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Cyclic adenosine monophosphate information


Cyclic adenosine monophosphate
Names
IUPAC name
Adenosine 3′,5′-(hydrogen phosphate)
Systematic IUPAC name
(4aR,6R,7R,7aS)-6-(6-Amino-9H-purin-9-yl)-2,7-dihydroxytetrahydro-2H,4H-2λ5-furo[3,2-d][1,3,2]dioxaphosphinin-2-one
Identifiers
CAS Number
  • 60-92-4 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:17489 checkY
ChEMBL
  • ChEMBL316966 checkY
ChemSpider
  • 5851 checkY
DrugBank
  • DB02527 checkY
ECHA InfoCard 100.000.448 Edit this at Wikidata
IUPHAR/BPS
  • 2352
KEGG
  • C00575 checkY
MeSH Cyclic+AMP
PubChem CID
  • 6076
UNII
  • E0399OZS9N checkY
CompTox Dashboard (EPA)
  • DTXSID8040436 Edit this at Wikidata
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 checkY
    Key: IVOMOUWHDPKRLL-KQYNXXCUSA-N checkY
  • InChI=1/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: IVOMOUWHDPKRLL-KQYNXXCUBU
SMILES
  • c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@H]4[C@H](O3)COP(=O)(O4)O)O)N
Properties
Chemical formula
C10H11N5O6P
Molar mass 329.206 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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.

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Cyclic adenosine monophosphate

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Cyclic adenosine monophosphate (cAMP, cyclic AMP, or 3',5'-cyclic adenosine monophosphate) is a second messenger, or cellular signal occurring within...

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Adenosine monophosphate

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Adenosine monophosphate (AMP), also known as 5'-adenylic acid, is a nucleotide. AMP consists of a phosphate group, the sugar ribose, and the nucleobase...

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Adenosine

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include the energy carriers adenosine mono-, di-, and triphosphate, also known as AMP/ADP/ATP. Cyclic adenosine monophosphate (cAMP) is pervasive in signal...

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Cyclic guanosine monophosphate

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Cyclic guanosine monophosphate (cGMP) is a cyclic nucleotide derived from guanosine triphosphate (GTP). cGMP acts as a second messenger much like cyclic...

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Cyclic nucleotide

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As can be seen in the cyclic adenosine monophosphate (cAMP) and cyclic guanosine monophosphate (cGMP) images, the 'cyclic' portion consists of two bonds...

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Nucleotide

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nucleotides participate in cell signaling (cyclic guanosine monophosphate or cGMP and cyclic adenosine monophosphate or cAMP) and are incorporated into important...

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Ribonucleotide

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currency in organisms. Ribonucleotides can be converted to cyclic adenosine monophosphate (cyclic AMP) to regulate hormones in organisms as well. In living...

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Phosphodiesterase inhibitor

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of the intracellular second messengers, cyclic adenosine monophosphate (cAMP) and cyclic guanosine monophosphate (cGMP) by the respective PDE subtype(s)...

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Adenosine triphosphate

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a metabolic processes, ATP converts either to adenosine diphosphate (ADP) or to adenosine monophosphate (AMP). Other processes regenerate ATP. It is also...

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Resumption of meiosis

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vivo. IMPDH is a rate limiting enzyme that catalyses IMP to xanthosine monophosphate (XMP). It can induce meiotic resumption as XMP produced is ultimately...

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Selective serotonin reuptake inhibitor

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mechanism. One such possible mechanism is the increased levels of cyclic adenosine monophosphate (cAMP) as a result of interference with activation of protein...

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Adenylyl cyclase

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signal by converting adenosine triphosphate to cyclic adenosine monophosphate (cAMP). cAMP is known as a second messenger. Cyclic AMP is an important molecule...

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CAMP

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climbing equipment CAMP (studio), a media studio in Mumbai cAMP: Cyclic adenosine monophosphate (cAMP) (+)-cis-2-Aminomethylcyclopropane carboxylic acid, a...

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Protein kinase A

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protein kinase). Protein kinase A, more precisely known as adenosine 3',5'-monophosphate (cyclic AMP)-dependent protein kinase, abbreviated to PKA, was discovered...

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Natriuretic peptide

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have no signaling activity, NPR-C is now believed to inhibit cyclic adenosine monophosphate (cAMP) using the Giα subunit along with activating phospholipase...

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Bordetella pertussis

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ATP to cyclic adenosine monophosphate. The result is that phagocytes convert too much adenosine triphosphate to cyclic adenosine monophosphate, causing...

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GABA receptor agonist

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that inhibit adenylyl cyclase, therefore leading to decreased cyclic adenosine monophosphate (cAMP). GABA-α and GABA-ρ receptors produce sedative and hypnotic...

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Adenine

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reactions. ATP is thus a derivative of adenine, adenosine, cyclic adenosine monophosphate, and adenosine diphosphate. In older literature, adenine was sometimes...

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Guanosine monophosphate

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guanosine monophosphate synthesis in experimental models, the glutamine analogue DON can be used. GMP can also exist as a cyclic structure known as cyclic GMP...

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Second messenger system

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transduction cascades. Examples of second messenger molecules include cyclic AMP, cyclic GMP, inositol triphosphate, diacylglycerol, and calcium. First messengers...

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Biomolecule

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energy (adenosine triphosphate and guanosine triphosphate), participate in cellular signaling (cyclic guanosine monophosphate and cyclic adenosine monophosphate)...

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Psoriatic arthritis

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FDA in 2014. By inhibiting PDE4, an enzyme which breaks down cyclic adenosine monophosphate, cAMP levels rise, resulting in the down-regulation of various...

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Apremilast

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small-molecule inhibitor of PDE4, an enzyme that breaks down cyclic adenosine monophosphate (cAMP). In inflammatory cells, PDE4 is the dominant enzyme responsible...

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