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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H14N2O6
Molecular Weight 258.228
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THYMINE ARABINOSIDE

SMILES

CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)C(=O)NC1=O

InChI

InChIKey=DWRXFEITVBNRMK-JAGXHNFQSA-N
InChI=1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7+,9-/m1/s1

HIDE SMILES / InChI

Molecular Formula C10H14N2O6
Molecular Weight 258.228
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
In vitro antiherpesviral activity of 5-alkyl derivatives of 1-beta-D-arabinofuranosyluracil.
1979 Aug
(E)-5-(2-Bromovinyl)-2'-deoxyuridine: a potent and selective anti-herpes agent.
1979 Jun
Relative potencies of different anti-herpes agents in the topical treatment of cutaneous herpes simplex virus infection of athymic nude mice.
1979 Nov
Differential activity of potential antiviral nucleoside analogs on herpes simplex virus-induced and human cellular thymidine kinases.
1981 Sep
Comparison of susceptibilities of varicella-zoster virus and herpes simplex viruses to nucleoside analogs.
1986 Mar
7-Aminoquinolines. A novel class of agents active against herpesviruses.
1988 Jul
Synthesis and antiviral activity of phosphonoacetic and phosphonoformic acid esters of 5-bromo-2'-deoxyuridine and related pyrimidine nucleosides and acyclonucleosides.
1989 Feb
Comparative activity of selected antiviral compounds against clinical isolates of varicella-zoster virus.
1995 Apr
Anti-herpesvirus activity profile of 4'-thioarabinofuranosyl purine and uracil nucleosides and activity of 1-beta-D-2'-fluoro-4'-thioarabinofuranosyl guanine and 2,6-diaminopurine against clinical isolates of human cytomegalovirus.
1998 Aug
Efficacy of select antivirals against Cryptosporidium parvum in vitro.
1998 Nov 1
Phenotypic and genetic characterization of thymidine kinase from clinical strains of varicella-zoster virus resistant to acyclovir.
1999 Oct
Mutation of Gln125 to Asn selectively abolishes the thymidylate kinase activity of herpes simplex virus type 1 thymidine kinase.
2001 Feb
2'-O-Acyl/alkyl-substituted arabinosyl nucleosides as inhibitors of human mitochondrial thymidine kinase.
2001 Mar 15
Design, synthesis and enzymatic activity of highly selective human mitochondrial thymidine kinase inhibitors.
2001 May 21
Nucleoside analog cytotoxicity and bystander cell killing of cancer cells expressing Drosophila melanogaster deoxyribonucleoside kinase in the nucleus or cytosol.
2001 Nov 23
Amino acid changes within conserved region III of the herpes simplex virus and human cytomegalovirus DNA polymerases confer resistance to 4-oxo-dihydroquinolines, a novel class of herpesvirus antiviral agents.
2003 Feb
Inactivity of the bicyclic pyrimidine nucleoside analogues against simian varicella virus (SVV) does not correlate with their substrate activity for SVV-encoded thymidine kinase.
2004 Mar 19
Dexamethasone inhibits the HSV-tk/ ganciclovir bystander effect in malignant glioma cells.
2005 Apr 2
Synthesis and in vitro anti-mycobacterial activity of 5-substituted pyrimidine nucleosides.
2005 Dec 15
3D-QSAR studies on antitubercular thymidine monophosphate kinase inhibitors based on different alignment methods.
2006 Feb 15
Substrate specificity of feline and canine herpesvirus thymidine kinase.
2008 Aug
Efficient and selective enzymatic acylation reaction: separation of furanosyl and pyranosyl nucleosides.
2008 Jul 18
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:33:14 GMT 2023
Edited
by admin
on Sat Dec 16 08:33:14 GMT 2023
Record UNII
NS9U4BEG7Y
Record Status Validated (UNII)
Record Version
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Name Type Language
THYMINE ARABINOSIDE
Common Name English
SPONGOTHYMIDIN
Common Name English
5-METHYLARABINOSYLURACIL
Common Name English
THYMINE, 1-.BETA.-D-ARABINOFURANOSYL-
Systematic Name English
ARABINOSYLTHYMINE
Common Name English
1-.BETA.-D ARABINOFURANOSYLTHYMINE
Common Name English
SPONGOTHYMIDINE
Common Name English
1-.BETA.-D-ARABINOFURANOSYLTHYMINE
Common Name English
2,4(1H,3H)-PYRIMIDINEDIONE, 1-.BETA.-D-ARABINOFURANOSYL-5-METHYL-
Systematic Name English
NSC-68929
Code English
Code System Code Type Description
NSC
68929
Created by admin on Sat Dec 16 08:33:14 GMT 2023 , Edited by admin on Sat Dec 16 08:33:14 GMT 2023
PRIMARY
FDA UNII
NS9U4BEG7Y
Created by admin on Sat Dec 16 08:33:14 GMT 2023 , Edited by admin on Sat Dec 16 08:33:14 GMT 2023
PRIMARY
PUBCHEM
65049
Created by admin on Sat Dec 16 08:33:14 GMT 2023 , Edited by admin on Sat Dec 16 08:33:14 GMT 2023
PRIMARY
CAS
605-23-2
Created by admin on Sat Dec 16 08:33:14 GMT 2023 , Edited by admin on Sat Dec 16 08:33:14 GMT 2023
PRIMARY
ECHA (EC/EINECS)
210-083-7
Created by admin on Sat Dec 16 08:33:14 GMT 2023 , Edited by admin on Sat Dec 16 08:33:14 GMT 2023
PRIMARY
EPA CompTox
DTXSID201194189
Created by admin on Sat Dec 16 08:33:14 GMT 2023 , Edited by admin on Sat Dec 16 08:33:14 GMT 2023
PRIMARY
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