Phloroglucinol carboxylic acid

Phloroglucinol carboxylic acid
Chemical structure of 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 Edit this at Wikidata
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).
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Phloroglucinol carboxylic acid is a trihydroxybenzoic acid, a type of phenolic acid.

It is produced by Pseudomonas fluorescens.[1] 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.[2] It is also found in wine.[3]

  1. ^ Biosynthesis of Phloroglucinol. Jihane Achkar, Mo Xian, Huimin Zhao and J. W. Frost, J. AM. CHEM. SOC., 2005, volume 127, pages 5332-5333, doi:10.1021/ja042340g
  2. ^ M. Arunachalam, N. Mohan, R. Sugadev, P. Chellappan and A. Mahadevan: Degradation of (+)-catechin by Acinetobacter calcoaceticus MTC 127, Biochimica et Biophysica Acta (BBA), Volume 1621, Issue 3, 11 June 2003, pages 261–265, doi:10.1016/S0304-4165(03)00077-1.
  3. ^ C. García Barroso, R. Cela Torrijos and J. A. Pérez-Bustamante: HPLC separation of benzoic and hydroxycinnamic acids in wines, Chromatographia, Volume 17, Number 5, pages 249–252, doi:10.1007/BF02263033.