U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C10H12N4O4
Molecular Weight 252.2267
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2'-DEOXYINOSINE

SMILES

OC[C@H]1O[C@H](C[C@@H]1O)N2C=NC3=C2N=CNC3=O

InChI

InChIKey=VGONTNSXDCQUGY-RRKCRQDMSA-N
InChI=1S/C10H12N4O4/c15-2-6-5(16)1-7(18-6)14-4-13-8-9(14)11-3-12-10(8)17/h3-7,15-16H,1-2H2,(H,11,12,17)/t5-,6+,7+/m0/s1

HIDE SMILES / InChI

Molecular Formula C10H12N4O4
Molecular Weight 252.2267
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Constraint-based modeling analysis of the metabolism of two Pelobacter species.
2010-12-23
ITPA protein, an enzyme that eliminates deaminated purine nucleoside triphosphates in cells.
2010-11-28
DNA suspension arrays: silencing discrete artifacts for high-sensitivity applications.
2010-11-08
Development of a real-time quantitative PCR assay for detection of a stable genomic region of BK virus.
2010-10-29
Identification of differentially expressed genes using an annealing control primer system in stage III serous ovarian carcinoma.
2010-10-22
Adenosine Deaminase Levels in CSF of Tuberculous Meningitis Patients.
2010-10-11
Electrochemical genotyping and detection of single-nucleotide polymorphisms based on junction-probe containing 2'-deoxyinosine.
2010-10-07
Potential short-term use of oral cladribine in treatment of relapsing-remitting multiple sclerosis.
2010-10-05
Endonuclease V-mediated deoxyinosine excision repair in vitro.
2010-10-05
Template-directed ligation of tethered mononucleotides by t4 DNA ligase for kinase ribozyme selection.
2010-08-24
Determination of serum adenosine deaminase and xanthine oxidase levels in patients with crimean-congo hemorrhagic fever.
2010-07
Successful pyrosequencing of GC-rich DNA sequences by partial substitution of deoxyguanosine with deoxyinosine.
2010-06
Sensitivity, specificity, negative and positive predictive values of adenosine deaminase in patients of tubercular and non-tubercular serosal effusion in India.
2010-05-19
Role of Adenosine Deaminase Estimation in Differentiation of Tuberculous and Non-tuberculous Exudative Pleural Effusions.
2010-03-20
Efficient recognition of an unpaired lesion by a DNA repair glycosylase.
2009-12-16
High genotypic diversity and a novel variant of human cytomegalovirus revealed by combined UL33/UL55 genotyping with broad-range PCR.
2009-11-26
Steric and electrostatic effects at the C2 atom substituent influence replication and miscoding of the DNA deamination product deoxyxanthosine and analogs by DNA polymerases.
2009-09-18
Limited duration of vaccine poliovirus and other enterovirus excretion among human immunodeficiency virus infected children in Kenya.
2009-08-23
Purine nucleoside phosphorylase deficiency in two unrelated Saudi patients.
2009-07-09
Borrelia burgdorferi bb0426 encodes a 2'-deoxyribosyltransferase that plays a central role in purine salvage.
2009-06
IGF-I activates caspases 3/7, 8 and 9 but does not induce cell death in colorectal cancer cells.
2009-05-21
Molecular characterisation and genetic mapping of candidate genes for qualitative disease resistance in perennial ryegrass (Lolium perenne L.).
2009-05-19
The Base Excision Repair system of Salmonella enterica serovar typhimurium counteracts DNA damage by host nitric oxide.
2009-05
Chemistry and biology of DNA containing 1,N(2)-deoxyguanosine adducts of the alpha,beta-unsaturated aldehydes acrolein, crotonaldehyde, and 4-hydroxynonenal.
2009-05
O6-(benzotriazol-1-yl)inosine derivatives for C6 modification of purine nucleosides.
2009-03
Modeling of Escherichia coli Endonuclease V structure in complex with DNA.
2009-02
Pegademase bovine (PEG-ADA) for the treatment of infants and children with severe combined immunodeficiency (SCID).
2009
Development of a real-time reverse-transcription PCR for the detection and simultaneous pathotyping of Newcastle disease virus isolates using a novel probe.
2009
Effect of cardiovascular drugs on adenosine deaminase activity.
2008-10-09
Structure of the E. coli DNA glycosylase AlkA bound to the ends of duplex DNA: a system for the structure determination of lesion-containing DNA.
2008-08-06
7-Deaza-2'-deoxyinosine: a nucleoside showing ambiguous base-pairing properties against the four canonical DNA constituents.
