5-Iodowillardiine

Chemical compound From Wikipedia, the free encyclopedia

5-Iodowillardiine is a selective agonist for some kainate receptor subunits with only limited effects at AMPA receptors.[1] It activates kainate receptors containing GluK1 (GluR5) or GluK5 (KA2) subunits, but it does not act on GluK2 (GluR6) subunits.[2][3][4][5] It is an excitotoxic neurotoxin in vivo,[6][7] but has proved highly useful for characterising the subtypes and function of the various kainate receptors in the brain and spinal cord.[8][9][10]

Quick facts Names, Identifiers ...
5-Iodowillardiine
Names
IUPAC name
(2S)-2-Amino-3-(5-iodo-2,4-dioxopyrimidin-1-yl)propanoic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
DrugBank
UNII
  • InChI=1S/C7H8IN3O4/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 checkY
    Key: AXXYLTBQIQBTES-BYPYZUCNSA-N checkY
  • InChI=1/C7H8IN3O4/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
    Key: AXXYLTBQIQBTES-BYPYZUCNBL
  • C1=C(C(=O)NC(=O)N1C[C@@H](C(=O)O)N)I
  • O=C(O)[C@@H](N)CN1/C=C(/I)C(=O)NC1=O
Properties
C7H8IN3O4
Molar mass 325.061 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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