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5-Cyanouridine

CAT: 0804-HY-154274Size: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-154274Size:1 Each
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Description
5-Cyanouridine is a thymidine analog. Analogs of this series have insertional activity towards replicated DNA. They can be used to label cells and track DNA synthesis[1].
CAS Number
4425-57-4
UNSPSC
12352005
Target
Nucleoside Antimetabolite/Analog
Type
Oligonucleotides
Related Pathways
Cell Cycle/DNA Damage
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/5-cyanouridine.html
Solubility
10 mM in DMSO
Smiles
OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C=C(C#N)C(NC2=O)=O)O1
Molecular Formula
C10H11N3O6
Molecular Weight
269.21
References & Citations
[1]Cavanagh BL, et al. Thymidine analogues for tracking DNA synthesis. Molecules. 2011 Sep 15;16 (9) :7980-93.
Shipping Conditions
Room temperature
Scientific Category
Oligonucleotides
Clinical Information
No Development Reported

Chemical Information

5-Cyanouridine
CAS Number4425-57-4
PubChem CID22211360
IUPAC Name1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxopyrimidine-5-carbonitrile
Molecular FormulaC10H11N3O6
Molecular Weight269.21
XLogP-2.1
Topological Polar Surface Area143
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Heavy Atom Count19
Formal Charge0
Complexity495
SMILES
C1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)C#N
InChI
InChI=1S/C10H11N3O6/c11-1-4-2-13(10(18)12-8(4)17)9-7(16)6(15)5(3-14)19-9/h2,5-7,9,14-16H,3H2,(H,12,17,18)/t5-,6-,7-,9-/m1/s1
InChIKey
VIVLFSUDRCCWEF-JXOAFFINSA-N
Chemical Structure
2D Structure
2D structure of 5-Cyanouridine
CAS: 4425-57-4
CID: 22211360
Formula: C10H11N3O6
MW: 269.21
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight269.21
XLogP3-2.1
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Exact Mass269.06478508
Monoisotopic Mass269.06478508
Topological Polar Surface Area143 Ų
Heavy Atom Count19
Formal Charge0
Complexity495
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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