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
Effect of trichostatin A on chromatin remodeling, histone modifications, DNA replication, and transcriptional activity in cloned mouse embryos.	2010-09	20505166
Protein expression redirects vesicular stomatitis virus RNA synthesis to cytoplasmic inclusions.	2010-06-24	20585632
Differential effects of nucleotide analogs on scanning-dependent initiation and elongation of mammalian mRNA translation in vitro.	2010-06	20423978
DNA-mediated electron transfer in naphthalene-modified oligonucleotides.	2010-04-16	20297784
'Broken symmetries' in macromolecular crystallography: phasing from unmerged data.	2010-04	20382998
Localization of DNA and RNA in eosinophil secretory granules.	2010	19940501
Hematopoietic stem cells reversibly switch from dormancy to self-renewal during homeostasis and repair.	2008-12-12	19062086
Electron transfer through a stable phenanthrenyl pair in DNA.	2008-11-14	18985229
Subcellular imaging of RNA distribution and DNA replication in single mammalian cells with SIMS: the localization of heat shock induced RNA in relation to the distribution of intranuclear bound calcium.	2008-10	19017198
Novel derivatives of UDP-glucose: concise synthesis and fluorescent properties.	2008-08-21	18688480
NF-Y dependent epigenetic modifications discriminate between proliferating and postmitotic tissue.	2008-04-23	18431504
Association of ATRX with pericentric heterochromatin and the Y chromosome of neonatal mouse spermatogonia.	2008-03-13	18366812
5-Phenyluridine trihydrate.	2008-02	18253003
Three-dimensional analysis of a viral RNA replication complex reveals a virus-induced mini-organelle.	2007-09	17696647
[SC35 splicing factor and coilin are colocalized within the "endobodies" in oocytes of the spider Araneus diadematus].	2007	17802747
Localization of RNA transcription sites in insect oocytes using microinjections of 5-bromouridine 5'-triphosphate.	2007	17597027
Purinergic receptors in human placenta: evidence for functionally active P2X4, P2X7, P2Y2, and P2Y6.	2006-05	16373435
Pns12 protein of Rice dwarf virus is essential for formation of viroplasms and nucleation of viral-assembly complexes.	2006-02	16432031
Subcellular localization of protein kinase C delta and epsilon affects transcriptional and post-transcriptional processes in four-cell mouse embryos.	2005-10	16183863
Very slow turnover of beta-cells in aged adult mice.	2005-09	16123343
Changes in extranucleolar transcription during actinomycin D-induced apoptosis.	2005-01	15578429
[Antiviral activity of different drugs in vitro against viruses of bovine infectious rhinotracheitis and bovine diarrhea].	2004-11-09	15529864
Replication of hepatitis C virus RNA occurs in a membrane-bound replication complex containing nonstructural viral proteins and RNA.	2003-10	13679611
Characterisation of an uridine-specific binding site in rat cerebrocortical homogenates.	2003-07	12620278
Formation of 3'-O-beta-galactosyl compounds of 5-bromouridine by Sporobolomyces singularis.	2003-03	12723618
Visualization of transcription sites at the electron microscope.	2003	14514409
Phosphorylation of uridine and cytidine nucleoside analogs by two human uridine-cytidine kinases.	2001-05	11306702
Electric field-mediated BrUTP uptake by mouse oocytes, eggs, and embryos.	2001-02	11139229
Analysis of RNA synthesis by cytometry.	2001	11070836
Synthesis and antiviral activity of phosphonoacetic and phosphonoformic acid esters of 5-bromo-2'-deoxyuridine and related pyrimidine nucleosides and acyclonucleosides.	1989-02	2521518
Interaction of monoclonal antibodies directed against bromodeoxyuridine with pyrimidine bases, nucleosides, and DNA.	1986-03-01	3950402

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:48:09 GMT 2025` Edited by `admin` on `Mon Mar 31 17:48:09 GMT 2025`
Record UNII	KEY8PG1BRC
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

5-BROMOURIDINE

Systematic Name

English

NSC-38296

Preferred Name

English

BROMOURIDINE

Systematic Name

English

URIDINE, 5-BROMO-

Systematic Name

English

(-)-5-BROMOURIDINE

Systematic Name

English

Code System Code Type Description

FDA UNII

KEY8PG1BRC