adenosine cyclic phosphate

Also known as 3' 5'-adenosine monophosphate, 3',5'-cyclic AMP, cAMP, cyclic adenosine monophosphate, adenosine 3',5'-cyclic monophosphate, Adenosine 3',5'-cyclic phosphate, (1R,6R,7R,8R)-8-(6-aminopurin-9-yl)-4-hydroxy-4-oxo-3,5,9-trioxa-4$l^{5}-phosphabicyclo[4.3.0]nonan-7-ol, Cyclic adenosine 3',5'-phosphate

chemical compound

Chemical data

Formula: C10H12N5O6P
Molecular weight: 329.21 g/mol
IUPAC name: (4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
SMILES: C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C(N=CN=C43)N)O)OP(=O)(O1)O
InChIKey: IVOMOUWHDPKRLL-KQYNXXCUSA-N
XLogP: -2.6
Polar surface area: 155 Å²
H-bond donors: 3
H-bond acceptors: 10
Formal charge: 0

via PubChem

Research

121,829 papers

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Article

cAMP represented in three ways Adenosine triphosphate Cyclic adenosine monophosphate (cAMP, cyclic AMP, or 3',5'-cyclic adenosine monophosphate) is a second messenger, or cellular signal occurring within cells, that is important in many biological processes. cAMP is a derivative of adenosine triphosphate (ATP) and used for intracellular signal transduction in many different organisms, conveying the cAMP-dependent pathway.

History