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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
Structure of 2'-DEOXYADENOSINE TRIPHOSPHATE

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

HIDE SMILES / InChI

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

Targets

Primary TargetPharmacologyConditionPotency
3.2 µM [Kd]
PubMed

PubMed

TitleDatePubMed
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 Mon Mar 31 22:21:58 GMT 2025
Edited
by admin
on Mon Mar 31 22:21:58 GMT 2025
Record UNII
K8KCC8SH6N
Record Status Validated (UNII)
Record Version
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Name Type Language
DATP
Preferred Name English
2'-DEOXYADENOSINE TRIPHOSPHATE
Systematic Name English
DEOXYADENOSINE 5'-TRIPHOSPHATE
Systematic Name English
Code System Code Type Description
DRUG BANK
DB03222
Created by admin on Mon Mar 31 22:21:58 GMT 2025 , Edited by admin on Mon Mar 31 22:21:58 GMT 2025
PRIMARY
CHEBI
16284
Created by admin on Mon Mar 31 22:21:58 GMT 2025 , Edited by admin on Mon Mar 31 22:21:58 GMT 2025
PRIMARY
CAS
1927-31-7
Created by admin on Mon Mar 31 22:21:58 GMT 2025 , Edited by admin on Mon Mar 31 22:21:58 GMT 2025
PRIMARY
CHEBI
61404
Created by admin on Mon Mar 31 22:21:58 GMT 2025 , Edited by admin on Mon Mar 31 22:21:58 GMT 2025
PRIMARY
ECHA (EC/EINECS)
217-662-3
Created by admin on Mon Mar 31 22:21:58 GMT 2025 , Edited by admin on Mon Mar 31 22:21:58 GMT 2025
PRIMARY
PUBCHEM
15993
Created by admin on Mon Mar 31 22:21:58 GMT 2025 , Edited by admin on Mon Mar 31 22:21:58 GMT 2025
PRIMARY
FDA UNII
K8KCC8SH6N
Created by admin on Mon Mar 31 22:21:58 GMT 2025 , Edited by admin on Mon Mar 31 22:21:58 GMT 2025
PRIMARY
WIKIPEDIA
Deoxyadenosine triphosphate
Created by admin on Mon Mar 31 22:21:58 GMT 2025 , Edited by admin on Mon Mar 31 22:21:58 GMT 2025
PRIMARY
EPA CompTox
DTXSID10895848
Created by admin on Mon Mar 31 22:21:58 GMT 2025 , Edited by admin on Mon Mar 31 22:21:58 GMT 2025
PRIMARY