Berberonic acid

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Berberonic acid
Berberonsäure Strukturformel V1.svg
Names
Preferred IUPAC name
Pyridine-2,4,5-tricarboxylic acid
Other names
2,4,5-Pyridinetricarboxylic acid
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C8H5NO6/c10-6(11)3-1-5(8(14)15)9-2-4(3)7(12)13/h1-2H,(H,10,11)(H,12,13)(H,14,15)
    Key: IFLXVSWHQQZRQI-UHFFFAOYSA-N
  • C1=C(C(=CN=C1C(=O)O)C(=O)O)C(=O)O
Properties
C8H5NO6
Molar mass 211.129 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Berberonic acid (pyridine-2,4,5-tricarboxylic acid) is an organic compound that belongs to the heterocycles (more precisely the heteroaromatics). It belongs to the group of pyridinetricarboxylic acids and consists of a pyridine ring which carries three carboxy groups in the 2-, 4- and 5-positions. The name is derived from berberine.

Preparation[edit]

Berberonic acid is obtained in the oxidation of berberine with nitric acid.[1] It can also be derived by oxidative degradation of monascaminone with potassium permanganate.[2]

References[edit]

  1. ^ Wolffenstein, Richard (1922). Die Pflanzenalkaloide (in German) (3rd ed.). Berlin, Heidelberg. pp. 69–72. ISBN 978-3-642-92449-1. OCLC 913710178.
  2. ^ Kumasaki, S.; Nakanishi, K.; Nishikawa, E.; Ohashi, M. (1962). "Structure of Monascorubrin". Tetrahedron. 18 (10): 1171–1184. doi:10.1016/S0040-4020(01)99285-3.