|
Menu

COCONUT Compound

Ononin

CNP0232489.1 · C22H22O9 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameOnonin
IUPAC Name3-(4-methoxyphenyl)-7-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one
COCONUT IDCNP0232489.1
CAS486-62-4
InChIKeyMGJLSBDCWOSMHL-MIUGBVLSSA-N
InChIInChI=1S/C22H22O9/c1-28-12-4-2-11(3-5-12)15-10-29-16-8-13(6-7-14(16)18(15)24)30-22-21(27)20(26)19(25)17(9-23)31-22/h2-8,10,17,19-23,25-27H,9H2,1H3/t17-,19-,20+,21-,22-/m1/s1
SMILESCOC1=CC=C(C2=COC3=CC(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=CC=C3C2=O)C=C1

Properties

Molecular FormulaC22H22O9
Molecular Weight430.41
Exact Mass430.12638
Log P (ALogP)0.65
TPSA138.82
H-Bond Donors / Acceptors4 / 9
Rotatable Bonds5
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.46
NP-likeness1.34

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassIsoflavonoids
NP ClassIsoflavones
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassIsoflavonoids
Chemical SubclassIsoflavonoid O-glycosides

Reported in GR-MAPs Plants

Glycyrrhiza glabra as “Glycyrrhiza glabra” in COCONUT

References (63)

  1. 10.1002/HLCA.200890108
  2. 10.1002/HLCA.201000210
  3. 10.1002/JPS.2600640504
  4. 10.1002/PTR.2650040607
  5. 10.1007/BF00564018
  6. 10.1007/BF00573562
  7. 10.1007/BF00574751
  8. 10.1007/BF00577206
  9. 10.1007/BF00579982
  10. 10.1007/BF00580089
  11. 10.1007/BF00597707
  12. 10.1007/BF00599277
  13. 10.1007/BF00629810
  14. 10.1007/BF00629811
  15. 10.1007/BF00630020
  16. 10.1007/BF00633405
  17. 10.1007/BF00994609
  18. 10.1007/BF02994750
  19. 10.1007/S10600-006-0169-4
  20. 10.1007/S10600-006-0215-2
  21. 10.1007/S10600-007-0206-Y
  22. 10.1007/S12272-010-0805-1
  23. 10.1016/0031-9422(83)80013-2
  24. 10.1016/0031-9422(88)80628-9
  25. 10.1016/0031-9422(89)85030-7
  26. 10.1016/0305-1978(93)90090-E
  27. 10.1016/J.BMCL.2008.12.064
  28. 10.1016/J.BMCL.2009.12.106
  29. 10.1016/S0003-2670(01)01370-8
  30. 10.1016/S0021-9673(00)00149-7
  31. 10.1016/S0021-9673(01)01231-6
  32. 10.1016/S0021-9673(01)96392-7
  33. 10.1016/S0021-9673(96)00578-X
  34. 10.1016/S0031-9422(00)00337-X
  35. 10.1016/S0031-9422(00)83548-7
  36. 10.1016/S0031-9422(00)97051-1
  37. 10.1016/S0031-9422(01)00268-0
  38. 10.1016/S0031-9422(02)00163-2
  39. 10.1016/S0031-9422(97)00798-X
  40. 10.1021/JF0202279

Showing 40 of 63. See all references on COCONUT.

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.