Digallic acid

Digallic acid
Digallic acid

meta-depside bond digalloyl ester
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 536-08-3
PubChem 341
Jmol-3D images Image 1
Properties
Molecular formula C14H10O9
Molar mass 322.22 g/mol
Exact mass 322.032481 u
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Digallic acid is a polyphenolic compound found in Pistacia lentiscus.[1] Digallic acid is also present in the molecule of tannic acid.[2] Digalloyl esters involve either -meta or -para depside bonds.[3]

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


v · gallotannins
Aglycones
Digallic acid | Gallic acid | Vanillic acid
Examples
Burkinabin A | B | C | Galloyl glucose | Digalloyl glucose | Trigalloyl glucose: 1,2,6-Trigalloyl glucose / 1,3,6,-Trigalloyl glucose (Corilagin) | Tetragalloyl glucose: 1,2,3,6-tetragalloylglucose | Pentagalloyl glucose: 1,2,3,4,6-pentagalloyl-glucose and 6-digalloyl-1,2,3-trigalloyl-glucose | Hexagalloyl glucose | Heptagalloyl glucose | Octagalloyl glucose | Nonagalloyl glucose | Decagalloyl glucose | 1,3,4-Tri-O-galloylquinic acid | 3,4,5-Tri-O-galloylquinic acid | 3,5-di-O-galloyl-shikimic acid | 3,4,5-tri-O-galloylshikimic acid | 1,2,6-trigalloyl alloside | 1,3,6-trigalloyl alloside | 1,2,3,6-tetragalloyl alloside
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