1,6-Digalloyl glucose

1,6-Digalloyl glucose
Chemical structure of 1,6-digalloyl glucose.
Names
IUPAC name
β-D-Glucopyranose 1,6-bis(3,4,5-trihydroxybenzoate)
Systematic IUPAC name
(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-{[(3,4,5-trihydroxybenzoyl)oxy]methyl}oxan-2-yl 3,4,5-trihydroxybenzoate
Other names
Digalloyl glucose
Identifiers
CAS Number
  • 23363-08-8 ☒N
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:15723
ChEMBL
  • ChEMBL522251
ChemSpider
  • 389206
KEGG
  • C04101
PubChem CID
  • 440221
CompTox Dashboard (EPA)
  • DTXSID301045329 Edit this at Wikidata
InChI
  • InChI=1S/C20H20O14/c21-8-1-6(2-9(22)13(8)25)18(30)32-5-12-15(27)16(28)17(29)20(33-12)34-19(31)7-3-10(23)14(26)11(24)4-7/h1-4,12,15-17,20-29H,5H2/t12-,15-,16+,17-,20+/m1/s1
    Key: LYGRISUQIZNHGM-IVABAYMNSA-N
  • InChI=1/C20H20O14/c21-8-1-6(2-9(22)13(8)25)18(30)32-5-12-15(27)16(28)17(29)20(33-12)34-19(31)7-3-10(23)14(26)11(24)4-7/h1-4,12,15-17,20-29H,5H2/t12-,15-,16+,17-,20+/m1/s1
    Key: LYGRISUQIZNHGM-IVABAYMNBE
  • C1=C(C=C(C(=C1O)O)O)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O
Properties
Chemical formula
 C20H20O14
Molar mass 484.366 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

1-O,6-O-Digalloyl-β-D-glucose is a gallotannin. It can be found in some oak species.[1]

References

  1. ^ Mämmelä, Pirjo; Savolainen, Heikki; Lindroos, Lasse; Kangas, Juhani; Vartiainen, Terttu (2000). "Analysis of oak tannins by liquid chromatography-electrospray ionisation mass spectrometry". Journal of Chromatography A. 891 (1): 75–83. doi:10.1016/S0021-9673(00)00624-5. PMID 10999626.
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Types of gallotannins
Aglycones
  • Digallic acid
  • Gallic acid
Galloyl glucoses
  • 1-Galloyl glucose
    • Glucogallin
Digalloyl glucoses:
  • 1,6-Digalloyl glucose
  • 2,6-Digalloyl glucose
  • 3,6-digalloyl glucose
Trigalloyl glucoses:
Tetragalloyl glucoses:
  • 1,2,3,6-tetragalloylglucose
    • 1,2,3,6-tetra-O-galloyl-β-D-glucose
  • 1,2,4,6-Tetragalloyl glucose
    • 1,2,4,6-tetra-O-galloyl-β-D-glucose
Pentagalloyl glucose:
other
  • Hexagalloyl glucose
  • Heptagalloyl glucose
  • Octagalloyl glucose
  • Nonagalloyl glucose
  • Decagalloyl glucose
Galloyl quinic acids
Galloyl quinic acids:
  • 3-O-Galloylquinic acid
  • 4-O-Galloylquinic acid
  • 5-O-Galloylquinic acid
Digalloyl quinic acids:
  • 1,4-Di-O-galloylquinic acid
  • 3,4-di-O-Galloylquinic acid
  • 3,5-di-O-Galloylquinic acid
  • 4,5-di-O-Galloylquinic acid
Trigalloyl quinic acids:
Galloyl shikimic acids
  • 4-O-Galloyl shikimic acid
  • 5-O-Galloyl shikimic acid
  • 3,5-di-O-galloyl-shikimic acid
  • 3,4,5-tri-O-galloylshikimic acid
others
  • 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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