3,4,5-Tri-O-galloylquinic acid
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Preferred IUPAC name (1S,3R,4S,5R)-1-Hydroxy-3,4,5-tris[(3,4,5-trihydroxybenzoyl)oxy]cyclohexane-1-carboxylic acid | |
Other names TGQA (3R,5R)-1-Hydroxy-3,4,5-tris(3,4,5-trihydroxyphenylcarbonyloxy)cyclohexanecarboxylic acid | |
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InChI
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Properties | |
Chemical formula | C28H24O18 |
Molar mass | 648.482 g·mol−1 |
Density | 1.98g/cm3 |
Boiling point | 1,114.4 °C (2,037.9 °F; 1,387.6 K) at 760mmHg |
Hazards | |
Flash point | 364.6 °C (688.3 °F; 637.8 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references |
Chemical compound
3,4,5-Tri-O-galloylquinic acid is a hydrolysable tannin found in Lepidobotrys staudtii,[1] in Guiera senegalensis[2] or in the resurrection plant (Myrothamnus flabellifolius).[3]
It is classified as a natural product with anti-HIV activity[1] and a DNA polymerase inhibitor.[4]
References
- ^ a b "3,4,5-tri-O-galloylquinic acid on home.ncifcrf.gov". Archived from the original on 2011-07-16. Retrieved 2010-07-05.
- ^ Bouchet, N.; Levesque, J. L.; Bodo, B.; Pousset, J. L. (1998). "3,4,5-Tri-O-Galloylquinic Acid Ethyl Ester from Guiera senegalensis". Pharmaceutical Biology. 36: 63–65. doi:10.1076/phbi.36.1.63.4624.
- ^ Westall, K. L.; Moore, J. P.; Ravenscroft, N.; Farrant, J. M.; Lindsey, G. G.; Brandt, W. F. (2005). "The predominant polyphenol in the leaves of the resurrection plant Myrothamnus flabellifolius, 3,4,5 tri-O-galloylquinic acid, protects membranes against desiccation and free radical-induced oxidation". Biochemical Journal. 385 (Pt 1): 301–308. doi:10.1042/BJ20040499. PMC 1134698. PMID 15355309.
- ^ CID 127406 from PubChem
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Types of gallotannins
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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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