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 Source	ID
PubMed CID	97692
CHEMBL ID	4778617
SCHEMBL ID	13889874
MeSH ID	M0069496

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)

Pathway	Proteins	Compounds
S-methyl-5'-thioadenosine degradation I	4	17
L-methionine salvage cycle I (bacteria and plants)	19	38
L-methionine salvage cycle II (plants)	8	32

Protein Targets (2)

Inhibition Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Heat shock protein HSP 90-alpha	Homo sapiens (human)	Ki	3.0000	0.0002	0.5415	2.7000	AID1694547
Endoplasmin	Homo sapiens (human)	Ki	7.0000	0.0040	1.3205	7.0000	AID1694546
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Heat shock protein HSP 90-alpha	Homo sapiens (human)	Kd	50.0000	0.0003	0.9488	9.8000	AID1694547
Endoplasmin	Homo sapiens (human)	Kd	34.0000	0.2000	1.9390	8.6000	AID1694546
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (52)

Process	via Protein(s)	Taxonomy
telomere maintenance via telomerase	Heat shock protein HSP 90-alpha	Homo sapiens (human)
neuron migration	Heat shock protein HSP 90-alpha	Homo sapiens (human)
positive regulation of protein phosphorylation	Heat shock protein HSP 90-alpha	Homo sapiens (human)
activation of innate immune response	Heat shock protein HSP 90-alpha	Homo sapiens (human)
positive regulation of defense response to virus by host	Heat shock protein HSP 90-alpha	Homo sapiens (human)
skeletal muscle contraction	Heat shock protein HSP 90-alpha	Homo sapiens (human)
mitochondrial transport	Heat shock protein HSP 90-alpha	Homo sapiens (human)
response to unfolded protein	Heat shock protein HSP 90-alpha	Homo sapiens (human)
response to heat	Heat shock protein HSP 90-alpha	Homo sapiens (human)
response to cold	Heat shock protein HSP 90-alpha	Homo sapiens (human)
response to xenobiotic stimulus	Heat shock protein HSP 90-alpha	Homo sapiens (human)
response to salt stress	Heat shock protein HSP 90-alpha	Homo sapiens (human)
positive regulation of lamellipodium assembly	Heat shock protein HSP 90-alpha	Homo sapiens (human)
cardiac muscle cell apoptotic process	Heat shock protein HSP 90-alpha	Homo sapiens (human)
regulation of protein ubiquitination	Heat shock protein HSP 90-alpha	Homo sapiens (human)
positive regulation of protein polymerization	Heat shock protein HSP 90-alpha	Homo sapiens (human)
positive regulation of interferon-beta production	Heat shock protein HSP 90-alpha	Homo sapiens (human)
regulation of protein localization	Heat shock protein HSP 90-alpha	Homo sapiens (human)
protein refolding	Heat shock protein HSP 90-alpha	Homo sapiens (human)
response to cocaine	Heat shock protein HSP 90-alpha	Homo sapiens (human)
positive regulation of protein import into nucleus	Heat shock protein HSP 90-alpha	Homo sapiens (human)
regulation of apoptotic process	Heat shock protein HSP 90-alpha	Homo sapiens (human)
regulation of protein-containing complex assembly	Heat shock protein HSP 90-alpha	Homo sapiens (human)
protein unfolding	Heat shock protein HSP 90-alpha	Homo sapiens (human)
response to estrogen	Heat shock protein HSP 90-alpha	Homo sapiens (human)
protein insertion into mitochondrial outer membrane	Heat shock protein HSP 90-alpha	Homo sapiens (human)
positive regulation of nitric oxide biosynthetic process	Heat shock protein HSP 90-alpha	Homo sapiens (human)
positive regulation of protein catabolic process	Heat shock protein HSP 90-alpha	Homo sapiens (human)
positive regulation of cell size	Heat shock protein HSP 90-alpha	Homo sapiens (human)
response to antibiotic	Heat shock protein HSP 90-alpha	Homo sapiens (human)
protein stabilization	Heat shock protein HSP 90-alpha	Homo sapiens (human)
chaperone-mediated protein complex assembly	Heat shock protein HSP 90-alpha	Homo sapiens (human)
positive regulation of cardiac muscle contraction	Heat shock protein HSP 90-alpha	Homo sapiens (human)
chaperone-mediated autophagy	Heat shock protein HSP 90-alpha	Homo sapiens (human)
cellular response to virus	Heat shock protein HSP 90-alpha	Homo sapiens (human)
regulation of postsynaptic membrane neurotransmitter receptor levels	Heat shock protein HSP 90-alpha	Homo sapiens (human)
positive regulation of tau-protein kinase activity	Heat shock protein HSP 90-alpha	Homo sapiens (human)
telomerase holoenzyme complex assembly	Heat shock protein HSP 90-alpha	Homo sapiens (human)
cellular response to heat	Heat shock protein HSP 90-alpha	Homo sapiens (human)
protein folding	Heat shock protein HSP 90-alpha	Homo sapiens (human)
actin rod assembly	Endoplasmin	Homo sapiens (human)
regulation of phosphoprotein phosphatase activity	Endoplasmin	Homo sapiens (human)
cellular response to ATP	Endoplasmin	Homo sapiens (human)
response to hypoxia	Endoplasmin	Homo sapiens (human)
protein transport	Endoplasmin	Homo sapiens (human)
retrograde protein transport, ER to cytosol	Endoplasmin	Homo sapiens (human)
protein folding in endoplasmic reticulum	Endoplasmin	Homo sapiens (human)
response to endoplasmic reticulum stress	Endoplasmin	Homo sapiens (human)
ERAD pathway	Endoplasmin	Homo sapiens (human)
negative regulation of apoptotic process	Endoplasmin	Homo sapiens (human)
sequestering of calcium ion	Endoplasmin	Homo sapiens (human)
cellular response to manganese ion	Endoplasmin	Homo sapiens (human)
protein folding	Endoplasmin	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (30)

