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{{Natural-phenol-stub}} {{Natural-phenol-stub}}

Revision as of 07:15, 28 September 2011

Digallic acid

meta-depside bond digalloyl ester
Names
IUPAC name 3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoic acid
Other names Digallate
3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoate
m-digallic acid
Digalloyl ester
Identifiers
CAS Number
3D model (JSmol)
ECHA InfoCard 100.007.842 Edit this at Wikidata
PubChem CID
CompTox Dashboard (EPA)
SMILES
  • C1=C(C=C(C(=C1O)O)O)C(=O)OC2=CC(=CC(=C2O)O)C(=O)
Properties
Chemical formula C14H10O9
Molar mass 322.22 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Digallic acid is a polyphenolic compound found in Pistacia lentiscus. Digallic acid is also present in the molecule of tannic acid. Digalloyl esters involve either -meta or -para depside bonds.

Tannase is an enzyme that uses digallate to produce gallic acid.

References

  1. Study of genotoxic, antigenotoxic and antioxidant activities of the digallic acid isolated from Pistacia lentiscus fruits. Wissem Bhouri, Safa Derbel, Ines Skandrani, Jihed Boubaker, Ines Bouhlel, Mohamed B. Sghaier, Soumaya Kilani, Anne M. Mariotte, Marie G. Dijoux-Franca, Kamel Ghedira and Leila Chekir-Ghedir, Toxicology in Vitro, Volume 24, Issue 2, March 2010, pp. 509-515, doi:10.1016/j.tiv.2009.06.024
  2. Analysis of gallic, digallic and trigallic acids in tannic acids by high-performance liquid chromatography. P. Delahaye and M. Verzele, Journal of Chromatography A, Volume 265, 1983, pp. 363-367, doi:10.1016/S0021-9673(01)96734-2
  3. Tannin chemistry, by Ann E. Hagerman


Types of gallotannins
Aglycones
Galloylglucoses
Monogalloylglucoses:
Digalloylglucoses:
Trigalloylglucoses:
Tetragalloylglucoses:
Pentagalloylglucoses:
other
Galloylquinic acids:
Monogalloylquinic acids:
Digalloylquinic acids:
Trigalloylquinic acids:
Galloylshikimic acids:
others

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