Cyclic adenosine monophosphate

C10H12N5O6PCAS 60-92-4329.21 g/mol

Open in Covalent MOL file
H2NNNNNOOPOOHOHO
AlcoholEtherPhosphatePrimary amine

Properties

Molecular formula
C10H12N5O6P
Molar mass
329.21 g/mol
Exact mass
329.0525 Da
Melting point
219–220 °C
logP
-0.82Crippen estimate
Polar surface area
154.8 Ų
H-bond donors / acceptors
3 / 9
Rotatable bonds
1
Stereocentres
R, R, S, Rin SMILES atom order

Hazards

Danger
Corrosive (GHS05)Irritant (GHS07)

Aggregated from 6 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

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, P501

Identifiers

CAS number
60-92-4
SMILES
Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)(O)O[C@H]2[C@H]1O
InChIKey
IVOMOUWHDPKRLL-KQYNXXCUSA-N
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

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Names and synonyms

21 names · show all
  • 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

Work with Cyclic adenosine monophosphate

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

3′,5′-cAMP sodium salt37839-81-9Salt

Similar compounds

Adenosine diphosphate58-64-073 % similar 5′-ATP56-65-570 % similar Vidarabine phosphate29984-33-668 % similar Adenosine monophosphate61-19-868 % similar Adenosine 5'-monophosphate monohydrate18422-05-465 % similar Adenosine 5'-monophosphate sodium salt13474-03-862 % similar Adenosine 5′-monophosphate disodium4578-31-862 % similar Sodium adenosine 5′-diphosphate20398-34-959 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

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