Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C10H16N5O12P3 |
| Molecular Weight | 491.1816 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=NC=NC2=C1N=CN2[C@H]3C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O3
InChI
InChIKey=SUYVUBYJARFZHO-RRKCRQDMSA-N
InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1
| Molecular Formula | C10H16N5O12P3 |
| Molecular Weight | 491.1816 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL5823 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19596885 |
3.2 µM [Kd] |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Effects of substitutions at the 4' and 2 positions on the bioactivity of 4'-ethynyl-2-fluoro-2'-deoxyadenosine. | 2013-12 |
|
| The majority of total nuclear-encoded non-ribosomal RNA in a human cell is 'dark matter' un-annotated RNA. | 2010-12-21 |
|
| Nucleotide and nucleotide sugar analysis by liquid chromatography-electrospray ionization-mass spectrometry on surface-conditioned porous graphitic carbon. | 2010-12-01 |
|
| Visual detection of single-nucleotide polymorphism with hairpin oligonucleotide-functionalized gold nanoparticles. | 2010-09-01 |
|
| Use of clofarabine for acute childhood leukemia. | 2010-06-24 |
|
| Abacavir and tenofovir disoproxil fumarate co-administration results in a nonadditive antiviral effect in HIV-1-infected patients. | 2010-03-13 |
|
| Hydrolysis of aspartic acid phosphoramidate nucleotides: a comparative quantum chemical study. | 2009-09-07 |
|
| Neurodegeneration in Alzheimer's disease: caspases and synaptic element interdependence. | 2009-06-26 |
|
| Factors affecting plasmid production in Escherichia coli from a resource allocation standpoint. | 2009-05-22 |
|
| Pegademase bovine (PEG-ADA) for the treatment of infants and children with severe combined immunodeficiency (SCID). | 2009 |
|
| Thymidylate synthase, dihydropyrimidine dehydrogenase, ERCC1, and thymidine phosphorylase gene expression in primary and metastatic gastrointestinal adenocarcinoma tissue in patients treated on a phase I trial of oxaliplatin and capecitabine. | 2008-12-23 |
|
| Hepatitis C virus helicase/NTPase: an efficient expression system and new inhibitors. | 2008-06 |
|
| Characterization of a dITPase from the hyperthermophilic archaeon Thermococcus onnurineus NA1 and its application in PCR amplification. | 2008-06 |
|
| Analysis of dideoxyadenosine triphosphate by CE with fluorescence detection. I. Derivatization through the phosphate group. | 2007-11 |
|
| A 9-yr evaluation of carrier erythrocyte encapsulated adenosine deaminase (ADA) therapy in a patient with adult-type ADA deficiency. | 2007-10 |
|
| Targeting of mutant hogg1 in mammalian mitochondria and nucleus: effect on cellular survival upon oxidative stress. | 2006-10-03 |
|
| Radiosensitizers in cervical cancer. Cisplatin and beyond. | 2006-05-08 |
|
| T null and M null genotypes of the glutathione S-transferase gene are risk factor for CAD independent of smoking. | 2006-04-19 |
|
| Hypoxia-inducible transcription factor-1alpha promotes hypoxia-induced A549 apoptosis via a mechanism that involves the glycolysis pathway. | 2006-01-27 |
|
| Purine nucleoside analogs as immunosuppressive and antineoplastic agents: mechanism of action and clinical activity. | 2006 |
|
| Resistance to 9-beta-D-arabinofuranosyl-2-fluoroadenine due to reduced incorporation into DNA from competition by excess deoxyadenosine triphosphate: implications for different sensitivities to nucleoside analogues. | 2005-06 |
|
| A novel ADP/ATP transporter in the mitosome of the microaerophilic human parasite Entamoeba histolytica. | 2005-04-26 |
|
| Unblocking of chain-terminated primer by HIV-1 reverse transcriptase through a nucleotide-dependent mechanism. | 1998-11-10 |
|
| Selective inhibition of HIV-1 reverse transcriptase by an antiviral inhibitor, (R)-9-(2-Phosphonylmethoxypropyl)adenine. | 1998-10-16 |
|
| Human immunodeficiency virus type 1 reverse transcriptase expressing the K70E mutation exhibits a decrease in specific activity and processivity. | 1998-08 |
|
| Comparative enzymatic study of HIV-1 reverse transcriptase resistant to 2',3'-dideoxynucleotide analogs using the single-nucleotide incorporation assay. | 1997-02-04 |
|
