Dehydrohexahydroxydiphenic acid

Dehydrohexahydroxydiphenic acid is a group found in dehydroellagitannins. It is formed from hexahydroxydiphenic acid (HHDP) through oxidation of the plant hydrolysable tannins.[1] It is found in ellagitannins such as euphorbin A, geraniin or mallotusinic acid.

Dehydrohexahydroxydiphenic acid
Names
IUPAC name
5,6,9,13,13-pentahydroxy-10-oxo-8-oxatricyclo[7.3.1.02,7]trideca-2,4,6,11-tetraene-3,12-dicarboxylic acid
Other names
Dehydrohexahydroxydiphenoyl
DHHDP
Identifiers
3D model (JSmol)
  • InChI=1S/C14H10O11/c15-5-1-3(11(18)19)7-8-4(12(20)21)2-6(16)14(24,13(8,22)23)25-10(7)9(5)17/h1-2,8,15,17,22-24H,(H,18,19)(H,20,21)
    Key: ZMIDWLVYIBGXNC-UHFFFAOYSA-N
  • C1=C(C2C3=C(C(=C(C=C3C(=O)O)O)O)OC(C1=O)(C2(O)O)O)C(=O)O
Properties
C14H10O11
Molar mass 354.22 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

In geraniin, it is forming an equilibrium mixture of six-membered hemi-ketal and five-membered hemi-ketal forms.

References
  1. Correlation of oxidative transformations of hydrolyzable tannins and plant evolution. Takashi Yoshida and Tsutomu Hatano, Phytochemistry, November 2000, Volume 55, Issue 6, Pages 513–529, doi:10.1016/S0031-9422(00)00232-6
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