Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C9H11FN2O6 |
| Molecular Weight | 262.1918 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=C(F)C(=O)NC2=O
InChI
InChIKey=FHIDNBAQOFJWCA-UAKXSSHOSA-N
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
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Ligand binding and aggregation of pathogenic SOD1. | 2013 |
|
| The products of 5-fluorouridine by the action of the pseudouridine synthase TruB disfavor one mechanism and suggest another. | 2011-08-10 |
|
| 13C/15N-19F intermolecular REDOR NMR study of the interaction of TAR RNA with Tat peptides. | 2010-12-22 |
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| Gene annotation and drug target discovery in Candida albicans with a tagged transposon mutant collection. | 2010-10-07 |
|
| Active site conformational dynamics in human uridine phosphorylase 1. | 2010-09-14 |
|
| Glycosidic bond conformation preference plays a pivotal role in catalysis of RNA pseudouridylation: a combined simulation and structural study. | 2010-09-03 |
|
| Stable morphology, but dynamic internal reorganisation, of interphase human chromosomes in living cells. | 2010-07-13 |
|
| PfNT2, a permease of the equilibrative nucleoside transporter family in the endoplasmic reticulum of Plasmodium falciparum. | 2010-07-02 |
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| Selective targeting of 2'-deoxy-5-fluorouridine to urokinase positive malignant cells in vitro. | 2010-05-01 |
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| Development and validation of a rapid and sensitive HPLC method for the quantification of 5-fluorocytosine and its metabolites. | 2010-05 |
|
| Glycal formation in crystals of uridine phosphorylase. | 2010-04-27 |
|
| Chronic exposure of colorectal cancer cells in culture to fluoropyrimidine analogs induces thymidylate synthase and suppresses p53. A molecular explanation for the mechanism of 5-FU resistance. | 2010-04 |
|
| Abdominal irradiation modulates 5-Fluorouracil pharmacokinetics. | 2010-03-25 |
|
| In situ labeling of transcription sites in marine medaka. | 2010-02 |
|
| Bortezomib induces the formation of nuclear poly(A) RNA granules enriched in Sam68 and PABPN1 in sensory ganglia neurons. | 2010-02 |
|
| Phase I/II study of sequential therapy with irinotecan and S-1 for metastatic colorectal cancer. | 2009-12-15 |
|
| TDP-43 localizes in mRNA transcription and processing sites in mammalian neurons. | 2009-09 |
|
| Structure of a functional ribonucleoprotein pseudouridine synthase bound to a substrate RNA. | 2009-07 |
|
| Crystal structure of an RluF-RNA complex: a base-pair rearrangement is the key to selectivity of RluF for U2604 of the ribosome. | 2009-05-15 |
|
| Decreased levels of UMP kinase as a mechanism of fluoropyrimidine resistance. | 2009-05 |
|
| Epigenetic reversal of acquired resistance to 5-fluorouracil treatment. | 2009-05 |
|
| Structure-activity relationships of orotidine-5'-monophosphate decarboxylase inhibitors as anticancer agents. | 2009-03-26 |
|
| Microsatellite instability in colorectal cancer and association with thymidylate synthase and dihydropyrimidine dehydrogenase expression. | 2009-01-20 |
|
| Mammalian MCM loading in late-G(1) coincides with Rb hyperphosphorylation and the transition to post-transcriptional control of progression into S-phase. | 2009 |
|
| Surface-enhanced Raman spectral measurements of 5-fluorouracil in saliva. | 2008-10-22 |
|
| African swine fever virus protein p30 interaction with heterogeneous nuclear ribonucleoprotein K (hnRNP-K) during infection. | 2008-10-15 |
|
| Molecular characterization of a dual inhibitory and mutagenic activity of 5-fluorouridine triphosphate on viral RNA synthesis. Implications for lethal mutagenesis. | 2008-10-10 |
|
| Efficacy of laser capture microdissection plus RT-PCR technique in analyzing gene expression levels in human gastric cancer and colon cancer. | 2008-07-25 |
|
| Intravesical treatments of bladder cancer: review. | 2008-07 |
|
