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

Approval Year

PubMed

PubMed

TitleDatePubMed
Substrate specificity of human recombinant mitochondrial deoxyguanosine kinase with cytostatic and antiviral purine and pyrimidine analogs.
1998 Feb
Deoxyadenosine metabolism in a human colon-carcinoma cell line (LoVo) in relation to its cytotoxic effect in combination with deoxycoformycin.
1998 Mar 2
UVB-specific regulation of gene expression in human melanocytic cells: cell cycle effects and implication in the generation of melanoma.
1998 Nov 9
Synthesis of N2-substituted deoxyguanosine nucleosides from 2-fluoro-6-O-(trimethylsilylethyl)-2'-deoxyinosine.
2001 May
Sequencing in the presence of betaine: Improvement in sequencing of the localized repeat sequence regions.
2002 Dec
Pectinmethylesterase from the rice weevil, Sitophilus oryzae: cDNA isolation and sequencing, genetic origin, and expression of the recombinant enzyme.
2005
Development of stealth liposome formulation of 2'-deoxyinosine as 5-fluorouracil modulator: in vitro and in vivo study.
2005 Dec
A general method for nested RT-PCR amplification and sequencing the complete HCV genotype 1 open reading frame.
2005 Dec 1
A role for adenosine deaminase in Drosophila larval development.
2005 Jul
Identification of a subversive substrate of Trichomonas vaginalis purine nucleoside phosphorylase and the crystal structure of the enzyme-substrate complex.
2005 Jun 10
Structure of an oligodeoxynucleotide containing a butadiene oxide-derived N1 beta-hydroxyalkyl deoxyinosine adduct in the human N-ras codon 61 sequence.
2005 Mar 8
Synthesis and reactions of 2-chloro- and 2-tosyloxy-2'-deoxyinosine derivatives.
2005 Sep 2
Chemically modified short interfering hybrids (siHYBRIDS): nanoimmunoliposome delivery in vitro and in vivo for RNAi of HER-2.
2006
Relatively small increases in the steady-state levels of nucleobase deamination products in DNA from human TK6 cells exposed to toxic levels of nitric oxide.
2006 Jan
Recent advances in structure and function of cytosolic IMP-GMP specific 5'-nucleotidase II (cN-II).
2006 Nov
Clastogenic factors as potential biomarkers of increased superoxide production.
2007 Dec 11
Adenosine and lymphocyte regulation.
2007 Mar
Successful HLA-identical hematopoietic stem cell transplantation in a patient with purine nucleoside phosphorylase deficiency.
2007 Nov
Anopheles gambiae purine nucleoside phosphorylase: catalysis, structure, and inhibition.
2007 Oct 30
In vitro and in vivo reversal of resistance to 5-fluorouracil in colorectal cancer cells with a novel stealth double-liposomal formulation.
2007 Oct 8
The human vaginal bacterial biota and bacterial vaginosis.
2008
Self-Avoiding Molecular Recognition Systems (SAMRS).
2008
Miscoding properties of 2'-deoxyinosine, a nitric oxide-derived DNA Adduct, during translesion synthesis catalyzed by human DNA polymerases.
2008 Apr 4
7-Deaza-2'-deoxyinosine: a nucleoside showing ambiguous base-pairing properties against the four canonical DNA constituents.
2008 Aug
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 Aug 6
Effect of cardiovascular drugs on adenosine deaminase activity.
2008 Dec-2009 Jan
Removal of deoxyinosine from the Escherichia coli chromosome as studied by oligonucleotide transformation.
2008 Feb 1
Universal primers that amplify RNA from all three flavivirus subgroups.
2008 Jan 24
Blocking primers to enhance PCR amplification of rare sequences in mixed samples - a case study on prey DNA in Antarctic krill stomachs.
2008 Jul 20
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
Limited duration of vaccine poliovirus and other enterovirus excretion among human immunodeficiency virus infected children in Kenya.
2009 Aug 23
Efficient recognition of an unpaired lesion by a DNA repair glycosylase.
2009 Dec 16
Modeling of Escherichia coli Endonuclease V structure in complex with DNA.
2009 Feb
Purine nucleoside phosphorylase deficiency in two unrelated Saudi patients.
2009 Jul-Aug
Borrelia burgdorferi bb0426 encodes a 2'-deoxyribosyltransferase that plays a central role in purine salvage.
2009 Jun
O6-(benzotriazol-1-yl)inosine derivatives for C6 modification of purine nucleosides.
2009 Mar
The Base Excision Repair system of Salmonella enterica serovar typhimurium counteracts DNA damage by host nitric oxide.
2009 May
Chemistry and biology of DNA containing 1,N(2)-deoxyguanosine adducts of the alpha,beta-unsaturated aldehydes acrolein, crotonaldehyde, and 4-hydroxynonenal.
2009 May
Molecular characterisation and genetic mapping of candidate genes for qualitative disease resistance in perennial ryegrass (Lolium perenne L.).
2009 May 19
IGF-I activates caspases 3/7, 8 and 9 but does not induce cell death in colorectal cancer cells.
2009 May 21
High genotypic diversity and a novel variant of human cytomegalovirus revealed by combined UL33/UL55 genotyping with broad-range PCR.
2009 Nov 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 Sep 18
Template-directed ligation of tethered mononucleotides by t4 DNA ligase for kinase ribozyme selection.
2010 Aug 24
Determination of serum adenosine deaminase and xanthine oxidase levels in patients with crimean-congo hemorrhagic fever.
2010 Jul
Successful pyrosequencing of GC-rich DNA sequences by partial substitution of deoxyguanosine with deoxyinosine.
2010 Jun
Sensitivity, specificity, negative and positive predictive values of adenosine deaminase in patients of tubercular and non-tubercular serosal effusion in India.
2010 May 19
ITPA protein, an enzyme that eliminates deaminated purine nucleoside triphosphates in cells.
2010 Nov 28
Endonuclease V-mediated deoxyinosine excision repair in vitro.
2010 Oct 5
Electrochemical genotyping and detection of single-nucleotide polymorphisms based on junction-probe containing 2'-deoxyinosine.
2010 Oct 7
Patents
Name Type Language
2'-DEOXYINOSINE
Systematic 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 [WHO-IP]
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 Sat Dec 16 03:27:50 GMT 2023 , Edited by admin on Sat Dec 16 03:27:50 GMT 2023
PRIMARY
CHEBI
28997
Created by admin on Sat Dec 16 03:27:50 GMT 2023 , Edited by admin on Sat Dec 16 03:27:50 GMT 2023
PRIMARY
CAS
890-38-0
Created by admin on Sat Dec 16 03:27:50 GMT 2023 , Edited by admin on Sat Dec 16 03:27:50 GMT 2023
PRIMARY
DRUG BANK
DB02380
Created by admin on Sat Dec 16 03:27:50 GMT 2023 , Edited by admin on Sat Dec 16 03:27:50 GMT 2023
PRIMARY
ECHA (EC/EINECS)
212-964-1
Created by admin on Sat Dec 16 03:27:50 GMT 2023 , Edited by admin on Sat Dec 16 03:27:50 GMT 2023
PRIMARY
FDA UNII
HN0RQ6SBWQ
Created by admin on Sat Dec 16 03:27:50 GMT 2023 , Edited by admin on Sat Dec 16 03:27:50 GMT 2023
PRIMARY