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5-Fluorouridine (Standard)

CAT: 0804-HY-107856R-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-107856R-01Size:25 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
5-Fluorouridine (Standard) is the analytical standard of 5-Fluorouridine. This product is intended for research and analytical applications. 5-Fluorouridine, a metabolite of5-Fluorouracil , is a potent ribozyme self-cleavage inhibitor. 5-Fluorouridine incorporates into both total and poly A RNA and has antiproliferative activity. 5-Fluorouridine induces apoptosis[1][2][3].
CAS Number
316-46-1
UNSPSC
12352005
Hazard Statement
H302-H312-H332-H341
Target
Apoptosis; DNA/RNA Synthesis; Drug Metabolite; Reference Standards
Type
Reference Standards
Related Pathways
Apoptosis; Cell Cycle/DNA Damage; Metabolic Enzyme/Protease; Others
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/5-fluorouridine-standard.html
Purity
99.82
Smiles
OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C(NC(C(F)=C2)=O)=O)O1
Molecular Formula
C9H11FN2O6
Molecular Weight
262.19
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
References & Citations
[1]Wu FL, et, al. Gelatinases-stimuli nanoparticles encapsulating 5-fluorouridine and 5-aza-2'-deoxycytidine enhance the sensitivity of gastric cancer cells to chemical therapeutics. Cancer Lett. 2015 Jul 10;363 (1) :7-16.|[2]Schmittgen TD, et, al. Diverse gene expression pattern during 5-fluorouridine-induced apoptosis. Int J Oncol. 2005 Aug;27 (2) :297-306. |[3]Houghton JA, et, al. Mechanism of induction of gastrointestinal toxicity in the mouse by 5-fluorouracil, 5-fluorouridine, and 5-fluoro-2'-deoxyuridine. Cancer Res. 1979 Jul;39 (7 Pt 1) :2406-13.
Shipping Conditions
Room Temperature
Storage Conditions
4°C, sealed storage, away from light and moisture, under nitrogen
Scientific Category
Reference Standards
Clinical Information
No Development Reported

Chemical Information

5-Fluorouridine

5-fluorouridine is an organofluorine compound that is uridine bearing a fluoro substituent at position 5 on the uracil ring. It has a role as a mutagen. It is a member of uridines and an organofluorine compound.

CAS Number316-46-1
PubChem CID9427
IUPAC Name1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoropyrimidine-2,4-dione
Molecular FormulaC9H11FN2O6
Molecular Weight262.19
XLogP-1.7
Topological Polar Surface Area119
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Heavy Atom Count18
Formal Charge0
Complexity414
SMILES
C1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)F
InChI
InChI=1S/C9H11FN2O6/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
InChIKey
FHIDNBAQOFJWCA-UAKXSSHOSA-N
Chemical Structure
2D Structure
2D structure of 5-Fluorouridine
CAS: 316-46-1
CID: 9427
Formula: C9H11FN2O6
MW: 262.19
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight262.19
XLogP3-1.7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Exact Mass262.06011424
Monoisotopic Mass262.06011424
Topological Polar Surface Area119 Ų
Heavy Atom Count18
Formal Charge0
Complexity414
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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