|
Menu

COCONUT Compound

1,3,4,6-Tetragalloylglucose

CNP0178573.1 · C34H28O22 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name1,3,4,6-Tetragalloylglucose
IUPAC Name[(2~{R},3~{R},4~{R},5~{R},6~{S})-5-hydroxy-3,4,6-tris[(3,4,5-trihydroxybenzoyl)oxy]tetrahydropyran-2-yl]methyl 3,4,5-trihydroxybenzoate
COCONUT IDCNP0178573.1
CAS26922-99-6
InChIKeyNRQJFEDEWHTAPZ-UGUGPVJNSA-N
InChIInChI=1S/C34H28O22/c35-14-1-10(2-15(36)23(14)43)30(48)52-9-22-28(54-31(49)11-3-16(37)24(44)17(38)4-11)29(55-32(50)12-5-18(39)25(45)19(40)6-12)27(47)34(53-22)56-33(51)13-7-20(41)26(46)21(42)8-13/h1-8,22,27-29,34-47H,9H2/t22-,27-,28-,29-,34+/m1/s1
SMILESO=C(OC[C@H]1O[C@@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@H](O)[C@@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1)C1=CC(O)=C(O)C(O)=C1

Properties

Molecular FormulaC34H28O22
Molecular Weight788.58
Exact Mass788.10722
Log P (ALogP)0.70
TPSA377.42
H-Bond Donors / Acceptors13 / 22
Rotatable Bonds9
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.06
NP-likeness0.84

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassPhenolic acids (C6-C1)
NP ClassGallotannins
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassTannins
Chemical SubclassTannins

Reported in GR-MAPs Plants

Terminalia chebula as “Terminalia chebula” in COCONUT

References (17)

  1. 10.1007/S10600-011-9908-2
  2. 10.1016/J.BMCL.2011.11.109
  3. 10.1016/J.PHYTOCHEM.2010.03.018
  4. 10.1016/J.PHYTOCHEM.2011.07.007
  5. 10.1016/S0031-9422(00)95107-0
  6. 10.1016/j.phytochem.2010.03.018
  7. 10.1021/NP0400297
  8. 10.1021/NP970336V
  9. 10.1248/CPB.36.2940
  10. 10.1248/CPB.39.630
  11. 10.1248/CPB.39.881
  12. 10.1248/CPB.42.1803
  13. 10.1248/CPB.44.1293
  14. 10.1248/CPB.49.887
  15. 10.1248/CPB.57.1289
  16. 10.3390/MOLECULES16108305
  17. 10.4103/0973-7847.65327

Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.