Name: Name:5-Bromo-2'-deoxycytidine
Brand: Angene
SKU: AG0006VZ
Rating: 90 (10 reviews)

Catalog Number:

AG0006VZ

Chemical Name:

5-Bromo-2'-deoxycytidine

CAS Number:

1022-79-3

Molecular Formula:

C9H12BrN3O4

Molecular Weight:

306.1133

MDL Number:

MFCD00047496

IUPAC Name:

4-amino-5-bromo-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one

InChI:

InChI=1S/C9H12BrN3O4/c10-4-2-13(9(16)12-8(4)11)7-1-5(15)6(3-14)17-7/h2,5-7,14-15H,1,3H2,(H2,11,12,16)/t5-,6+,7+/m0/s1

InChI Key:

KISUPFXQEHWGAR-RRKCRQDMSA-N

SMILES:

OC[C@H]1O[C@H](C[C@@H]1O)n1cc(Br)c(nc1=O)N

EC Number:

213-824-2

Complexity:

398

Compound Is Canonicalized:

Yes

Covalently-Bonded Unit Count:

Defined Atom Stereocenter Count:

Defined Bond Stereocenter Count:

Exact Mass:

305.001g/mol

Formal Charge:

Heavy Atom Count:

Hydrogen Bond Acceptor Count:

Hydrogen Bond Donor Count:

Isotope Atom Count:

Molecular Weight:

306.116g/mol

Monoisotopic Mass:

305.001g/mol

Rotatable Bond Count:

Topological Polar Surface Area:

108A^2

Undefined Atom Stereocenter Count:

Undefined Bond Stereocenter Count:

XLogP3:

-0.9

Title	Journal
Synthesis, molecular conformation and activity against herpes simplex virus of (E)-5-(2-bromovinyl)-2'-deoxycytidine analogs.	Nucleosides, nucleotides & nucleic acids 20120401
Effects of the genotoxic agent 5-bromo-2'-deoxyuridine with or without pre-pubertal gonadectomy on brain monoamines and their metabolites in female rats.	Brain research bulletin 20110530
Mutational specificities of brominated DNA adducts catalyzed by human DNA polymerases.	Journal of molecular biology 20110311
Novel p63 target genes involved in paracrine signaling and keratinocyte differentiation.	Cell death & disease 20100901
Reaction of 2'-deoxycytidine with peroxynitrite in the presence of ammonium bromide.	Bioorganic & medicinal chemistry 20080501
Hypoxia-driven proliferation of embryonic neural stem/progenitor cells--role of hypoxia-inducible transcription factor-1alpha.	The FEBS journal 20080401
Synthesis and antiviral activity of 5-substituted cytidine analogues: identification of a potent inhibitor of viral RNA-dependent RNA polymerases.	Journal of medicinal chemistry 20061019
Inhibition of severe acute respiratory syndrome-associated coronavirus (SARSCoV) by calpain inhibitors and beta-D-N4-hydroxycytidine.	Antiviral chemistry & chemotherapy 20040101
Identification and quantification of mutagenic halogenated cytosines by gas chromatography, fast atom bombardment, and electrospray ionization tandem mass spectrometry.	Analytical biochemistry 20030615
A novel concept of glomeruloid body formation in experimental cerebral metastases.	Journal of neuropathology and experimental neurology 20030601
Relation of distal nephron changes to proximal tubular damage in uranyl acetate-induced acute renal failure in rats.	American journal of nephrology 20020101
Production of brominating intermediates by myeloperoxidase. A transhalogenation pathway for generating mutagenic nucleobases during inflammation.	The Journal of biological chemistry 20010316
Synthesis and antiviral activity of phosphonoacetic and phosphonoformic acid esters of 5-bromo-2'-deoxyuridine and related pyrimidine nucleosides and acyclonucleosides.	Journal of medicinal chemistry 19890201
Synthesis and antiviral properties of (E)-5-(2-bromovinyl)-2'-deoxycytidine-related compounds.	Journal of medicinal chemistry 19880101
(E)-5-(2-Bromovinyl)-2'-deoxyuridine: a potent and selective anti-herpes agent.	Proceedings of the National Academy of Sciences of the United States of America 19790601