2008-08
Blocking primers to enhance PCR amplification of rare sequences in mixed samples - a case study on prey DNA in Antarctic krill stomachs.
2008-07-20
Miscoding properties of 2'-deoxyinosine, a nitric oxide-derived DNA Adduct, during translesion synthesis catalyzed by human DNA polymerases.
2008-04-04
Removal of deoxyinosine from the Escherichia coli chromosome as studied by oligonucleotide transformation.
2008-02-01
Universal primers that amplify RNA from all three flavivirus subgroups.
2008-01-24
The human vaginal bacterial biota and bacterial vaginosis.
2008
Self-Avoiding Molecular Recognition Systems (SAMRS).
2008
Clastogenic factors as potential biomarkers of increased superoxide production.
2007-12-11
Successful HLA-identical hematopoietic stem cell transplantation in a patient with purine nucleoside phosphorylase deficiency.
2007-11
Anopheles gambiae purine nucleoside phosphorylase: catalysis, structure, and inhibition.
2007-10-30
In vitro and in vivo reversal of resistance to 5-fluorouracil in colorectal cancer cells with a novel stealth double-liposomal formulation.
2007-10-08
Adenosine and lymphocyte regulation.
2007-03
Recent advances in structure and function of cytosolic IMP-GMP specific 5'-nucleotidase II (cN-II).
2006-11
Sequencing in the presence of betaine: Improvement in sequencing of the localized repeat sequence regions.
2002-12
Synthesis of N2-substituted deoxyguanosine nucleosides from 2-fluoro-6-O-(trimethylsilylethyl)-2'-deoxyinosine.
2001-05
UVB-specific regulation of gene expression in human melanocytic cells: cell cycle effects and implication in the generation of melanoma.
1998-11-09
Deoxyadenosine metabolism in a human colon-carcinoma cell line (LoVo) in relation to its cytotoxic effect in combination with deoxycoformycin.
1998-03-02
Substrate specificity of human recombinant mitochondrial deoxyguanosine kinase with cytostatic and antiviral purine and pyrimidine analogs.
1998-02
Liquid-chromatographic study of purine metabolism abnormalities in purine nucleoside phosphorylase deficiency.
1996-02
Abnormal purine metabolism and purine overproduction in a patient deficient in purine nucleoside phosphorylase.
1976-12-23
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:18:39 GMT 2025
Edited
by admin
on Mon Mar 31 21:18:39 GMT 2025
Record UNII
HN0RQ6SBWQ
Record Status Validated (UNII)
Record Version
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Name Type Language
2'-DEOXYINOSINE
Systematic Name English
2'-DEOXYINOSINE [WHO-IP]
Preferred Name English
DEOXYINOSINE
Common Name English
9-(2-DEOXY-.BETA.-D-ERYTHRO-PENTOFURANOSYL)-1,9-DIHYDRO-6H-PURIN-6-ONE [WHO-IP]
Systematic Name English
HYPOXANTHINE DEOXYRIBOSIDE
Systematic Name English
9-(2-DEOXY-.BETA.-D-ERYTHRO-PENTOFURANOSYL)-1,9-DIHYDRO-6H-PURIN-6-ONE
Systematic Name English
HYPOXANTHINE, 9-(2-DEOXY-.BETA.-D-ERYTHRO-PENTOFURANOSYL)-
Systematic Name English
DIDANOSINE IMPURITY C [EP IMPURITY]
Common Name English
2'-DEOXYINOSINE [USP IMPURITY]
Systematic Name English
DIDANOSINE IMPURITY C
EP  
Common Name English
INOSINE, 2'-DEOXY-
Systematic Name English
6H-PURIN-6-ONE, 9-(2-DEOXY-.BETA.-D-ERYTHRO-PENTOFURANOSYL)-1,9-DIHYDRO-
Systematic Name English
Code System Code Type Description
PUBCHEM
135398593
Created by admin on Mon Mar 31 21:18:39 GMT 2025 , Edited by admin on Mon Mar 31 21:18:39 GMT 2025
PRIMARY
CHEBI
28997
Created by admin on Mon Mar 31 21:18:39 GMT 2025 , Edited by admin on Mon Mar 31 21:18:39 GMT 2025
PRIMARY
CAS
890-38-0
Created by admin on Mon Mar 31 21:18:39 GMT 2025 , Edited by admin on Mon Mar 31 21:18:39 GMT 2025
PRIMARY
DRUG BANK
DB02380
Created by admin on Mon Mar 31 21:18:39 GMT 2025 , Edited by admin on Mon Mar 31 21:18:39 GMT 2025
PRIMARY
ECHA (EC/EINECS)
212-964-1
Created by admin on Mon Mar 31 21:18:39 GMT 2025 , Edited by admin on Mon Mar 31 21:18:39 GMT 2025
PRIMARY
EPA CompTox
DTXSID101346428
Created by admin on Mon Mar 31 21:18:39 GMT 2025 , Edited by admin on Mon Mar 31 21:18:39 GMT 2025
PRIMARY
FDA UNII
HN0RQ6SBWQ
Created by admin on Mon Mar 31 21:18:39 GMT 2025 , Edited by admin on Mon Mar 31 21:18:39 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> IMPURITY