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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC BY 3.0, For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

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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;   DrugBank:DB02966;   KEGG:C13671
 xref_mesh: MESH:C095178
 xref: PDBeChem:FWD;   PMID:11041846;   PMID:11487516;   PMID:1371315;   PMID:16256076;   PMID:7566471;   PMID:8640342;   PMID:8957243;   Reaxys:7817206;   Wikipedia:5-Fluorowillardiine

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3-(5-fluorouracil-1-yl)-L-alanine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Gria3 glutamate ionotropic receptor AMPA type subunit 3 affects response to substance ISO GRIA3 protein affects the susceptibility to 5-fluorowillardiine CTD PMID:15264227 NCBI chr  X:127,561,843...127,829,763
Ensembl chr  X:127,562,660...127,829,753
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Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 19875
    role 19825
      application 19494
        pro-agent 8873
          prodrug 8628
            uracil 5658
              3-(5-fluorouracil-1-yl)-L-alanine 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 19875
    subatomic particle 19873
      composite particle 19873
        hadron 19873
          baryon 19873
            nucleon 19873
              atomic nucleus 19873
                atom 19873
                  main group element atom 19763
                    p-block element atom 19763
                      carbon group element atom 19668
                        carbon atom 19657
                          organic molecular entity 19657
                            organic group 18569
                              organic divalent group 18560
                                organodiyl group 18560
                                  carbonyl group 18468
                                    carbonyl compound 18468
                                      carboxylic acid 18142
                                        monocarboxylic acid 17513
                                          fatty acid 16028
                                            saturated fatty acid 16001
                                              propionic acid 3676
                                                alanine 108
                                                  L-alanine 100
                                                    L-alanine derivative 98
                                                      3-(5-fluorouracil-1-yl)-L-alanine 1
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