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Term:3-(5-fluorouracil-1-yl)-L-alanine
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Accession:CHEBI:42549 term browser browse the term
Definition:An alanine derivative that is L-alanine bearing a 5-fluorouracil-1-yl substituent at position 3. A more potent and selective AMPA receptor agonist (at hGluR1 and hGluR2) than AMPA itself (Ki = 14.7, 25.1, and 1820 nM for hGluR1, hGluR2 and hGluR5 respectively).
Synonyms:exact_synonym: 3-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-L-alanine
 related_synonym: (2S)-2-amino-3-(5-fluoro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)propanoic acid;   (S)-(-)-5-fluorowillardiine;   (S)-F-Willardiine;   (S)-alpha-Amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimmidinepropanoic acid;   2-AMINO-3-(5-FLUORO-2,4-DIOXO-3,4-DIHYDRO-2H-PYRIMIDIN-1-YL)-PROPIONIC ACID;   5-Fluorowillardiine;   Formula=C7H8FN3O4;   InChI=1S/C7H8FN3O4/c8-3-1-11(2-4(9)6(13)14)7(15)10-5(3)12/h1,4H,2,9H2,(H,13,14)(H,10,12,15)/t4-/m0/s1;   InChIKey=DBWPFHJYSTVBCZ-BYPYZUCNSA-N;   SMILES=N[C@@H](Cn1cc(F)c(=O)[nH]c1=O)C(O)=O
 xref: CAS:140187-23-1 "ChemIDplus";   DrugBank:DB02966;   KEGG:C13671
 xref_mesh: MESH:C095178
 xref: PDBeChem:FWD;   PMID:11041846 "Europe PMC";   PMID:11487516 "Europe PMC";   PMID:1371315 "Europe PMC";   PMID:16256076 "Europe PMC";   PMID:7566471 "Europe PMC";   PMID:8640342 "Europe PMC";   PMID:8957243 "Europe PMC";   Reaxys:7817206 "Reaxys";   Wikipedia:5-Fluorowillardiine


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3-(5-fluorouracil-1-yl)-L-alanine term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Gria3 glutamate ionotropic receptor AMPA type subunit 3 JBrowse link X 127,561,843 127,829,763 RGD:6480464

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19716
    role 19663
      application 19308
        pro-agent 8823
          prodrug 8612
            uracil 5641
              3-(5-fluorouracil-1-yl)-L-alanine 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 19716
    subatomic particle 19712
      composite particle 19712
        hadron 19712
          baryon 19712
            nucleon 19712
              atomic nucleus 19712
                atom 19712
                  main group element atom 19598
                    p-block element atom 19598
                      carbon group element atom 19486
                        carbon atom 19480
                          organic molecular entity 19480
                            organic group 18407
                              organic divalent group 18397
                                organodiyl group 18397
                                  carbonyl group 18285
                                    carbonyl compound 18285
                                      carboxylic acid 17940
                                        monocarboxylic acid 17260
                                          fatty acid 15814
                                            saturated fatty acid 15781
                                              propionic acid 3640
                                                alanine 101
                                                  L-alanine 93
                                                    L-alanine derivative 91
                                                      3-(5-fluorouracil-1-yl)-L-alanine 1
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.