Digallic acid: Difference between revisions

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Revision as of 07:14, 28 September 2011

Digallic acid
Names
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
3D model (JSmol)	Interactive image
ECHA InfoCard	100.007.842
PubChem CID	341
CompTox Dashboard (EPA)	DTXSID50871747
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). Y 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

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
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
Tannin chemistry, by Ann E. Hagerman

Types of gallotannins

Aglycones

Galloylglucoses

Monogalloylglucoses:	1-Galloylglucose Glucogallin
Digalloylglucoses:	1,6-Digalloylglucose 2,6-Digalloylglucose 3,6-Digalloylglucose
Trigalloylglucoses:	1,2,3-Trigalloylglucose 1,2,3-Tri-O-galloyl-β-D-glucose 1,2,6-Trigalloylglucose 1,3,6-Trigalloylglucose
Tetragalloylglucoses:	1,2,3,6-Tetragalloylglucose 1,2,3,6-Tetrakis-O-galloyl-β-D-glucose 1,2,4,6-Tetragalloylglucose 1,2,4,6-Tetrakis-O-galloyl-β-D-glucose
Pentagalloylglucoses:	1,2,3,4,6-Pentagalloylglucose 6-Digalloyl-1,2,3-trigalloylglucose
other	Hexagalloylglucose Heptagalloylglucose Octagalloylglucose Nonagalloylglucose Decagalloylglucose

Galloylquinic acids:

Monogalloylquinic acids:	3-O-Galloylquinic acid Theogallin 4-O-Galloylquinic acid 5-O-Galloylquinic acid
Digalloylquinic acids:	1,4-Di-O-galloylquinic acid 3,4-Di-O-Galloylquinic acid 3,5-Di-O-Galloylquinic acid 4,5-Di-O-Galloylquinic acid
Trigalloylquinic acids:	1,3,4-Tri-O-galloylquinic acid 3,4,5-Tri-O-galloylquinic acid

Galloylshikimic acids:

others

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