Phloroglucinol carboxylic acid

Phloroglucinol carboxylic acid
Names
Preferred IUPAC name
2,4,6-Trihydroxybenzoic acid
Other names
PGCA
Phloroglucinic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.001.334
UNII
  • InChI=1S/C7H6O5/c8-3-1-4(9)6(7(11)12)5(10)2-3/h1-2,8-10H,(H,11,12) N
    Key: IBHWREHFNDMRPR-UHFFFAOYSA-N N
  • InChI=1/C7H6O5/c8-3-1-4(9)6(7(11)12)5(10)2-3/h1-2,8-10H,(H,11,12)
    Key: IBHWREHFNDMRPR-UHFFFAOYAP
  • C1=C(C=C(C(=C1O)C(=O)O)O)O
Properties
C7H6O5
Molar mass 170.11954 g/mol
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

Phloroglucinol carboxylic acid, also called ‘Phloroglucinic acid’ or simply ‘PGCA’, is a trihydroxybenzoic acid, a type of phenolic acid. It can be encountered in nature were it is produced by plants or microorganisms. Structurally, the molecule can be perceived as Gallic acid in which the 2 hydroxy groups at positions 3 and 5 respectively on the benzene ring backbone have been moved “up” to positions 2 and 6, closely neighboring the carboxylic acid functional group. Salts and esters of PGCA (e.g. potassium salt or methyl ester) are known as Phloroglucinates.

It is produced by Pseudomonas fluorescens. It is a catechin degradation product excreted by the bacterium Acinetobacter calcoaceticus, a species of bacteria part of the human body normal flora, grown on catechin as sole source of carbon. It is also found in wine.