3,4,5-Tri-O-galloylquinic acid

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3,4,5-Tri-O-galloylquinic acid
Chemical structure of 3,4,5-tri-O-galloylquinic acid
Names
IUPAC name
(1S,3R,4S,5R)-1-Hydroxy-3,4,5-tris((3,4,5-trihydroxybenzoyl)oxy)cyclohexanecarboxylic acid
Other names
TGQA
(3R,5R)-1-Hydroxy-3,4,5-tris(3,4,5-trihydroxyphenylcarbonyloxy)cyclohexanecarboxylic acid
Identifiers
3D model (JSmol)
ChemSpider
Properties
C28H24O18
Molar mass 648.48 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).
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Infobox references

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[edit]

  1. ^ a b 3,4,5-tri-O-galloylquinic acid on home.ncifcrf.gov
  2. ^ 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. doi:10.1076/phbi.36.1.63.4624. 
  3. ^ 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. PMC 1134698Freely accessible. PMID 15355309. doi:10.1042/BJ20040499. 
  4. ^ CID 127406 from PubChem