1,2,3,5-Tetrahydroxybenzene

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1,2,3,5-Tetrahydroxybenzene
Chemical structure of 1,2,3,5-tetrahydroxybenzene 1,2,3,5-tetrahydroxybenzene.svg
Chemical structure of 1,2,3,5-tetrahydroxybenzene
Ball-and-stick model 1,2,3,5-tetrahydroxybenzene-3D-balls.png
Ball-and-stick model
Names
Preferred IUPAC name
Benzene-1,2,3,5-tetrol
Other names
1,2,3,5-Benzenetetrol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
PubChem CID
UNII
  • InChI=1S/C6H6O4/c7-3-1-4(8)6(10)5(9)2-3/h1-2,7-10H Yes check.svgY
    Key: RDJUHLUBPADHNP-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C6H6O4/c7-3-1-4(8)6(10)5(9)2-3/h1-2,7-10H
    Key: RDJUHLUBPADHNP-UHFFFAOYAO
  • Oc1cc(O)cc(O)c1O
  • Oc1cc(O)c(O)c(O)c1
Properties
C6H6O4
Molar mass 142.110 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

1,2,3,5-Tetrahydroxybenzene is a benzenetetrol.

It is a metabolite in the degradation of 3,4,5-trihydroxybenzoate (gallic acid) by Eubacterium oxidoreducens . [1]

Contents

The enzyme pyrogallol hydroxytransferase uses 1,2,3,5-tetrahydroxybenzene and 1,2,3-trihydroxybenzene (pyrogallol), whereas its two products are 1,3,5-trihydroxybenzene (phloroglucinol) and 1,2,3,5-tetrahydroxybenzene. [2]

Uses

1,2,3,5-Tetrahydroxybenzene, also known as pyrogallol, has various uses. It is used in the production of certain dyes, photographic developers, and hair dyes. Additionally, pyrogallol has been employed in traditional medicine and some cosmetic formulations due to its antioxidant properties.

See also

Related Research Articles

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References

  1. J D Haddock, and J G Ferry (1993). "Initial steps in the anaerobic degradation of 3,4,5-trihydroxybenzoate by Eubacterium oxidoreducens: characterization of mutants and role of 1,2,3,5-tetrahydroxybenzene". J. Bacteriol. 175 (3): 669–673. doi:10.1128/jb.175.3.669-673.1993. PMC   196204 . PMID   8423143.
  2. Pyrogallol hydroxytransferase at www.uniprot.org