Basic information
- CAS
15392-98-0- Standard SMILES
CCCC(=O)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1n1cnc2c(N)ncnc21- InChIKey
XJMWDVLBPAAXPW-FRJWGUMJSA-N- Molecular formula
- C14H18N5O7P
- Average molar mass
- 399.3 g/mol
- Monoisotopic mass
- 399.09438493
Names & identifiers
- Preferred name
- Adenosine, cyclic 3',5'-(hydrogen phosphate) 2'-butanoate
- IUPAC
- [(4aR,6R,7R,7aR)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] butanoate
- English name
- O2''-Monobutyryl Cyclic AMP
- Molecular formula
- C14H18N5O7P
- Molecular weight
- 399.3
Names & synonyms
15392-98-0(4AR,6R,7R,7aR)-6-(6-amino-9H-purin-9-yl)-2-hydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butyrateAdenosine, cyclic 3',5'-(hydrogen phosphate) 2'-butanoateAdenosine, cyclic 3,5-(hydrogen phosphate) 2-butanoateO2'-Monobutyryl Cyclic AMP2'-O-Monobutyryl-cAMPSCHEMBL9637191CHEMBL3228722DTXSID50165496Adenosine Impurity 55(2'-O-Mb-Camp)2'-O-monobutyryl 3',5'-cyclic monophosphate(4aR,6R,7R,7aR)-6-(6-amino-9H-purin-9-yl)-2-hydroxy-2-oxo-hexahydro-2-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate
Show more names
O2''-Monobutyryl Cyclic AMP
(4aR,6R,7R,7aR)-6-(6-Amino-9H-purin-9-yl)-2-hydroxy-2-oxotetrahydro-2H,4H-2lambda~5~-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate
Database identifiers
Properties
Computed structural properties
- XLogP
- -1.2
- Topological polar surface area
- 161 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 5
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 627
Physicochemical properties
- Boiling point
- 651.4 · 651.4±65.0 °C(Predicted)
- Density
- 1.96 · 1.96±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- DMSO
- pka
- 0.84 · 0.84±0.60(Predicted)
- form
- Solid
- color
- White
Chemistry & industry
Applications
UsesO2''-Monobutyryl Cyclic AMP is an intermediate in the synthesis of 2''-O-Monobutyryladenosine-3'', 5''-cyclic Monophosphate (M525120), which is an impurity of Bucladesine Sodium Salt (B689320), a cell-permeable cAMP analogue that activates cAMP dependent protein kinase (PKA) or the cAMP/PKA signaling pathway.
Suppliers3 total
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
杭州六可生物科技有限公司+86-571-86912261 19975279805 · [email protected]
北京秦岭医药科技有限公司010-61241352 18901327973 · [email protected]
Related reactions
0 records
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Compound notes
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