Misplaced Pages

Phloroglucinol carboxylic acid

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Phloroglucinol carboxylic acid
Chemical structure of phloroglucinol carboxylic acid
Chemical structure of phloroglucinol carboxylic acid
Names
Preferred IUPAC name 2,4,6-Trihydroxybenzoic acid
Other names PGCA
Phloroglucinic acid
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.001.334 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C7H6O5/c8-3-1-4(9)6(7(11)12)5(10)2-3/h1-2,8-10H,(H,11,12)Key: IBHWREHFNDMRPR-UHFFFAOYSA-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
SMILES
  • C1=C(C=C(C(=C1O)C(=O)O)O)O
Properties
Chemical formula C7H6O5
Molar mass 170.11954 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

Phloroglucinol carboxylic acid is a trihydroxybenzoic acid, a type of phenolic acid.

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.

References

  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.
Phenolic acids (C6-C1) and their glycosides
Monohydroxybenzoic acids
Glycosides
Alkylated
Dihydroxybenzoic acids
Alkylated
Trihydroxybenzoic acids
Glycosides
Alkylated
Stub icon

This article about an aromatic compound is a stub. You can help Misplaced Pages by expanding it.

Categories:
Phloroglucinol carboxylic acid Add topic