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1,2,3,5-Tetrahydroxybenzene

From Wikipedia, the free encyclopedia

1,2,3,5-Tetrahydroxybenzene
Chemical structure of 1,2,3,5-tetrahydroxybenzene
Chemical structure of 1,2,3,5-tetrahydroxybenzene
Ball-and-stick model
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
UNII
  • InChI=1S/C6H6O4/c7-3-1-4(8)6(10)5(9)2-3/h1-2,7-10H checkY
    Key: RDJUHLUBPADHNP-UHFFFAOYSA-N checkY
  • 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).
☒N verify (what is checkY☒N ?)

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]

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

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


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This page was last edited on 13 December 2023, at 17:34
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