Compounds > adenosine 5'-carboxamide
Page last updated: 2024-12-07

adenosine 5'-carboxamide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Adenosine 5'-carboxamide, also known as N6-carboxamidoadenosine, is a synthetic nucleoside analog that has been studied for its potential therapeutic effects. It is synthesized through a chemical reaction involving adenosine and a carboxamide group. Research has shown that adenosine 5'-carboxamide exhibits various pharmacological activities, including anti-inflammatory, neuroprotective, and cardioprotective effects. It is believed to exert its effects through interactions with adenosine receptors, particularly the A2A receptor. The compound's importance lies in its potential to treat a range of diseases, such as inflammatory bowel disease, Parkinson's disease, and heart failure. Studies on adenosine 5'-carboxamide are ongoing to further investigate its therapeutic potential, determine optimal dosages, and explore its safety and efficacy in human trials.'

adenosine 5'-carboxamide: structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID97692
CHEMBL ID4778617
SCHEMBL ID13889874
MeSH IDM0069496

Synonyms (17)

Synonym
brn 0627741
nsc 144697
beta-d-1-(6-amino-9h-purin-9-yl)-1-deoxyribofuranuronamide
ribofuranuronamide, 1-(6-amino-9h-purin-9-yl)-1-deoxy-, beta-d-
adenosine 5'-carboxamide
beta-d-ribofuranuronamide, 1-(6-amino-9h-purin-9-yl)-1-deoxy-
PDSP2_000985
35788-21-7
PDSP1_001001
adenosine 5'-carboxylic acid amide
SCHEMBL13889874
1-(6-amino-9h-purin-9-yl)-1-deoxy-beta-d-ribofuranuronamide
DTXSID401202089
nww ,
(2~{s},3~{s},4~{r},5~{r})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolane-2-carboxamide
bdbm50552889
chembl4778617 ,
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Pathways (3)

PathwayProteinsCompounds
S-methyl-5'-thioadenosine degradation I417
L-methionine salvage cycle I (bacteria and plants)1938
L-methionine salvage cycle II (plants)832

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Heat shock protein HSP 90-alphaHomo sapiens (human)Ki3.00000.00020.54152.7000AID1694547
EndoplasminHomo sapiens (human)Ki7.00000.00401.32057.0000AID1694546
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Heat shock protein HSP 90-alphaHomo sapiens (human)Kd50.00000.00030.94889.8000AID1694547
EndoplasminHomo sapiens (human)Kd34.00000.20001.93908.6000AID1694546
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (52)

