Propane-1,2,3-tricarboxylic acid

Propane-1,2,3-tricarboxylic acid
Names
Preferred IUPAC name
Propane-1,2,3-tricarboxylic acid
Other names
  • Tricarballylic acid
  • Carballylic acid
  • 3-carboxypentane–1,5-dioic acid
  • 1,2,3-Propanetricarboxylic acid
  • β-Carboxyglutaric acid
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.002.485
UNII
  • InChI=1S/C6H8O6/c7-4(8)1-3(6(11)12)2-5(9)10/h3H,1-2H2,(H,7,8)(H,9,10)(H,11,12) N
    Key: KQTIIICEAUMSDG-UHFFFAOYSA-N N
  • InChI=1/C6H8O6/c7-4(8)1-3(6(11)12)2-5(9)10/h3H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
    Key: KQTIIICEAUMSDG-UHFFFAOYAL
  • C(C(CC(=O)O)C(=O)O)C(=O)O
Properties
C6H8O6
Molar mass 176.124 g·mol−1
Melting point 156-161
Soluble
Related compounds
Related compounds
 citric acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Propane-1,2,3-tricarboxylic acid, also known as tricarballylic acid, carballylic acid, and β-carboxyglutaric acid, is a tricarboxylic acid. The compound is an inhibitor of the enzyme aconitase and therefore interferes with the Krebs cycle.

Esters of propane-1,2,3-tricarboxylic acid are found in natural products such as the mycotoxins fumonisins B1 and B2 and AAL toxin TA, and in macrocyclic inhibitors of Ras farnesyl-protein transferase (FPTase) such as actinoplanic acid.

Propane-1,2,3-tricarboxylic acid can be synthesized in two steps from fumaric acid.

This article is issued from Wikipedia. The text is available under Creative Commons Attribution-Share Alike 4.0 unless otherwise noted. Additional terms may apply for the media files.