2-Amino-3-carboxymuconic semialdehyde

2-Amino-3-carboxymuconic semialdehyde
Names
Preferred IUPAC name
(2Z)-2-Amino-3-[(1Z)-3-oxoprop-1-en-1-yl]but-2-enedioic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
  • InChI=1S/C7H7NO5/c8-5(7(12)13)4(6(10)11)2-1-3-9/h1-3H,8H2,(H,10,11)(H,12,13)/b2-1-,5-4- Y
    Key: KACPVQQHDVBVFC-OIFXTYEKSA-N Y
  • C(=CC(=C(C(=O)O)N)C(=O)O)C=O
Properties
C7H7NO5
Molar mass 185.13 g/mol
Density 1.527 g/mL
Boiling point 389 °C (732 °F; 662 K)
Hazards
Flash point 189 °C (372 °F; 462 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

2-Amino-3-carboxymuconic semialdehyde is an intermediate in the metabolism of tryptophan in the kynurenine pathway. Quinolinic acid is a neurotoxin formed nonenzymatically from 2-amino-3-carboxymuconic semialdehyde in mammalian tissues. 2-Amino-3-carboxymuconic semialdehyde is enzymatically converted to picolinic acid via 2-aminomuconic semialdehyde.

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