Processvia Protein(s)Taxonomy
telomere maintenance via telomeraseHeat shock protein HSP 90-alphaHomo sapiens (human)
neuron migrationHeat shock protein HSP 90-alphaHomo sapiens (human)
positive regulation of protein phosphorylationHeat shock protein HSP 90-alphaHomo sapiens (human)
activation of innate immune responseHeat shock protein HSP 90-alphaHomo sapiens (human)
positive regulation of defense response to virus by hostHeat shock protein HSP 90-alphaHomo sapiens (human)
skeletal muscle contractionHeat shock protein HSP 90-alphaHomo sapiens (human)
mitochondrial transportHeat shock protein HSP 90-alphaHomo sapiens (human)
response to unfolded proteinHeat shock protein HSP 90-alphaHomo sapiens (human)
response to heatHeat shock protein HSP 90-alphaHomo sapiens (human)
response to coldHeat shock protein HSP 90-alphaHomo sapiens (human)
response to xenobiotic stimulusHeat shock protein HSP 90-alphaHomo sapiens (human)
response to salt stressHeat shock protein HSP 90-alphaHomo sapiens (human)
positive regulation of lamellipodium assemblyHeat shock protein HSP 90-alphaHomo sapiens (human)
cardiac muscle cell apoptotic processHeat shock protein HSP 90-alphaHomo sapiens (human)
regulation of protein ubiquitinationHeat shock protein HSP 90-alphaHomo sapiens (human)
positive regulation of protein polymerizationHeat shock protein HSP 90-alphaHomo sapiens (human)
positive regulation of interferon-beta productionHeat shock protein HSP 90-alphaHomo sapiens (human)
regulation of protein localizationHeat shock protein HSP 90-alphaHomo sapiens (human)
protein refoldingHeat shock protein HSP 90-alphaHomo sapiens (human)
response to cocaineHeat shock protein HSP 90-alphaHomo sapiens (human)
positive regulation of protein import into nucleusHeat shock protein HSP 90-alphaHomo sapiens (human)
regulation of apoptotic processHeat shock protein HSP 90-alphaHomo sapiens (human)
regulation of protein-containing complex assemblyHeat shock protein HSP 90-alphaHomo sapiens (human)
protein unfoldingHeat shock protein HSP 90-alphaHomo sapiens (human)
response to estrogenHeat shock protein HSP 90-alphaHomo sapiens (human)
protein insertion into mitochondrial outer membraneHeat shock protein HSP 90-alphaHomo sapiens (human)
positive regulation of nitric oxide biosynthetic processHeat shock protein HSP 90-alphaHomo sapiens (human)
positive regulation of protein catabolic processHeat shock protein HSP 90-alphaHomo sapiens (human)
positive regulation of cell sizeHeat shock protein HSP 90-alphaHomo sapiens (human)
response to antibioticHeat shock protein HSP 90-alphaHomo sapiens (human)
protein stabilizationHeat shock protein HSP 90-alphaHomo sapiens (human)
chaperone-mediated protein complex assemblyHeat shock protein HSP 90-alphaHomo sapiens (human)
positive regulation of cardiac muscle contractionHeat shock protein HSP 90-alphaHomo sapiens (human)
chaperone-mediated autophagyHeat shock protein HSP 90-alphaHomo sapiens (human)
cellular response to virusHeat shock protein HSP 90-alphaHomo sapiens (human)
regulation of postsynaptic membrane neurotransmitter receptor levelsHeat shock protein HSP 90-alphaHomo sapiens (human)
positive regulation of tau-protein kinase activityHeat shock protein HSP 90-alphaHomo sapiens (human)
telomerase holoenzyme complex assemblyHeat shock protein HSP 90-alphaHomo sapiens (human)
cellular response to heatHeat shock protein HSP 90-alphaHomo sapiens (human)
protein foldingHeat shock protein HSP 90-alphaHomo sapiens (human)
actin rod assemblyEndoplasminHomo sapiens (human)
regulation of phosphoprotein phosphatase activityEndoplasminHomo sapiens (human)
cellular response to ATPEndoplasminHomo sapiens (human)
response to hypoxiaEndoplasminHomo sapiens (human)
protein transportEndoplasminHomo sapiens (human)
retrograde protein transport, ER to cytosolEndoplasminHomo sapiens (human)
protein folding in endoplasmic reticulumEndoplasminHomo sapiens (human)
response to endoplasmic reticulum stressEndoplasminHomo sapiens (human)
ERAD pathwayEndoplasminHomo sapiens (human)
negative regulation of apoptotic processEndoplasminHomo sapiens (human)
sequestering of calcium ionEndoplasminHomo sapiens (human)
cellular response to manganese ionEndoplasminHomo sapiens (human)
protein foldingEndoplasminHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (30)

Processvia Protein(s)Taxonomy
UTP bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
CTP bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
RNA bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
mRNA bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
protein bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
ATP bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
GTP bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
ATP hydrolysis activityHeat shock protein HSP 90-alphaHomo sapiens (human)
sulfonylurea receptor bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
protein phosphatase bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
MHC class II protein complex bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
nitric-oxide synthase regulator activityHeat shock protein HSP 90-alphaHomo sapiens (human)
TPR domain bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
ubiquitin protein ligase bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
dATP bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
identical protein bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
protein homodimerization activityHeat shock protein HSP 90-alphaHomo sapiens (human)
histone deacetylase bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
transmembrane transporter bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
tau protein bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
GTPase bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
Rho GDP-dissociation inhibitor bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
DNA polymerase bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
scaffold protein bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
disordered domain specific bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
ATP-dependent protein folding chaperoneHeat shock protein HSP 90-alphaHomo sapiens (human)
protein tyrosine kinase bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
unfolded protein bindingHeat shock protein HSP 90-alphaHomo sapiens (human)
RNA bindingEndoplasminHomo sapiens (human)
calcium ion bindingEndoplasminHomo sapiens (human)
protein bindingEndoplasminHomo sapiens (human)
ATP bindingEndoplasminHomo sapiens (human)
ATP hydrolysis activityEndoplasminHomo sapiens (human)
protein phosphatase bindingEndoplasminHomo sapiens (human)
low-density lipoprotein particle receptor bindingEndoplasminHomo sapiens (human)
ATP-dependent protein folding chaperoneEndoplasminHomo sapiens (human)
unfolded protein bindingEndoplasminHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (35)

