Digallic acid
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Preferred IUPAC name 3,4-Dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoic acid | |
Other names Digallate 3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoate m-digallic acid Digalloyl ester | |
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ECHA InfoCard | 100.007.842 ![]() |
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InChI
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Properties | |
Chemical formula | C14H10O9 |
Molar mass | 322.225 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ![]() ![]() ![]() Infobox references |
Chemical compound
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. This enzyme can also be used to produce digallic acid from gallotannins.[4]
References
- ^ Bhouri, W.; Derbel, S.; Skandrani, I.; Boubaker, J.; Bouhlel, I.; Sghaier, M. B.; Kilani, S.; Mariotte, A. M.; Dijoux-Franca, M. G.; Ghedira, K.; Chekir-Ghedira, L. (2010). "Study of genotoxic, antigenotoxic and antioxidant activities of the digallic acid isolated from Pistacia lentiscus fruits". Toxicology in Vitro. 24 (2): 509–515. doi:10.1016/j.tiv.2009.06.024. PMID 19563883.
- ^ Delahaye, P.; Verzele, M. (1983). "Analysis of gallic, digallic and trigallic acids in tannic acids by high-performance liquid chromatography". Journal of Chromatography A. 265: 363–367. doi:10.1016/S0021-9673(01)96734-2.
- ^ Ann E. Hagerman. "The Tannin Handbook". Miami University.
- ^ Nierenstein, M. (1932). "A biological synthesis of m-digallic acid". The Biochemical Journal. 26 (4): 1093–1094. doi:10.1042/bj0261093. PMC 1261008. PMID 16744910.
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Types of gallotannins
- Digallic acid
- Gallic acid
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Digalloyl glucoses: |
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Trigalloyl glucoses: |
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Tetragalloyl glucoses: |
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Pentagalloyl glucose: |
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other |
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Galloyl quinic acids: |
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Digalloyl quinic acids: |
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Trigalloyl quinic acids: |
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- 4-O-Galloyl shikimic acid
- 5-O-Galloyl shikimic 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
- 1-O-galloyl proto-quercitol
- 1,4-di-O-galloyl proto-quercitol
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