|
Menu

COCONUT Compound

23363-08-8

CNP0411484.2 · C20H20O14 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name23363-08-8
IUPAC Name[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(3,4,5-trihydroxybenzoyl)oxy-tetrahydropyran-2-yl]methyl 3,4,5-trihydroxybenzoate
COCONUT IDCNP0411484.2
InChIKeyLYGRISUQIZNHGM-IVABAYMNSA-N
InChIInChI=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
SMILESO=C(OC[C@H]1O[C@@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O)C1=CC(O)=C(O)C(O)=C1

Properties

Molecular FormulaC20H20O14
Molecular Weight484.37
Exact Mass484.08531
Log P (ALogP)-1.26
TPSA243.90
H-Bond Donors / Acceptors9 / 14
Rotatable Bonds5
Lipinski's Rule of 5 Violations2
QED Drug-likeness0.18
NP-likeness1.34

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
Emblica officinalis as “Phyllanthus emblica” in COCONUT

References (27)

  1. 10.1002/HLCA.200890142
  2. 10.1002/jssc.200401741
  3. 10.1016/0031-9422(90)89047-D
  4. 10.1016/0031-9422(91)80106-B
  5. 10.1016/0031-9422(91)85260-7
  6. 10.1016/0031-9422(93)85545-3
  7. 10.1016/J.FITOTE.2011.08.020
  8. 10.1016/J.PHYTOCHEM.2007.03.010
  9. 10.1016/J.PHYTOCHEM.2010.03.018
  10. 10.1016/S0031-9422(00)98234-7
  11. 10.1016/S0031-9422(97)00370-1
  12. 10.1016/S0031-9422(97)01007-8
  13. 10.1016/S0367-326X(00)00252-5
  14. 10.1016/j.phytochem.2010.03.018
  15. 10.1016/s0367-326x(00)00252-5
  16. 10.1021/NP010370G
  17. 10.1021/NP0400297
  18. 10.1021/NP100372T
  19. 10.1021/NP970336V
  20. 10.1021/np100372t
  21. 10.1055/S-2006-951729
  22. 10.1248/BPB.24.1443
  23. 10.1248/BPB.26.1331
  24. 10.1248/CPB.41.1708
  25. 10.1248/CPB.42.1399
  26. 10.1248/CPB.47.536
  27. 10.4103/0974-8490.112421

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.