Weight | 391.185 |
| Flash Point | 436.7ºC |
| Exact Mass | 391.026978 |
| PSA | 201.54000 |
| InChIKey | QGXLVXZRPRRCRP-IDIVVRGQSA-L |
| SMILES | Nc1ncnc2c1ncn2C1OC(COP(=O)([O-])[O-])C(O)C1O.[Na+].[Na+] |
| Storage condition | −20°C |
| Water Solubility | H2O: soluble |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 830 mg/kg
- TOXIC EFFECTS :
- Lungs, Thorax, or Respiration - respiratory depression Lungs, Thorax, or Respiration - other changes
- REFERENCE :
- TAKHAA Takeda Kenkyusho Ho. Journal of the Takeda Research Laboratories. (Takeda Yakuhin Kogyo K.K., 2-17-85 Jusohon-machi, Yodogawa-ku, Osaka 532, Japan) V.29- 1970- Volume(issue)/page/year: 33,24,1974
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | Xi |
| Risk Phrases | R36/37/38 |
| Safety Phrases | S22-S24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | AU7481600 |
Articles6
More Articles| Regulation of AMPK by the ubiquitin proteasome system. Am. J. Pathol. 178 , 4-11, (2011) The 5'-AMP-activated protein kinase (AMPK) functions as a metabolic fuel gauge that is activated in response to environmental stressors to restore cellular energy balance. In the heart, AMPK coordinat... | |
| New strategies in prostate cancer: targeting lipogenic pathways and the energy sensor AMPK. Clin. Cancer Res. 16 , 3322-3328, (2010) Although the role of metabolic syndrome (MS) and a high fat diet in prostate cancer (PCa) risk is still a matter of intense debate, it is becoming increasingly clear that obesity can cause perturbatio... | |
| Identification of a novel CaMKK substrate. Biochem. Biophys. Res. Commun. 410 , 45-51, (2011) Ca(2+)/calmodulin-dependent protein kinase kinase (CaMKK) phosphorylates and activates specific downstream protein kinases including CaMKI, CaMKIV and 5'-AMP-activated protein kinase. In order to exam... |
Synonyms
| Disodium 5'-O-phosphonatoadenosine |
| Disodium adenosine 5'-phosphate |
| Adenosine 5'-monophosphate disodium salt |
| MFCD00065023 |
| Adenosine-5'-monophosphate disodium salt |
| Dinatrium-9-(5-O-phosphonato-β-D-ribofuranosyl)-9H-purin-6-amin |
| Adenosine 5′-monophosphate sodium salt |
| AMP disodium salt |
| EINECS 224-961-2 |
| 5'-Adenylic acid, sodium salt (1:2) |
| 5'-AMP-Na2 |
| Adenosine 5’-Monophosphate Disodium Salt |
| 5′-AMP-Na2 |
| Disodium [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydro-2-furanyl]methyl phosphate |