Processvia Protein(s)Taxonomy
extracellular regionHeat shock protein HSP 90-alphaHomo sapiens (human)
nucleusHeat shock protein HSP 90-alphaHomo sapiens (human)
nucleoplasmHeat shock protein HSP 90-alphaHomo sapiens (human)
cytoplasmHeat shock protein HSP 90-alphaHomo sapiens (human)
mitochondrionHeat shock protein HSP 90-alphaHomo sapiens (human)
cytosolHeat shock protein HSP 90-alphaHomo sapiens (human)
plasma membraneHeat shock protein HSP 90-alphaHomo sapiens (human)
cell surfaceHeat shock protein HSP 90-alphaHomo sapiens (human)
membraneHeat shock protein HSP 90-alphaHomo sapiens (human)
basolateral plasma membraneHeat shock protein HSP 90-alphaHomo sapiens (human)
apical plasma membraneHeat shock protein HSP 90-alphaHomo sapiens (human)
brush border membraneHeat shock protein HSP 90-alphaHomo sapiens (human)
secretory granule lumenHeat shock protein HSP 90-alphaHomo sapiens (human)
melanosomeHeat shock protein HSP 90-alphaHomo sapiens (human)
neuronal cell bodyHeat shock protein HSP 90-alphaHomo sapiens (human)
lysosomal lumenHeat shock protein HSP 90-alphaHomo sapiens (human)
dendritic growth coneHeat shock protein HSP 90-alphaHomo sapiens (human)
axonal growth coneHeat shock protein HSP 90-alphaHomo sapiens (human)
perinuclear region of cytoplasmHeat shock protein HSP 90-alphaHomo sapiens (human)
collagen-containing extracellular matrixHeat shock protein HSP 90-alphaHomo sapiens (human)
extracellular exosomeHeat shock protein HSP 90-alphaHomo sapiens (human)
endocytic vesicle lumenHeat shock protein HSP 90-alphaHomo sapiens (human)
sperm mitochondrial sheathHeat shock protein HSP 90-alphaHomo sapiens (human)
sperm plasma membraneHeat shock protein HSP 90-alphaHomo sapiens (human)
ficolin-1-rich granule lumenHeat shock protein HSP 90-alphaHomo sapiens (human)
protein-containing complexHeat shock protein HSP 90-alphaHomo sapiens (human)
plasma membraneHeat shock protein HSP 90-alphaHomo sapiens (human)
neuronal cell bodyHeat shock protein HSP 90-alphaHomo sapiens (human)
perinuclear region of cytoplasmHeat shock protein HSP 90-alphaHomo sapiens (human)
myelin sheathHeat shock protein HSP 90-alphaHomo sapiens (human)
cytosolHeat shock protein HSP 90-alphaHomo sapiens (human)
nucleusHeat shock protein HSP 90-alphaHomo sapiens (human)
extracellular regionEndoplasminHomo sapiens (human)
nucleusEndoplasminHomo sapiens (human)
endoplasmic reticulumEndoplasminHomo sapiens (human)
endoplasmic reticulum lumenEndoplasminHomo sapiens (human)
endoplasmic reticulum membraneEndoplasminHomo sapiens (human)
smooth endoplasmic reticulumEndoplasminHomo sapiens (human)
cytosolEndoplasminHomo sapiens (human)
focal adhesionEndoplasminHomo sapiens (human)
membraneEndoplasminHomo sapiens (human)
midbodyEndoplasminHomo sapiens (human)
sarcoplasmic reticulum lumenEndoplasminHomo sapiens (human)
melanosomeEndoplasminHomo sapiens (human)
perinuclear region of cytoplasmEndoplasminHomo sapiens (human)
collagen-containing extracellular matrixEndoplasminHomo sapiens (human)
extracellular exosomeEndoplasminHomo sapiens (human)
endocytic vesicle lumenEndoplasminHomo sapiens (human)
sperm plasma membraneEndoplasminHomo sapiens (human)
protein-containing complexEndoplasminHomo sapiens (human)
endoplasmic reticulum chaperone complexEndoplasminHomo sapiens (human)
endoplasmic reticulumEndoplasminHomo sapiens (human)
perinuclear region of cytoplasmEndoplasminHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (4)

