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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H13N5O3.H2O
Molecular Weight 269.2572
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2'-DEOXYADENOSINE MONOHYDRATE

SMILES

O.NC1=NC=NC2=C1N=CN2[C@H]3C[C@H](O)[C@@H](CO)O3

InChI

InChIKey=WZJWHIMNXWKNTO-VWZUFWLJSA-N
InChI=1S/C10H13N5O3.H2O/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7;/h3-7,16-17H,1-2H2,(H2,11,12,13);1H2/t5-,6+,7+;/m0./s1

HIDE SMILES / InChI
2′-Deoxyadenosine, a pair of deoxythymidine (T) in double-stranded DNA, is a substrate of adenosine deaminase. In case of absence of this enzyme, 2′-deoxyadenosine accumulates in T lymphocytes and kills these cells resulting in a genetic disorder known as adenosine deaminase severe combined immunodeficiency disease (ADA-SCID).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P00813
Gene ID: 100.0
Gene Symbol: ADA
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
S-adenosylhomocysteine catabolism and basis for acquired resistance during treatment of T-cell acute lymphoblastic leukemia with 2'-deoxycoformycin alone and in combination with 9-beta-D-arabinofuranosyladenine.
1983 Jul
Substrate specificity of human deoxycytidine kinase toward antiviral 2',3'-dideoxynucleoside analogs.
1992 Jan 22
High complete remission rate from 2-chloro-2'-deoxyadenosine in previously treated patients with B-cell chronic lymphocytic leukemia: response predicted by rapid decrease of blood lymphocyte count.
1993 Apr
1H-NMR spectroscopy of body fluids: inborn errors of purine and pyrimidine metabolism.
1999 Apr
Molecular cloning and functional characterization of inhibitor-sensitive (mENT1) and inhibitor-resistant (mENT2) equilibrative nucleoside transporters from mouse brain.
2000 Dec 1
Phosphorylation of the anti-HIV compound (S,S)-isodideoxyadenosine by human recombinant deoxycytidine kinase.
2000 Nov 15
5'-Esters of 2'-deoxyadenosine and 2-chloro-2'-deoxyadenosine with cell differentiation-provoking agents.
2002
Characterization of glycine N-methyltransferase from rabbit liver.
2004 Jun
Inhibition of hepatitis C replicon RNA synthesis by beta-D-2'-deoxy-2'-fluoro-2'-C-methylcytidine: a specific inhibitor of hepatitis C virus replication.
2006
Direct detection of 8-oxo-deoxyguanosine using UV resonance Raman spectroscopy.
2007 May-Jun
Investigations into the origin of the molecular recognition of several adenosine deaminase inhibitors.
2011 Jan 13
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
2'-DEOXYADENOSINE MONOHYDRATE
Systematic Name English
ADENOSINE, 2'-DEOXY-, HYDRATE (1:1)
Systematic Name English
ADENOSINE, 2'-DEOXY-, MONOHYDRATE
Systematic Name English
Code System Code Type Description
FDA UNII
F79D3BS9UH
Created by admin on Fri Dec 15 15:55:37 GMT 2023 , Edited by admin on Fri Dec 15 15:55:37 GMT 2023
PRIMARY
EPA CompTox
DTXSID801036040
Created by admin on Fri Dec 15 15:55:37 GMT 2023 , Edited by admin on Fri Dec 15 15:55:37 GMT 2023
PRIMARY
CAS
16373-93-6
Created by admin on Fri Dec 15 15:55:37 GMT 2023 , Edited by admin on Fri Dec 15 15:55:37 GMT 2023
PRIMARY
PUBCHEM
9549172
Created by admin on Fri Dec 15 15:55:37 GMT 2023 , Edited by admin on Fri Dec 15 15:55:37 GMT 2023
PRIMARY