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

Ceullar Components (35)

Process	via Protein(s)	Taxonomy
extracellular region	Heat shock protein HSP 90-alpha	Homo sapiens (human)
nucleus	Heat shock protein HSP 90-alpha	Homo sapiens (human)
nucleoplasm	Heat shock protein HSP 90-alpha	Homo sapiens (human)
cytoplasm	Heat shock protein HSP 90-alpha	Homo sapiens (human)
mitochondrion	Heat shock protein HSP 90-alpha	Homo sapiens (human)
cytosol	Heat shock protein HSP 90-alpha	Homo sapiens (human)
plasma membrane	Heat shock protein HSP 90-alpha	Homo sapiens (human)
cell surface	Heat shock protein HSP 90-alpha	Homo sapiens (human)
membrane	Heat shock protein HSP 90-alpha	Homo sapiens (human)
basolateral plasma membrane	Heat shock protein HSP 90-alpha	Homo sapiens (human)
apical plasma membrane	Heat shock protein HSP 90-alpha	Homo sapiens (human)
brush border membrane	Heat shock protein HSP 90-alpha	Homo sapiens (human)
secretory granule lumen	Heat shock protein HSP 90-alpha	Homo sapiens (human)
melanosome	Heat shock protein HSP 90-alpha	Homo sapiens (human)
neuronal cell body	Heat shock protein HSP 90-alpha	Homo sapiens (human)
lysosomal lumen	Heat shock protein HSP 90-alpha	Homo sapiens (human)
dendritic growth cone	Heat shock protein HSP 90-alpha	Homo sapiens (human)
axonal growth cone	Heat shock protein HSP 90-alpha	Homo sapiens (human)
perinuclear region of cytoplasm	Heat shock protein HSP 90-alpha	Homo sapiens (human)
collagen-containing extracellular matrix	Heat shock protein HSP 90-alpha	Homo sapiens (human)
extracellular exosome	Heat shock protein HSP 90-alpha	Homo sapiens (human)
endocytic vesicle lumen	Heat shock protein HSP 90-alpha	Homo sapiens (human)
sperm mitochondrial sheath	Heat shock protein HSP 90-alpha	Homo sapiens (human)
sperm plasma membrane	Heat shock protein HSP 90-alpha	Homo sapiens (human)
ficolin-1-rich granule lumen	Heat shock protein HSP 90-alpha	Homo sapiens (human)
protein-containing complex	Heat shock protein HSP 90-alpha	Homo sapiens (human)
plasma membrane	Heat shock protein HSP 90-alpha	Homo sapiens (human)
neuronal cell body	Heat shock protein HSP 90-alpha	Homo sapiens (human)
perinuclear region of cytoplasm	Heat shock protein HSP 90-alpha	Homo sapiens (human)
myelin sheath	Heat shock protein HSP 90-alpha	Homo sapiens (human)
cytosol	Heat shock protein HSP 90-alpha	Homo sapiens (human)
nucleus	Heat shock protein HSP 90-alpha	Homo sapiens (human)
extracellular region	Endoplasmin	Homo sapiens (human)
nucleus	Endoplasmin	Homo sapiens (human)
endoplasmic reticulum	Endoplasmin	Homo sapiens (human)
endoplasmic reticulum lumen	Endoplasmin	Homo sapiens (human)
endoplasmic reticulum membrane	Endoplasmin	Homo sapiens (human)
smooth endoplasmic reticulum	Endoplasmin	Homo sapiens (human)
cytosol	Endoplasmin	Homo sapiens (human)
focal adhesion	Endoplasmin	Homo sapiens (human)
membrane	Endoplasmin	Homo sapiens (human)
midbody	Endoplasmin	Homo sapiens (human)
sarcoplasmic reticulum lumen	Endoplasmin	Homo sapiens (human)
melanosome	Endoplasmin	Homo sapiens (human)
perinuclear region of cytoplasm	Endoplasmin	Homo sapiens (human)
collagen-containing extracellular matrix	Endoplasmin	Homo sapiens (human)
extracellular exosome	Endoplasmin	Homo sapiens (human)
endocytic vesicle lumen	Endoplasmin	Homo sapiens (human)
sperm plasma membrane	Endoplasmin	Homo sapiens (human)
protein-containing complex	Endoplasmin	Homo sapiens (human)
endoplasmic reticulum chaperone complex	Endoplasmin	Homo sapiens (human)
endoplasmic reticulum	Endoplasmin	Homo sapiens (human)
perinuclear region of cytoplasm	Endoplasmin	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (4)

