HuagongsheHuagongshe Chemistry Print Report · For research reference only
8-Bromoadenosine 3',5'-cyclic monophosphate
8-BR-CAMP · 8-BROMO-CAMP · B-cAMP · 8-Br-A-3:5-MP · 8-BR-CAMP,98+% · 8-Bromocyclic AMP · Cyclic amp, 8-bromo · -CyclicMonophosphate
Identifiers & Physical Properties
| CAS No. | 23583-48-4 |
|---|---|
| Molecular formula | C10H11BrN5O6P |
| Average molar mass | 408.1 g/mol |
| Monoisotopic mass | 406.96303 g/mol |
| SMILES | Nc1ncnc2c1nc(Br)n2C1OC2COP(=O)(O)OC2C1O |
| InChIKey | DVKQVRZMKBDMDH-UHFFFAOYSA-N |
| PubChem CID | 1913 |
| ChEBI | CHEBI:93872 |
Chemical & Physical Properties
| XLogP | -1.5 |
|---|---|
| Topological polar surface area | 155 |
| Hydrogen bond donors | 3 |
| Hydrogen bond acceptors | 10 |
| Rotatable bonds | 1 |
| Heavy atoms | 23 |
| Formal charge | 0 |
| Complexity | 532 |
| Melting point | 254 °C (dec.) (lit.) |
| Boiling point | 741.9±70.0 °C(Predicted) |
| Density | 2.80±0.1 g/cm3(Predicted) |
| Storage conditions | -20°C |
| Solubility | aqueous base: soluble |
| pKa (acidity coefficient) | 0.95±0.60(Predicted) |
| Physical state | Powder |
| Color | Pale Brown |
| Sensitivity | Hygroscopic |
| BRN | 591930 |
| InChI | 1S/C10H11BrN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)/t3-,5-,6-,9-/m1/s1 |
| InChIKey | DVKQVRZMKBDMDH-UUOKFMHZSA-N |
| SMILES | Nc1ncnc2n([C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O)c(Br)nc12 |
| FDA UNII | 5QO1UW05Q5 |
| UNSPSC Code | 41106305 |
| NACRES | NA.77 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Safety statements (S) | 22-24/25 |
| Water hazard class (WGK) | 3 |
| F | 3-10 |
| Customs code | 29349990 |
| Storage class | 11 - Combustible Solids |
Safety & Regulations
| F | 3-10 |
|---|---|
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Water hazard class (WGK) | 3 |
| Customs code | 29349990 |
| Safety statements (S) | 22-24/25 |
| Storage class | 11 - Combustible Solids |
Applications & Uses
Uses
8-Bromoadenosine 3′,5′-cyclic monophosphate has been used:to treat H295R cells as positive controls for CYP19 inductionas a membrane permeable cAMP analog to study its effect on short-circuit current (Isc)to investigate its potential as an inducer of differentiation in Wharton′s jelly-derived mesenchymal stem cells (WJ-MSCs)