Page last updated: 2024-11-06

2-aminoadenosine

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

2-aminoadenosine is an adenosine analog that acts as an agonist at adenosine receptors, particularly the A1 and A2A receptors. It has been studied for its potential therapeutic effects in a variety of conditions, including neurological disorders, inflammation, and cancer. Research on 2-aminoadenosine has focused on its ability to modulate neurotransmission, inhibit inflammation, and induce apoptosis in cancer cells. 2-aminoadenosine can be synthesized through various chemical pathways, and its effects are mediated by its interaction with adenosine receptors.'

Cross-References

ID SourceID
PubMed CID72200
CHEMBL ID255442
CHEBI ID1014
SCHEMBL ID114917
MeSH IDM0104770

Synonyms (35)

Synonym
adenosine, 2-amino-
2,6-diaminonebularine
2,6-diaminopurinosine
2-amine adenosine
2096-10-8
2-aminoadenosine ,
C00939
2,6-diamino-9-(beta-d-ribofuranosyl)purine
chebi:1014 ,
CHEMBL255442 ,
(2r,3r,4s,5r)-2-(2,6-diaminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
9-beta-ribosyl-2,6-diaminopurine
ai3-51951
nsc 7363
ccf94tm2ur ,
9h-purine-2,6-diamine, 9-beta-d-ribofuranosyl-
9h-purine, 2,6-diamino-9-beta-d-ribofuranosyl-
unii-ccf94tm2ur
2-amino adenosine
AKOS015854657
AKOS015896895
2,5-methano-2h-indeno[1,2-b]oxirene(9ci)
ZDTFMPXQUSBYRL-UUOKFMHZSA-N
2,6-diamino-(9-beta-d-ribofuranosyl)purine
2,6-diamino-9-(beta-d-ribofuranosyl) purine
SCHEMBL114917
(2r,3r,4s,5r)-2-(2,6-diaminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
AC-8213
bdbm50472936
(2r,3r,4s,5r)-2-(2,6-diamino-9h-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
Q27105391
AS-12174
2,6-diamino-9-.beta.-d-ribofuranosylpurine
DTXSID001346570
BP-58684
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
purine nucleoside
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (14)

Processvia Protein(s)Taxonomy
gluconeogenesisPhosphoglycerate kinase 1 Homo sapiens (human)
glycolytic processPhosphoglycerate kinase 1 Homo sapiens (human)
phosphorylationPhosphoglycerate kinase 1 Homo sapiens (human)
negative regulation of angiogenesisPhosphoglycerate kinase 1 Homo sapiens (human)
epithelial cell differentiationPhosphoglycerate kinase 1 Homo sapiens (human)
plasminogen activationPhosphoglycerate kinase 1 Homo sapiens (human)
canonical glycolysisPhosphoglycerate kinase 1 Homo sapiens (human)
cellular response to hypoxiaPhosphoglycerate kinase 1 Homo sapiens (human)
gluconeogenesisPhosphoglycerate kinase 2Homo sapiens (human)
glycolytic processPhosphoglycerate kinase 2Homo sapiens (human)
phosphorylationPhosphoglycerate kinase 2Homo sapiens (human)
flagellated sperm motilityPhosphoglycerate kinase 2Homo sapiens (human)
canonical glycolysisPhosphoglycerate kinase 2Homo sapiens (human)
adenosine catabolic processAdenosine deaminase Bos taurus (cattle)
cell adhesionAdenosine deaminase Bos taurus (cattle)
nucleotide metabolic processAdenosine deaminase Bos taurus (cattle)
purine ribonucleoside monophosphate biosynthetic processAdenosine deaminase Bos taurus (cattle)
inosine biosynthetic processAdenosine deaminase Bos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
phosphoglycerate kinase activityPhosphoglycerate kinase 1 Homo sapiens (human)
protein bindingPhosphoglycerate kinase 1 Homo sapiens (human)
ATP bindingPhosphoglycerate kinase 1 Homo sapiens (human)
protein-disulfide reductase (NAD(P)H) activityPhosphoglycerate kinase 1 Homo sapiens (human)
ADP bindingPhosphoglycerate kinase 1 Homo sapiens (human)
phosphoglycerate kinase activityPhosphoglycerate kinase 2Homo sapiens (human)
ATP bindingPhosphoglycerate kinase 2Homo sapiens (human)
ADP bindingPhosphoglycerate kinase 2Homo sapiens (human)
adenosine deaminase activityAdenosine deaminase Bos taurus (cattle)
protein bindingAdenosine deaminase Bos taurus (cattle)
zinc ion bindingAdenosine deaminase Bos taurus (cattle)
2'-deoxyadenosine deaminase activityAdenosine deaminase Bos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (10)

