Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C10H13N5O7P.Na |
| Molecular Weight | 369.2031 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].NC1=NC=NC2=C1N=CN2[C@@H]3O[C@H](COP(O)([O-])=O)[C@@H](O)[C@H]3O
InChI
InChIKey=FYWLYWMEGHCZAX-MCDZGGTQSA-M
InChI=1S/C10H14N5O7P.Na/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20;/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20);/q;+1/p-1/t4-,6-,7-,10-;/m1./s1
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/12614440 |
https://clinicaltrials.gov/ct2/show/NCT00179010
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/12614440 |
https://clinicaltrials.gov/ct2/show/NCT00179010
Adenosine monophosphate (AMP) is a nucleotide, consisting of a phosphate group, the sugar ribose, and the nucleobase adenine. AMP is an activator of several enzymes in the tissues. In the glycolytic pathway, the enzyme phosphofructokinase is inhibited by ATP but the inhibition is reversed by AMP, the deciding factor for the reaction being the ratio between ATP and AMP. In medicine, AMP is used mainly as an alternative to adenosine for treatment of ischemia and as a tool compound to measure hyperresponsiveness of airways.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P21589 Gene ID: 4907.0 Gene Symbol: NT5E Target Organism: Homo sapiens (Human) |
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Target ID: CHEMBL2331074 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Diagnostic | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Binding and incorporation of 4-trans-(N,N-dimethylamino) cinnamaldehyde by aldehyde dehydrogenase. | 1999 Aug |
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| Adenine-induced selective apoptosis toward HIV chronically infected cells in vitro. | 2000 Jul 14 |
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| Characterization of a G protein-coupled receptor for nicotinic acid. | 2001 Feb |
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| Partial agonist clonidine mediates alpha(2)-AR subtypes specific regulation of cAMP accumulation in adenylyl cyclase II transfected DDT1-MF2 cells. | 2001 Feb |
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| Peptones stimulate intestinal cholecystokinin gene transcription via cyclic adenosine monophosphate response element-binding factors. | 2001 Feb |
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| Regulation of phosphate uptake in primary cultured rabbit renal proximal tubule cells by glucocorticoids: evidence for nongenomic as well as genomic mechanisms. | 2001 Feb |
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| Adrenomedullin expression and growth inhibitory effects in distinct pulmonary artery smooth muscle cell subpopulations. | 2001 Feb |
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| Regulation of G protein-coupled receptor-adenylyl cyclase responsiveness in human airway smooth muscle by exogenous and autocrine adenosine. | 2001 Feb |
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| PTH and PTH-related peptide enhance steroid secretion from human adrenocortical cells. | 2001 Feb |
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| Construction of gene therapy vectors targeting thyroid cells: enhancement of activity and specificity with histone deacetylase inhibitors and agents modulating the cyclic adenosine 3',5'-monophosphate pathway and demonstration of activity in follicular and anaplastic thyroid carcinoma cells. | 2001 Feb |
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| Orexin A stimulates cortisol secretion from human adrenocortical cells through activation of the adenylate cyclase-dependent signaling cascade. | 2001 Feb |
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| GGDEF domain is homologous to adenylyl cyclase. | 2001 Feb 1 |
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| Mechanisms of hydrogen peroxide-induced relaxation in rabbit mesenteric small artery. | 2001 Feb 2 |
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| C-type natriuretic peptide has a negative inotropic effect on cardiac myocytes. | 2001 Feb 2 |
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| Expression of type I adenylyl cyclase in intrinsic pathways of the hippocampal formation of the macaque (Macaca nemestrina). | 2001 Feb 23 |
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| Does the developmental neurotoxicity of chlorpyrifos involve glial targets? Macromolecule synthesis, adenylyl cyclase signaling, nuclear transcription factors, and formation of reactive oxygen in C6 glioma cells. | 2001 Feb 9 |
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| Prostaglandin E2 and vasoactive intestinal peptide increase vascular endothelial cell growth factor mRNAs in lung cancer cells. | 2001 Feb-Mar |
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| cAMP-dependent presynaptic regulation of spontaneous glycinergic IPSCs in mechanically dissociated rat spinal cord neurons. | 2001 Jan |
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| Effects of prostaglandin E2 and cAMP elevating drugs on GM-CSF release by cultured human airway smooth muscle cells. Relevance to asthma therapy. | 2001 Jan |