| Enzymatic characterization of human immunodeficiency virus type 1 reverse transcriptase resistant to multiple 2',3'-dideoxynucleoside 5'-triphosphates. | 1995-10-06 |
|
| Lack of synergy in the inhibition of HIV-1 reverse transcriptase by combinations of the 5'-triphosphates of various anti-HIV nucleoside analogs. | 1993-12 |
|
| RNA-stimulated NTPase activity associated with yellow fever virus NS3 protein expressed in bacteria. | 1993-02 |
|
| Effect of polyethylene glycol-modified adenosine deaminase (PEG-ADA) therapy in two ADA-deficient children: measurement of erythrocyte deoxyadenosine triphosphate as a useful tool. | 1991 |
|
| Successful lectin-separated bone marrow transplantation in adenosine deaminase deficiency-related severe immunodeficiency. | 1990-11-01 |
|
| Comparison of red cell transfusion and polyethylene glycol-modified adenosine deaminase therapy in an adenosine deaminase-deficient child: measurement of erythrocyte deoxyadenosine triphosphate as a useful tool. | 1990-08 |
|
| Rejection of bone marrow transplant and resistance of alloantigen reactive cells to in vivo deoxyadenosine in adenosine deaminase deficiency. | 1988-11 |
|
| Treatment of cutaneous T cell lymphoma with 2'-deoxycoformycin (pentostatin). | 1988-10 |
|
| Altered erythrocyte nucleotide patterns are characteristic of inherited disorders of purine or pyrimidine metabolism. | 1988-02-15 |
|
| Inhibition of HIV reverse transcriptase by 2',3'-dideoxynucleoside triphosphates. | 1987-12-15 |
|
| Heterogeneity of biochemical, clinical and immunological parameters in severe combined immunodeficiency due to adenosine deaminase deficiency. | 1987-12 |
|
| Deoxy-ATP accumulation in adenosine deaminase-inhibited human B and T lymphocytes. | 1986 |
|
| Severe combined immunodeficiency in a child with a healthy adenosine deaminase deficient mother. | 1983-12 |
|
| Importance of platelet-free preparations for evaluating lymphocyte nucleotide levels in inherited or acquired immunodeficiency syndromes. | 1983-12 |
|
| Concentration of nucleotides and deoxynucleotides in peripheral and phytohemagglutinin-stimulated mammalian lymphocytes. Effects of adenosine and deoxyadenosine. | 1983-08-23 |
|
| Characterization of a cultured human T-cell line with genetically altered ribonucleotide reductase activity. Model for immunodeficiency. | 1983-04-10 |
|
| Formation and degradation of deoxyadenosine nucleotides in inherited adenosine deaminase deficiency. | 1982-05 |
|
| Bone marrow transplantation only partially restores purine metabolites to normal in adenosine deaminase-deficient patients. | 1981-12 |
|
| The biochemical and clinical consequences of 2'-deoxycoformycin in refractory lymphoproliferative malignancy. | 1981-03 |
|
| Plasma deoxyadenosine, adenosine, and erythrocyte deoxyATP are elevated at birth in an adenosine deaminase-deficient child. | 1980-03 |
|
| Adenosine deaminase deficiency: disappearance of adenine deoxynucleotides from a patient's erythrocytes after successful marrow transplantation. | 1978-12 |
|
| Overproduction of adenine deoxynucleosides and deoxynucletides in adenosine deaminase deficiency with severe combined immunodeficiency disease. | 1978-10 |
|
| Purine metabolism in adenosine deaminase deficiency. | 1978 |
|
| Aggregate formation in solutions of deoxynucleoside triphosphates, dATP + dTTP. | 1972-06 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:21:58 GMT 2025
by
admin
on
Mon Mar 31 22:21:58 GMT 2025
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| Record UNII |
K8KCC8SH6N
|
| Record Status |
Validated (UNII)
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| Record Version |
|
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DB03222
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16284
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1927-31-7
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61404
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217-662-3
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15993
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K8KCC8SH6N
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Deoxyadenosine triphosphate
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DTXSID10895848
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