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Cyclic Adenosine Monophosphate
CAS: 60-92-4 | C10H12N5O6P
2D Structure
3D Structure
Loading 3D structure...
Basic Information
CAS Registry Number:
60-92-4
Molecular Formula:
C10H12N5O6P
Molecular Mass:
329.21 g/mol
Names and Synonyms:
Cyclic Adenosine Monophosphate
Adenosine, cyclic 3′,5′-(hydrogen phosphate)
Adenosine 3′,5′-cyclic phosphate
4H-Furo[3,2-d]-1,3,2-dioxaphosphorin, adenosine deriv.
3′,5′-AMP
Adenosine cyclic 3′,5′-monophosphate
Adenosine 3′,5′-cyclophosphate
Adenosine 3′,5′-monophosphate
Adenosine 3′,5′-phosphate
Cyclic adenosine 3′,5′-phosphate
Cyclic 3′,5′-adenylic acid
Cyclic 3′,5′-monophosphate adenosine
Cyclic-3′,5′-phosphate adenosine
Cyclic AMP
Cyclic adenosine 3′,5′-monophosphate
Cyclic 3′,5′-AMP
cAMP
Adenosine cyclic monophosphate
NSC 143670
NSC 94017
AMPc
NQZ-026
Identifiers:
SMILES:
Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)(O)O[C@H]2[C@H]1O
InChI:
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
Key Properties
Melting Point
219-220 °C
CAS Common Chemistry
Spectral Data
NMR, IR, and Mass spectral data
1H NMR
13C NMR
Predicting NMR spectra...
10 ppm
9
8
7
6
5
4
3
2
1
0 ppm
| Shift (ppm) | Multiplicity | Integration | Assignment |
|---|
200 ppm
180
160
140
120
100
80
60
40
20
0 ppm
| Shift (ppm) | DEPT | Assignment |
|---|
Note: These NMR spectra are predicted computationally and may differ from experimental data. Predictions are based on chemical environment analysis.
All Properties
Comprehensive physical and chemical properties
| Property | Value | Source |
|---|---|---|
| Molecular Mass | 329.21 g/mol | CAS Common Chemistry |
| 329.209 g/mol | RDKit | |
| 329.05251973399993 g/mol | RDKit | |
| Wikipedia Url | https://en.wikipedia.org/wiki/Cyclic_adenosine_monophosphate | CAS Common Chemistry |
| Canonical SMILES | O=P1(O)OCC2OC(N3C=NC=4C(=NC=NC43)N)C(O)C2O1 | CAS Common Chemistry |
| InChI | 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 | CAS Common Chemistry |
| InChI Key | InChIKey=IVOMOUWHDPKRLL-KQYNXXCUSA-N | CAS Common Chemistry |
| Melting Point | 219-220 °C | CAS Common Chemistry |
| Name | cAMP | CAS Common Chemistry |
| Cyclic adenosine monophosphate | CAS Common Chemistry | |
| Heavy Atom Count | 22 | RDKit |
| Hydrogen Bond Acceptors | 10 | RDKit |
| Hydrogen Bond Donors | 3 | RDKit |
| Rotatable Bonds | 1 | RDKit |
| Aromatic Ring Count | 2 | RDKit |
| Topological Polar Surface Area | 154.84 Ų | RDKit |
| LogP | -0.8174000000000006 | RDKit |
| Molar Refractivity | 70.30250000000001 | RDKit |