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| Extracellular ATP formation on vascular endothelial cells is mediated by ecto-nucleotide kinase activities via phosphotransfer reactions. | 2001 Jan |
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| Tubulin stimulates adenylyl cyclase activity in C6 glioma cells by bypassing the beta-adrenergic receptor: a potential mechanism of G protein activation. | 2001 Jan |
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| Dexamethasone inhibits luteinizing hormone-induced synthesis of steroidogenic acute regulatory protein in cultured rat preovulatory follicles. | 2001 Jan |
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| Prostaglandin E(2)-induced interleukin-6 release by a human airway epithelial cell line. | 2001 Jan |
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| Nitric oxide attenuates H(2)O(2)-induced endothelial barrier dysfunction: mechanisms of protection. | 2001 Jan |
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| Cyclic AMP regulates the calcium transients released from IP(3)-sensitive stores by activation of rat kappa-opioid receptors expressed in CHO cells. | 2001 Jan |
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| Expression of different phosphodiesterase genes in human cavernous smooth muscle. | 2001 Jan |
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| Identification of rat H3 receptor isoforms with different brain expression and signaling properties. | 2001 Jan |
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| Differential alterations in cardiac adrenergic signaling in chronic hypoxia or norepinephrine infusion. | 2001 Jan |
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| Increased activity of membrane-associated nucleoside diphosphate kinase and inhibition of cAMP synthesis in failing human myocardium. | 2001 Jan |
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| An isoform-specific interaction of the membrane anchors affects mammalian adenylyl cyclase type V activity. | 2001 Jan |
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| Localization and mechanisms of action of cannabinoid receptors at the glutamatergic synapses of the mouse nucleus accumbens. | 2001 Jan 1 |
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| Role of stimulatory guanine nucleotide binding protein (GSalpha) in proliferation of PC-3M prostate cancer cells. | 2001 Jan 1 |
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| Chemical coding of intrinsic and extrinsic nerves in the guinea pig gallbladder: distributions of PACAP and orphanin FQ. | 2001 Jan 1 |
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| Pituitary adenylate cyclase activating peptide (PACAP) in the enteropancreatic innervation. | 2001 Jan 1 |
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| VIP and PACAP inhibit Fas ligand-mediated bystander lysis by CD4(+) T cells. | 2001 Jan 1 |
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| Two basic residues of the h-VPAC1 receptor second transmembrane helix are essential for ligand binding and signal transduction. | 2001 Jan 12 |
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| Polycations induce the release of soluble intermembrane mitochondrial proteins. | 2001 Jan 19 |
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| Expression and purification of polyhistidine-tagged firefly luciferase in insect cells--a potential alternative for process scale-up. | 2001 Jan 23 |
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| Cerebroprotective action of a Na+/Ca2+ channel blocker NS-7. I. Effect on the cerebral infarction and edema at the acute stage of permanent middle cerebral artery occlusion in rats. | 2001 Jan 26 |
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| The regulation of type 7 adenylyl cyclase by its C1b region and Escherichia coli peptidylprolyl isomerase, SlyD. | 2001 Mar 16 |
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| Neurohormonal regulation of secretion from isolated rat stomach ECL cells: a critical reappraisal. | 2001 Mar 2 |
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| The dhb operon of Bacillus subtilis encodes the biosynthetic template for the catecholic siderophore 2,3-dihydroxybenzoate-glycine-threonine trimeric ester bacillibactin. | 2001 Mar 9 |
Patents
Sample Use Guides
In clinical studies for treatment of Ichemia, adenosine monophosphate is administered by intraaterial infusion of AMP at 3 different doses for 15 minutes each (at equimolar doses as adenosine). As a tool to measure hyperresponsiveness of airways, AMP was administered internasally.
Route of Administration:
Other
To measure activity of 5’-nucleotidase, lymphocytes from peripheral blood were incubated with [G-3H]adenosine 5'-monophosphate. Aliquots were removed after 0, 15, 30, and 60 min of incubation without shaking. The cells were washed twice with phosphate buffered saline. The cells were dissolved in 7 ml of Aquasol, and the radioactivity was determined in a scintillation counter.
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132-00-3
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EL2B9QAQ0B
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23674992
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PARENT (SALT/SOLVATE)
SUBSTANCE RECORD