Processvia Protein(s)Taxonomy
extracellular spacePhosphoglycerate kinase 1 Homo sapiens (human)
cytosolPhosphoglycerate kinase 1 Homo sapiens (human)
membranePhosphoglycerate kinase 1 Homo sapiens (human)
membrane raftPhosphoglycerate kinase 1 Homo sapiens (human)
extracellular exosomePhosphoglycerate kinase 1 Homo sapiens (human)
cytosolPhosphoglycerate kinase 1 Homo sapiens (human)
nucleusPhosphoglycerate kinase 2Homo sapiens (human)
extracellular exosomePhosphoglycerate kinase 2Homo sapiens (human)
cytosolPhosphoglycerate kinase 2Homo sapiens (human)
sperm fibrous sheathPhosphoglycerate kinase 2Homo sapiens (human)
lysosomeAdenosine deaminase Bos taurus (cattle)
cytoplasmic vesicle lumenAdenosine deaminase Bos taurus (cattle)
anchoring junctionAdenosine deaminase Bos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (19)

Assay IDTitleYearJournalArticle
AID155527evaluated for the inhibition of Trypanosoma brucei Phosphoglycerate kinase (PGK)2000Journal of medicinal chemistry, Nov-02, Volume: 43, Issue:22
Adenosine analogues as inhibitors of Trypanosoma brucei phosphoglycerate kinase: elucidation of a novel binding mode for a 2-amino-N(6)-substituted adenosine.
AID33815Kinetic parameter in calf intestine adenosine deaminase.1983Journal of medicinal chemistry, Oct, Volume: 26, Issue:10
Synthesis and biological evaluation of 2-fluoro-8-azaadenosine and related compounds.
AID85703In vitro antiviral activity in secondary cultures of rabbit kidney cells infected with HSV type 1 strain HF1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Synthesis and antiviral activity of carbocyclic analogues of 2'-deoxyribofuranosides of 2-amino-6-substituted-purines and of 2-amino-6-substituted-8-azapurines.
AID1452128Inhibition of ATPgammaS-BODIPY binding to Thermotoga maritima His-tagged HK853 expressed in Escherichia coli BL21(DE3)pLysS Rosetta preincubated for 30 mins prior to ATPgammaS-BODIPY addition measured after 1 hr by coomassie staining-based SDS-PAGE analys2017Journal of medicinal chemistry, 10-12, Volume: 60, Issue:19
Rational Design of Selective Adenine-Based Scaffolds for Inactivation of Bacterial Histidine Kinases.
AID662565Growth inhibition of Trichomonas vaginalis T1 at 100 uM after 24 hrs by hemocytometry2012Bioorganic & medicinal chemistry letters, Jun-15, Volume: 22, Issue:12
S-Adenosylhomocysteine hydrolase of the protozoan parasite Trichomonas vaginalis: potent inhibitory activity of 9-(2-deoxy-2-fluoro-β,D-arabinofuranosyl)adenine.
AID584546Inhibition of inosine/L-alanine-induced Bacillus anthracis Sterne 34F2 spore germination pretreated for 15 mins before inosine/L-alanine challenge2010Antimicrobial agents and chemotherapy, Dec, Volume: 54, Issue:12
Testing nucleoside analogues as inhibitors of Bacillus anthracis spore germination in vitro and in macrophage cell culture.
AID662566Growth inhibition of Trichomonas vaginalis T1 after 24 hrs by hemocytometry2012Bioorganic & medicinal chemistry letters, Jun-15, Volume: 22, Issue:12
S-Adenosylhomocysteine hydrolase of the protozoan parasite Trichomonas vaginalis: potent inhibitory activity of 9-(2-deoxy-2-fluoro-β,D-arabinofuranosyl)adenine.
AID584550Cytotoxicity against mouse J774A1 cells2010Antimicrobial agents and chemotherapy, Dec, Volume: 54, Issue:12
Testing nucleoside analogues as inhibitors of Bacillus anthracis spore germination in vitro and in macrophage cell culture.
AID33838Kinetic parameter was determined against adenosine deaminase expressed as Vmax1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
