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COCONUT Compound

gomisin N

CNP0234923.2 · C23H28O6 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Namegomisin N
IUPAC Name(9~{R},10~{S})-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(12),2(7),3,5,13,18-hexaene
COCONUT IDCNP0234923.2
CAS69176-52-9, 82467-52-5
InChIKeyRTZKSTLPRTWFEV-OLZOCXBDSA-N
InChIInChI=1S/C23H28O6/c1-12-7-14-9-16(24-3)20(25-4)22(26-5)18(14)19-15(8-13(12)2)10-17-21(23(19)27-6)29-11-28-17/h9-10,12-13H,7-8,11H2,1-6H3/t12-,13+/m1/s1
SMILESCOC1=CC2=C(C(OC)=C1OC)C1=C(C=C3OCOC3=C1OC)C[C@H](C)[C@H](C)C2

Properties

Molecular FormulaC23H28O6
Molecular Weight400.47
Exact Mass400.18859
Log P (ALogP)4.49
TPSA55.38
H-Bond Donors / Acceptors0 / 6
Rotatable Bonds4
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.75
NP-likeness1.24

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassLignans
NP ClassDibenzocyclooctadienes lignans
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassTannins
Chemical SubclassHydrolyzable tannins

Reported in GR-MAPs Plants

Glycyrrhiza glabra as “Glycyrrhiza glabra” in COCONUT

References (25)

  1. 10.1002/JAT.2951
  2. 10.1002/jat.2951
  3. 10.1016/0031-9422(95)00043-7
  4. 10.1016/J.CHROMA.2008.09.070
  5. 10.1016/S0021-9673(00)90280-2
  6. 10.1016/S0021-9673(01)00556-8
  7. 10.1016/S0021-9673(96)00685-1
  8. 10.1021/NP0503707
  9. 10.1021/NP100067W
  10. 10.1021/NP500521V
  11. 10.1021/np0503707
  12. 10.1021/np500521v
  13. 10.1055/S-0029-1185685
  14. 10.1055/S-0030-1249861
  15. 10.1055/S-2003-37024
  16. 10.1055/S-2007-969495
  17. 10.1080/10575639808048288
  18. 10.1111/J.1745-7254.2008.00838.X
  19. 10.1248/BPB.22.265
  20. 10.1248/CPB.27.2695
  21. 10.1248/CPB.40.1191
  22. 10.1248/CPB.58.734
  23. 10.1248/YAKUSHI1947.103.7_743
  24. 10.1271/BBB.90597
  25. 10.3390/MOLECULES15031223

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.