Page last updated: 2024-12-11

(2R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

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

**(2R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol** is a more complex way of describing the molecule commonly known as **deoxyadenosine**, a nucleoside.

Let's break down the name:

* **(2R,4R,5R)** refers to the absolute stereochemistry of the chiral centers in the oxolane ring (a five-membered ring with an oxygen atom). R indicates the configuration of the chiral center.
* **2-(6-aminopurin-9-yl)** indicates that a 6-aminopurine molecule (adenine) is attached to the 2nd carbon of the oxolane ring via the 9th nitrogen atom of adenine.
* **5-(hydroxymethyl)** indicates that a hydroxymethyl group (CH2OH) is attached to the 5th carbon of the oxolane ring.
* **oxolane-3,4-diol** indicates that the oxolane ring has hydroxyl groups (OH) attached to the 3rd and 4th carbons.

**Why is deoxyadenosine important for research?**

Deoxyadenosine is a fundamental building block of **DNA**, the genetic material of all living organisms. Its importance in research stems from multiple aspects:

* **Understanding DNA structure and function:** Studying deoxyadenosine helps researchers unravel the intricate structure and function of DNA, leading to advancements in fields like genetics, molecular biology, and medicine.
* **Developing new therapies:** Understanding the role of deoxyadenosine in various biological processes has led to the development of drugs targeting DNA synthesis and repair, with applications in cancer therapy, antiviral treatment, and immune system modulation.
* **Biotechnology applications:** Deoxyadenosine is used in various biotechnological applications, including gene editing, DNA sequencing, and PCR (polymerase chain reaction) technology.
* **Research into genetic diseases:** Deoxyadenosine plays a crucial role in various genetic diseases, and research involving this nucleoside aids in understanding and developing treatments for such conditions.

Overall, deoxyadenosine is a vital molecule for scientific research, contributing to our understanding of fundamental biological processes and driving advancements in various fields.

Cross-References

ID SourceID
PubMed CID6713976
CHEBI ID95180
SCHEMBL ID4403412

Synonyms (21)

Synonym
LOPAC0_000123
EU-0100123
PRESTWICK2_000768
SPBIO_002755
PRESTWICK1_000768
PRESTWICK0_000768
A 9251 ,
HMS1570I18
(2r,4r,5r)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
HMS3260I08
CCG-204218
LP00123
SCHEMBL4403412
Q-200597
W-203087
9-(b-d-arabinofuranosyl)adenine
CHEBI:95180
sr-01000075190
SR-01000075190-1
Q27166984
SDCCGSBI-0050111.P002
[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 (1)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
NPYLR7BAedes aegypti (yellow fever mosquito)EC50 (µMol)7.87000.03902.289918.3000AID1259426
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).2014Journal of biomolecular screening, Jul, Volume: 19, Issue:6
A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).
[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's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's4 (80.00)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: 13.13

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 Index13.13 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.92 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.13)

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]