SML2972
Cyclopentenyl uracil
≥98% (HPLC)
Synonym(s):
1-[(1R,4R,5S)-4,5-Dihydroxy-3-(hydroxymethyl)-2-cyclopenten-1-yl]-2,4(1H,3H)-pyrimidinedione, Cyclopentenyluracil, Cyclopentenyluridine, NSC 375574
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About This Item
Empirical Formula (Hill Notation):
C10H12N2O5
CAS Number:
Molecular Weight:
240.21
UNSPSC Code:
51111800
NACRES:
NA.77
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
SMILES string
[nH]1[c]([n](cc[c]1=O)[C@H]2[C@@H]([C@@H](C(=C2)CO)O)O)=O
InChI
1S/C10H12N2O5/c13-4-5-3-6(9(16)8(5)15)12-2-1-7(14)11-10(12)17/h1-3,6,8-9,13,15-16H,4H2,(H,11,14,17)/t6-,8-,9+/m1/s1
InChI key
FCWVOJUKQSHZIV-VDAHYXPESA-N
Biochem/physiol Actions
Cyclopentenyl uracil is a non-cytotoxic inhibitor of uridine kinase that act as a potent inhibitor of pyrimidine salvage in the intact mouse. Combination of Cyclopentenyl uracil with GSK983 significantly reduces viral infection of dengue serotype 2 (DENV-2) strain 16681 in cultures of the A549 lung carcinoma cell line. Cyclopentenyl uracil in combination with GSK983 enhances therapeutic index of viral RdRp inhibitor R1479.
non-cytotoxic inhibitor of uridine kinase that act as a potent inhibitor of pyrimidine salvage
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Qi Liu et al.
Cell chemical biology, 27(6), 668-677 (2020-05-23)
Genome-wide analysis of the mode of action of GSK983, a potent antiviral agent, led to the identification of dihydroorotate dehydrogenase as its target along with the discovery that genetic knockdown of pyrimidine salvage sensitized cells to GSK983. Because GSK983 is an
R L Cysyk et al.
Biochemical pharmacology, 49(2), 203-207 (1995-01-18)
Cyclopentenyl uracil, a non-cytotoxic inhibitor of uridine kinase, was found to effectively block the salvage of circulating uridine by host and tumor tissues in the intact mouse. Dose-response characteristics of the inhibition were determined. Large doses (1 g/kg) of cyclopentenyl
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML2972-5MG | 04065265445511 |
| SML2972-25MG | 04065265445504 |