Assay IDTitleYearJournalArticle
AID1694546Displacement of FITC-geldanamycin from GRP94 (unknown origin) after 24 hrs by fluorescence polarization assay2021ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3
Biological Evaluation of 5'-(
AID1694547Displacement of FITC-geldanamycin from HSP90alpha (unknown origin) after 24 hrs by fluorescence polarization assay2021ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3
Biological Evaluation of 5'-(
AID1694549Displacement of FITC-geldanamycin from HSP90alpha (unknown origin) at 50 uM after 24 hrs by fluorescence polarization assay relative to control2021ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3
Biological Evaluation of 5'-(
AID1694550Selectivity index, ratio of Kd for displacement of FITC-geldanamycin from GRP94 (unknown origin) after 24 hrs by fluorescence polarization assay to Kd for displacement of FITC-geldanamycin from HSP90alpha (unknown origin) after 24 hrs by fluorescence pola2021ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3
Biological Evaluation of 5'-(
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (20.00)18.2507
2000's1 (20.00)29.6817
2010's2 (40.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 13.07

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index13.07 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.86 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.07)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
glycine
[no description available]		2.0110alpha-amino acid;
amino acid zwitterion;
proteinogenic amino acid;
serine family amino acid		EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor;
fundamental metabolite;
hepatoprotective agent;
micronutrient;
neurotransmitter;
NMDA receptor agonist;
nutraceutical
2-chloroadenosine
5-chloroformycin A: structure given in first source		2.3110purine nucleoside
adenosine
quinquefolan B: isolated from roots of Panax quinquefolium L.; RN not in Chemline 10/87; RN from Toxlit		8.1550adenosines;
purines D-ribonucleoside		analgesic;
anti-arrhythmia drug;
fundamental metabolite;
human metabolite;
vasodilator agent
adenosine-5'-carboxylic acid
[no description available]		2.3110purine nucleoside
5'-n-methylcarboxamideadenosine
5'-N-methylcarboxamideadenosine: RN given refers to (beta-D)-isomer		2.3110
n-methyladenosine
N-methyladenosine: is a inhibitor of cell differentiation. N(6)-methyladenosine : A methyladenosine compound with one methyl group attached to N(6) of the adenine nucleobase.		2.3110methyladenosine
ethyl adenosine-5'-carboxylate
ethyl adenosine-5'-carboxylate: potent vasoactive substance; RN given refers to parent cpd		1.9910
adenosine 5'-phosphoramidate
adenosine 5'-phosphoramidate : The phosphoramadite analogue of AMP.		2.3110organic phosphoramidateMycoplasma genitalium metabolite
adenosine-5'-(n-ethylcarboxamide)
Adenosine-5'-(N-ethylcarboxamide): A stable adenosine A1 and A2 receptor agonist. Experimentally, it inhibits cAMP and cGMP phosphodiesterase activity.. N-ethyl-5'-carboxamidoadenosine : A derivative of adenosine in which the 5'-hydroxymethyl group is replaced by an N-ethylcarboxamido group.		2.4820adenosines;
monocarboxylic acid amide		adenosine A1 receptor agonist;
adenosine A2A receptor agonist;
antineoplastic agent;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
vasodilator agent
pc 12 ester
PC 12 ester: a prodrug mixed inhibitor of enkephalin-degrading enzymes		2.0110
adenosine-5'-(N-propyl)carboxamide
adenosine-5'-(N-propyl)carboxamide : A monocarboxylic acid amide that is the propyl amide of adenosine 5'-carboxylic acid.		2.3110adenosines;
monocarboxylic acid amide
1-aminoadenosine
1-aminoadenosine: structure		2.3110
5'-amino-5'-deoxyadenosine
[no description available]		2.3110
n(6)-(2,2-diphenylethyl)adenosine
N(6)-(2,2-diphenylethyl)adenosine: adenosine receptor agonist; structure given in first source		2.3110
n-cyclopropyl adenosine-5'-carboxamide
[no description available]		2.3110
ConditionIndicatedRelationship StrengthStudiesTrials