HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Adenosine 2'-Phosphate
2’-amp · 2'-AMP · Ado-2'-P · AMP 2'-phosphate · -MONOPHOSPHATE FREE · Vidarabine Impurity 6 · Adenylic Acid Hydrate · 2'(3')-AMP·Na2 mixture
Identifikatoren & physikalische Daten
| CAS No. | 130-49-4 |
|---|---|
| Summenformel | C10H14N5O7P |
| Durchschnittliche Molmasse | 347,22 g/mol |
| Monoisotopische Masse | 347,0630848 g/mol |
| SMILES | Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1OP(=O)(O)O |
| InChIKey | QDFHPFSBQFLLSW-KQYNXXCUSA-N |
| PubChem CID | 94136 |
| ChEMBL | CHEMBL57445 |
| ChEBI | CHEBI:28223 |
| EC No. | 204-990-7 |
| DTXSID | DTXSID00926554 |
Chemische & physikalische Eigenschaften
| XLogP | -2,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 186 |
| H-Brücken-Donoren | 5 |
| H-Brücken-Akzeptoren | 11 |
| Frei drehbare Bindungen | 4 |
| Schwere Atome | 23 |
| Formalladung | 0 |
| Komplexität | 481 |
| Schmelzpunkt | 183 °C |
| Siedepunkt | 815.5±75.0 °C(Predicted) |
| Dichte | 2.3200 (rough estimate) |
| Brechungsindex | 1.9050 (estimate) |
| Lagerbedingungen | -20°C |
| Löslichkeit | <3mg/ml in PBS(pH7.2)0.5g/L(15 ºC) |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | pK1: 3.81(+1)pK2: 6.17(0) (25°C) |
| Farbe | White |
| Biologische Quelle | yeast |
| Merck | 157 |
| InChI | InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(22-23(18,19)20)6(17)4(1-16)21-10/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6+,7,10-/m1/s1 |
| InChIKey | QDFHPFSBQFLLSW-PKJMTWSGSA-N |
| SMILES | N1=C(N)C2N=CN([C@]3([H])O[C@]([H])(CO)[C@]([H])(O)C3([H])OP(O)(=O)O)C=2N=C1 |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 3 |
|---|---|
| RTECS-Nr. | AU7480300 |
| Toxizität | mouse,LD,intraperitoneal,> 1gm/kg (1000mg/kg),Annals of the New York Academy of Sciences. Vol. 60, Pg. 251, 1954. |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
Adenosine 2′-monophosphate (2′-AMP) is a metabolite produced from hydrolysis of 2′,3′-cAMP. 2′-AMP inhibits proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors. 2′-AMP is used in the synthesis of a new photoaffinity lable for the coenzyme site of porcine NADP-specific isocitrate dehydrogenase. 2′,3′-cAMP and 2′-AMP represent a new unexplored pathway for adenosine-based cell regulation.