Assay ID	Title	Year	Journal	Article
AID1694546	Displacement of FITC-geldanamycin from GRP94 (unknown origin) after 24 hrs by fluorescence polarization assay	2021	ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3	Biological Evaluation of 5'-(
AID1694547	Displacement of FITC-geldanamycin from HSP90alpha (unknown origin) after 24 hrs by fluorescence polarization assay	2021	ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3	Biological Evaluation of 5'-(
AID1694549	Displacement of FITC-geldanamycin from HSP90alpha (unknown origin) at 50 uM after 24 hrs by fluorescence polarization assay relative to control	2021	ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3	Biological Evaluation of 5'-(
AID1694550	Selectivity 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 pola	2021	ACS 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)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	1 (20.00)	18.2507
2000's	1 (20.00)	29.6817
2010's	2 (40.00)	24.3611
2020's	1 (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.

Metric	This Compound (vs All)
Research Demand Index	13.07 (24.57)
Research Supply Index	1.79 (2.92)
Research Growth Index	4.86 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (13.07)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	5 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
glycine [no description available]	2.01	1	alpha-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	2.31	1	purine nucleoside
adenosine quinquefolan B: isolated from roots of Panax quinquefolium L.; RN not in Chemline 10/87; RN from Toxlit	8.15	5	adenosines; purines D-ribonucleoside	analgesic; anti-arrhythmia drug; fundamental metabolite; human metabolite; vasodilator agent
adenosine-5'-carboxylic acid [no description available]	2.31	1	purine nucleoside
5'-n-methylcarboxamideadenosine 5'-N-methylcarboxamideadenosine: RN given refers to (beta-D)-isomer	2.31	1
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.	2.31	1	methyladenosine
ethyl adenosine-5'-carboxylate ethyl adenosine-5'-carboxylate: potent vasoactive substance; RN given refers to parent cpd	1.99	1
adenosine 5'-phosphoramidate adenosine 5'-phosphoramidate : The phosphoramadite analogue of AMP.	2.31	1	organic phosphoramidate	Mycoplasma 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.	2.48	2	adenosines; 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	2.01	1
adenosine-5'-(N-propyl)carboxamide adenosine-5'-(N-propyl)carboxamide : A monocarboxylic acid amide that is the propyl amide of adenosine 5'-carboxylic acid.	2.31	1	adenosines; monocarboxylic acid amide
1-aminoadenosine 1-aminoadenosine: structure	2.31	1
5'-amino-5'-deoxyadenosine [no description available]	2.31	1
n(6)-(2,2-diphenylethyl)adenosine N(6)-(2,2-diphenylethyl)adenosine: adenosine receptor agonist; structure given in first source	2.31	1
n-cyclopropyl adenosine-5'-carboxamide [no description available]	2.31	1

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