5-BROMOURIDINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C9H11BrN2O6
Molecular Weight	323.097
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=C(Br)C(=O)NC2=O

InChI

InChIKey=AGFIRQJZCNVMCW-UAKXSSHOSA-N

InChI=1S/C9H11BrN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C9H11BrN2O6
Molecular Weight	323.097
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Interaction of monoclonal antibodies directed against bromodeoxyuridine with pyrimidine bases, nucleosides, and DNA.	1986 Mar 1	3950402
Synthesis and antiviral activity of phosphonoacetic and phosphonoformic acid esters of 5-bromo-2'-deoxyuridine and related pyrimidine nucleosides and acyclonucleosides.	1989 Feb	2521518
Phosphorylation of uridine and cytidine nucleoside analogs by two human uridine-cytidine kinases.	2001 May	11306702
Visualization of transcription sites at the electron microscope.	2003	14514409
Formation of 3'-O-beta-galactosyl compounds of 5-bromouridine by Sporobolomyces singularis.	2003 Mar	12723618
[Antiviral activity of different drugs in vitro against viruses of bovine infectious rhinotracheitis and bovine diarrhea].	2004 Sep-Oct	15529864
Changes in extranucleolar transcription during actinomycin D-induced apoptosis.	2005 Jan	15578429
[SC35 splicing factor and coilin are colocalized within the "endobodies" in oocytes of the spider Araneus diadematus].	2007	17802747
NF-Y dependent epigenetic modifications discriminate between proliferating and postmitotic tissue.	2008 Apr 23	18431504
Novel derivatives of UDP-glucose: concise synthesis and fluorescent properties.	2008 Aug 21	18688480
5-Phenyluridine trihydrate.	2008 Feb	18253003
Association of ATRX with pericentric heterochromatin and the Y chromosome of neonatal mouse spermatogonia.	2008 Mar 13	18366812
Electron transfer through a stable phenanthrenyl pair in DNA.	2008 Nov 14	18985229
Differential effects of nucleotide analogs on scanning-dependent initiation and elongation of mammalian mRNA translation in vitro.	2010 Jun	20423978
Protein expression redirects vesicular stomatitis virus RNA synthesis to cytoplasmic inclusions.	2010 Jun 24	20585632
Effect of trichostatin A on chromatin remodeling, histone modifications, DNA replication, and transcriptional activity in cloned mouse embryos.	2010 Sep	20505166

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:08:59 GMT 2023` Edited by `admin` on `Fri Dec 15 15:08:59 GMT 2023`
Record UNII	KEY8PG1BRC
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

5-BROMOURIDINE

Systematic Name

English

BROMOURIDINE

Systematic Name

English

NSC-38296

Code

English

URIDINE, 5-BROMO-

Systematic Name

English

(-)-5-BROMOURIDINE

Systematic Name

English

Code System Code Type Description

FDA UNII

KEY8PG1BRC