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

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
Nucleosides. 110. Synthesis and antiherpes virus activity of some 2'-fluoro-2'-deoxyarabinofuranosylpyrimidine nucleosides.
1979 Jan
Relative potencies of different anti-herpes agents in the topical treatment of cutaneous herpes simplex virus infection of athymic nude mice.
1979 Nov
Antiherpesviral activity and inhibitory action on cell growth of 5-alkenyl derivatives of 1-beta D-arabinofuranosyluracil.
1980 Jun
7-Aminoquinolines. A novel class of agents active against herpesviruses.
1988 Jul
Comparative activity of selected antiviral compounds against clinical isolates of varicella-zoster virus.
1995 Apr
Susceptibilities of several drug-resistant herpes simplex virus type 1 strains to alternative antiviral compounds.
1995 Jul
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
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
Lipid-mediated protein delivery of suicide nucleoside kinases.
2003 Oct 15
Anti-cowpox virus activities of certain adenosine analogs, arabinofuranosyl nucleosides, and 2'-fluoro-arabinofuranosyl nucleosides.
2004
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
Altered deoxyribonucleotide pools in T-lymphoblastoid cells expressing the multisubstrate nucleoside kinase of Drosophila melanogaster.
2005 Aug
Synthesis and in vitro anti-mycobacterial activity of 5-substituted pyrimidine nucleosides.
2005 Dec 15
The effect of a methyl or 2-fluoroethyl substituent at the N-3 position of thymidine, 3'-fluoro-3'-deoxythymidine and 1-beta-D-arabinosylthymine on their antiviral and cytostatic activity in cell culture.
2006
3D-QSAR studies on antitubercular thymidine monophosphate kinase inhibitors based on different alignment methods.
2006 Feb 15
Efficient and selective enzymatic acylation reaction: separation of furanosyl and pyranosyl nucleosides.
2008 Jul 18
Acute cytotoxicity of arabinofuranosyl nucleoside analogs is not dependent on mitochondrial DNA.
2009 Sep 10
Voreloxin, a first-in-class anticancer quinolone derivative, acts synergistically with cytarabine in vitro and induces bone marrow aplasia in vivo.
2010 Oct
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
  • Download
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
Related Record Type Details
ACTIVE MOIETY