1,2,6-Trigalloyl glucose

1,2,6-Trigalloyl glucose
Chemical structure of 1,2,6-trigalloyl glucose
Names
IUPAC name
β-D-Glucopyranose 1,2,6-tris(3,4,5-trihydroxybenzoate)
Systematic IUPAC name
(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-{[(3,4,5-trihydroxybenzoyl)oxy]methyl}oxane-2,3-diyl bis(3,4,5-trihydroxybenzoate)
Other names
1,2,6-tris-O-galloyl-β-D-glucose
1-O,2-O,6-O-Trigalloyl-β-D-glucose
1,2,6-Tri-O-gallose-β-D-glucopyranose
1,2,6-Tris-O-(3,4,5-trihydroxybenzoyl)-β-D-glucopyranose
Identifiers
CAS Number
  • 79886-49-0 ☒N
3D model (JSmol)
  • Interactive image
ChemSpider
  • 20015942 checkY
PubChem CID
  • 440308
CompTox Dashboard (EPA)
  • DTXSID901000816 Edit this at Wikidata
InChI
  • InChI=1S/C27H24O18/c28-11-1-8(2-12(29)19(11)36)18(35)23(40)25(45-27(43)10-5-15(32)21(38)16(33)6-10)24(41)22(39)17(34)7-44-26(42)9-3-13(30)20(37)14(31)4-9/h1-6,17,22,24-25,28-34,36-39,41H,7H2/t17-,22-,24+,25+/m1/s1 checkY=
    Key: XVILXNSBQKKWKL-UZLUZJFJSA-N checkY=
  • O[C@@H]1[C@@H](COC(C2=CC(O)=C(O)C(O)=C2)=O)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)[C@H]1O
Properties
Chemical formula
 C27H24O18
Molar mass 636.471 g·mol−1
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
Chemical compound

1,2,6-Trigalloyl glucose is a gallotannin found in cell cultures of Cornus officinalis.[1]

References

  1. ^ Gallotannin production in cell cultures of Cornus officinalis Sieb. et Zucc. Yazaki K. and Okuda T., Plant cell reports, 1989, vol. 8, no6, pp. 346-349, INIST 7353523, doi:10.1007/BF00716670
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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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