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

3,4,5-Tri-O-galloylquinic acid
Names
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
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C28H24O18/c29-12-1-9(2-13(30)20(12)35)24(38)44-18-7-28(43,27(41)42)8-19(45-25(39)10-3-14(31)21(36)15(32)4-10)23(18)46-26(40)11-5-16(33)22(37)17(34)6-11/h1-6,18-19,23,29-37,43H,7-8H2,(H,41,42)/t18-,19-,23-,28+/m1/s1 Y
    Key: PEOHIPMSHPWYAQ-LGFATHPOSA-N Y
  • InChI=1S/C28H24O18/c29-12-1-9(2-13(30)20(12)35)24(38)44-18-7-28(43,27(41)42)8-19(45-25(39)10-3-14(31)21(36)15(32)4-10)23(18)46-26(40)11-5-16(33)22(37)17(34)6-11/h1-6,18-19,23,29-37,43H,7-8H2,(H,41,42)/t18-,19-,23-,28+/m1/s1
    Key: PEOHIPMSHPWYAQ-LGFATHPOBS
  • Key: PEOHIPMSHPWYAQ-LGFATHPOSA-N
  • O[C@]1(C(O)=O)C[C@@H](OC(C2=CC(O)=C(O)C(O)=C2)=O)[C@H](OC(C3=CC(O)=C(O)C(O)=C3)=O)[C@H](OC(C4=CC(O)=C(O)C(O)=C4)=O)C1
  • c1c(c(c(cc1C(=O)O[C@H]2[C@@H]([C@@H](C[C@@](C2)(O)C(=O)O)OC(=O)c3cc(c(c(c3)O)O)O)OC(=O)c4cc(c(c(c4)O)O)O)O)O)O
Properties
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

3,4,5-Tri-O-galloylquinic acid is a hydrolysable tannin found in Lepidobotrys staudtii, in Guiera senegalensis or in the resurrection plant (Myrothamnus flabellifolius).

It is classified as a natural product with anti-HIV activity and a DNA polymerase inhibitor.

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