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Adenosin-3',5'-phosphatmonohydrat
CAMP · ADENOSINE CYCLOPHOSPHATE · Acrasin · ADENOSINE CYCLPHOSPHATE · Adenosine 3',5'-cyclophosphate · (4aR,6R,7R,7aS)-6-(6-Amino-9H-purin-9-yl)-2,7-dihydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine 2-oxide · MRD40 · C13orf8
Identifikatoren & physikalische Daten
| CAS No. | 60-92-4 |
|---|---|
| Summenformel | C10H12N5O6P |
| Durchschnittliche Molmasse | 329,21 g/mol |
| Monoisotopische Masse | 329,05251973 g/mol |
| SMILES | Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)(O)O[C@H]2[C@H]1O |
| InChIKey | IVOMOUWHDPKRLL-KQYNXXCUSA-N |
| PubChem CID | 6076 |
| ChEMBL | CHEMBL316966 |
| ChEBI | CHEBI:17489 |
| EC No. | 200-492-9 |
| DTXSID | DTXSID8040436 |
| Lokaler Name | Adenosin-3',5'-phosphatmonohydrat |
Chemische & physikalische Eigenschaften
| XLogP | -2,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 155 |
| H-Brücken-Donoren | 3 |
| H-Brücken-Akzeptoren | 10 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 22 |
| Formalladung | 0 |
| Komplexität | 498 |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| Kosmetika | Skin conditioning |
| LogP (Verteilungskoeffizient) | -2.96 |
| Löslichkeit | 4 mg/mLH2O: 10 mg/mL pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20×50 mg/mL |
| Schmelzpunkt | 219-220 °C219 - 220 °C260 °C (dec.)(lit.) |
| Physical Description | Solid |
| Collision Cross Section | 176.8 Ų [M+H]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]172 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine]175.07 Ų [M-H]- [CCS Type: DTMethod: stepped-field]188.8 Ų [M+Na]+ [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]181.3 Ų [M+Na]+ |
| Siedepunkt | 56.12°C |
| Dichte | 2.47±0.1 g/cm3(Predicted) |
| Lagerbedingungen | -20°C |
| pKa (Säurekonstante) | 1.00±0.60(Predicted) |
| Aggregatzustand | powder |
| Farbe | white |
| Biologische Quelle | mouse |
| Merck | 14,2708 |
| BRN | 52645 |
| Stabilität | Hygroscopic |
| Kosmetik-Inhaltsstoffe Funktionen | SKIN CONDITIONING |
| InChI | 1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 |
| InChIKey | IVOMOUWHDPKRLL-KQYNXXCUSA-N |
| SMILES | Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O |
| NIST chemische Informationen | Adenosine 3',5'-cyclic monophosphate(60-92-4) |
| EPA chemische Informationen | Adenosine, cyclic 3',5'-(hydrogen phosphate) (60-92-4) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 33.3% (2 of 6) of reports.DangerH314 (16.7%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P261, P264, P264+P265, P271, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 6 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Adenosine, cyclic 3',5'-(hydrogen phosphate)Adenosine, cyclic 3',5'-(hydrogen phosphate): Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| Weitere Sicherheitsinformationen | IMAP assessments - Adenosine, cyclic 3',5'-(hydrogen phosphate): Environment tier I assessment |
| Hazard Classes and Categories | Skin Corr. 1B (16.7%) |
| F | 10-21 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29349990 |
| RTECS-Nr. | AU7357600 |
| R-Sätze (R) | 34-36/37/38 |
| Toxizität | oms-hmn:oth 100 mmol/L JIDEAE 65,52,75 |
| Gefahrensymbole | C,Xi |
| Sicherheitshinweise (S) | 22-24/25-45-36/37/39-26-36 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
cAMP is used for intracellular signal transduction in many different organisms, conveying the cAMP-dependent pathway. Restoration of several morphological characteristics of normal fibroblasts in sarcoma cells when treated with adenosine-3': 5'-cyclic monophosphate. In the presence of adenosine 3':5'-cyclic monophosphate, protein kinase I dissociated into two subunits: a subunit binding adenosine 3':5'-cyclic monophosphate, and a catalytic subunit. Stimulation of calcium uptake in platelet membrane vesicles by adenosine 3',5'-cyclic monophosphate.