| Concentrations of the DNA methyltransferase inhibitor 5-fluoro-2'-deoxycytidine (FdCyd) and its cytotoxic metabolites in plasma of patients treated with FdCyd and tetrahydrouridine (THU). | 2008-07 |
|
| Thymidylate synthase, thymidine phosphorylase and orotate phosphoribosyl transferase levels as predictive factors of chemotherapy in oral squamous cell carcinoma. | 2008-06-27 |
|
| Bisphosphonate derivatives of nucleoside antimetabolites: hydrolytic stability and hydroxyapatite adsorption of 5'-beta,gamma-methylene and 5'-beta,gamma-(1-hydroxyethylidene) triphosphates of 5-fluorouridine and ara-cytidine. | 2008-06-06 |
|
| Two distinct molecular mechanisms underlying cytarabine resistance in human leukemic cells. | 2008-04-01 |
|
| Synthesis of chemically functionalized superparamagnetic nanoparticles as delivery vectors for chemotherapeutic drugs. | 2008-03-15 |
|
| A stochastic view of spliceosome assembly and recycling in the nucleus. | 2007-10 |
|
| Suicide gene therapy with the yeast fusion gene cytosine deaminase/uracil phosphoribosyltransferase is not enough for pancreatic cancer. | 2007-10 |
|
| Novel and highly regioselective route for synthesis of 5-fluorouridine lipophilic ester derivatives by lipozyme TL IM. | 2007-05-10 |
|
| The Escherichia coli protein YjjG is a house-cleaning nucleotidase in vivo. | 2007-05 |
|
| The fluorouridine insensitive 1 (fur1) mutant is defective in equilibrative nucleoside transporter 3 (ENT3), and thus represents an important pyrimidine nucleoside uptake system in Arabidopsis thaliana. | 2007-03 |
|
| Functional characterization of a gene encoding a dual domain for uridine kinase and uracil phosphoribosyltransferase in Arabidopsis thaliana. | 2007-03 |
|
| Biochemical purification of box H/ACA RNPs involved in pseudouridylation. | 2007 |
|
| Activity and substrate specificity of pyrimidine phosphorylases and their role in fluoropyrimidine sensitivity in colon cancer cell lines. | 2007 |
|
| Pharmacokinetics, metabolism, and oral bioavailability of the DNA methyltransferase inhibitor 5-fluoro-2'-deoxycytidine in mice. | 2006-12-15 |
|
| Controlled release of 5-fluorouridine from radiation-crosslinked poly(ethylene-co-vinyl acetate) films. | 2006-11 |
|
| The transcriptional regulator CBP has defined spatial associations within interphase nuclei. | 2006-10-20 |
|
| Mechanistic investigations of the pseudouridine synthase RluA using RNA containing 5-fluorouridine. | 2006-10-03 |
|
| Evaluations of biomarkers associated with 5-FU sensitivity for non-small-cell lung cancer patients postoperatively treated with UFT. | 2006-09-04 |
|
| Identification of AtENT3 as the main transporter for uridine uptake in Arabidopsis roots. | 2006-04 |
|
| Synthesis of rgd containing peptides. Comparative study of their incorporation to the surface of 5-fluoruridine loaded liposomes. | 2001 |
|
| Inhibition of sandfly fever Sicilian virus (Phlebovirus) replication in vitro by antiviral compounds. | 1997-12-24 |
Patents
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Preferred Name | English | ||
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Systematic Name | English | ||
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| Code System | Code | Type | Description | ||
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316-46-1
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DB01629
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40154
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SUB33477
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9427
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DTXSID4040397
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100000127454
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206-260-3
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146604
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4K0M952561
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C001943
Created by
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ACTIVE MOIETY