2-Fluoroformycin and 2-aminoformycin. Synthesis and biological activity.
AID329451Inhibition of inosine and alanine-induced germination of Bacillus anthracis Sterne spore pre-incubated for 15 mins2007The Journal of biological chemistry, Apr-20, Volume: 282, Issue:16
Identification of an in vivo inhibitor of Bacillus anthracis spore germination.
AID612651Activity of recombinant human ADAL1 expressed in Escherichia coli by UV-spectrophotometry2011Journal of medicinal chemistry, Aug-25, Volume: 54, Issue:16
Adenosine deaminase-like protein 1 (ADAL1): characterization and substrate specificity in the hydrolysis of N(6)- or O(6)-substituted purine or 2-aminopurine nucleoside monophosphates.
AID33816Kinetic parameter was determined against adenosine deaminase expressed as Km1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
2-Fluoroformycin and 2-aminoformycin. Synthesis and biological activity.
AID217966In vitro for antiviral activity in secondary cultures of rabbit kidney cells infected with vaccinia virus1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Synthesis and antiviral activity of carbocyclic analogues of 2'-deoxyribofuranosides of 2-amino-6-substituted-purines and of 2-amino-6-substituted-8-azapurines.
AID217834Concentration required to inhibit vaccinia virus induced cytopathogenic affects by 50%1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Synthesis and antiviral activity of carbocyclic analogues of 2'-deoxyribofuranosides of 2-amino-6-substituted-purines and of 2-amino-6-substituted-8-azapurines.
AID229569Ratio of kinetic parameters Vmax to the of Km.1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
2-Fluoroformycin and 2-aminoformycin. Synthesis and biological activity.
AID22612Kinetic parameter in calf intestine adenosine deaminase.1983Journal of medicinal chemistry, Oct, Volume: 26, Issue:10
Synthesis and biological evaluation of 2-fluoro-8-azaadenosine and related compounds.
AID85569Concentration required to inhibit HSV type 1 strain HF induced cytopathogenic affects by 50%1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Synthesis and antiviral activity of carbocyclic analogues of 2'-deoxyribofuranosides of 2-amino-6-substituted-purines and of 2-amino-6-substituted-8-azapurines.
AID329453Inhibition of cytopathic effect in Bacillus anthracis Sterne infected mouse RAW264.7 macrophage after 6 hrs by propidium iodide exclusion assay2007The Journal of biological chemistry, Apr-20, Volume: 282, Issue:16
Identification of an in vivo inhibitor of Bacillus anthracis spore germination.
AID584547Antibacterial activity against Bacillus anthracis Sterne 34F2 infected in mouse J774A.1 cells assessed as protection against bacteria-induced cytotoxicity using propidium iodide staining after 3 hrs measured every hours for up to 7 hrs2010Antimicrobial agents and chemotherapy, Dec, Volume: 54, Issue:12
Testing nucleoside analogues as inhibitors of Bacillus anthracis spore germination in vitro and in macrophage cell culture.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (29)

TimeframeStudies, This Drug (%)All Drugs %
pre-199010 (34.48)18.7374
1990's4 (13.79)18.2507
2000's7 (24.14)29.6817
2010's8 (27.59)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 28.67

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index28.67 (24.57)
Research Supply Index3.43 (2.92)
Research Growth Index4.48 (4.65)
Search Engine Demand Index31.18 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (28.67)

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%
Other30 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]