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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:120,238,515...120,504,106
Ensembl chr  X:120,238,534...120,504,096
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Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 20089
    role 20042
      application 19781
        pro-agent 10161
          prodrug 9964
            uracil 5717
              3-(5-fluorouracil-1-yl)-L-alanine 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 20089
    subatomic particle 20058
      composite particle 20058
        hadron 20088
          baryon 20088
            nucleon 20088
              atomic nucleus 20088
                atom 20058
                  main group element atom 19960
                    p-block element atom 19990
                      carbon group element atom 19916
                        carbon atom 19909
                          organic molecular entity 19909
                            organic group 18988
                              organic divalent group 18950
                                organodiyl group 18974
                                  carbonyl group 18903
                                    carbonyl compound 18925
                                      carboxylic acid 18597
                                        monocarboxylic acid 17843
                                          fatty acid 16480
                                            saturated fatty acid 16128
                                              propionic acid 3753
                                                alanine 108
                                                  L-alanine 100
                                                    L-alanine derivative 98
                                                      3-(5-fluorouracil-1-yl)-L-alanine 1
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