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COCONUT Compound

colchicine

CNP0215656.1 · C22H25NO6 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Namecolchicine
IUPAC Name~{N}-[(7~{S})-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5~{H}-benzo[a]heptalen-7-yl]acetamide
COCONUT IDCNP0215656.1
CAS64-86-8, 30512-31-3
InChIKeyIAKHMKGGTNLKSZ-INIZCTEOSA-N
InChIInChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1
SMILESCOC1=CC2=C(C3=CC=C(OC)C(=O)C=C3[C@@H](NC(C)=O)CC2)C(OC)=C1OC

Properties

Molecular FormulaC22H25NO6
Molecular Weight399.44
Exact Mass399.16819
Log P (ALogP)2.87
TPSA83.09
H-Bond Donors / Acceptors1 / 6
Rotatable Bonds5
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.83
NP-likeness0.75

Classification

NP PathwayAlkaloids
NP SuperclassTyrosine alkaloids
NP ClassPhenethylisoquinoline alkaloids
Chemical SuperclassHydrocarbon derivatives
Chemical ClassTropones
Chemical SubclassTropones

Reported in GR-MAPs Plants

Gloriosa superba as “Gloriosa Superba” in COCONUT

References (66)

  1. 10.1002/9780470744307.gat218
  2. 10.1002/PCA.702
  3. 10.1002/biuz.19840140514
  4. 10.1002/food.19880321030
  5. 10.1007/BF00563674
  6. 10.1007/BF00564601
  7. 10.1007/BF00564779
  8. 10.1007/BF00566822
  9. 10.1007/BF00567063
  10. 10.1007/BF00568492
  11. 10.1007/BF00629764
  12. 10.1007/BF00629833
  13. 10.1007/BF00629836
  14. 10.1007/BF00630386
  15. 10.1007/BF00778187
  16. 10.1007/BF01167579
  17. 10.1007/BF02135680
  18. 10.1007/S002990100364
  19. 10.1016/0031-9422(88)80196-1
  20. 10.1016/0031-9422(88)80197-3
  21. 10.1016/0031-9422(89)80310-3
  22. 10.1016/0031-9422(90)87143-I
  23. 10.1016/S0031-9422(00)82343-2
  24. 10.1016/S0031-9422(97)00242-2
  25. 10.1016/S0040-4020(01)87895-9
  26. 10.1016/S0040-4039(97)10011-9
  27. 10.1016/S0176-1617(11)81317-9
  28. 10.1016/j.forsciint.2008.12.006
  29. 10.1016/j.jchromb.2013.10.020
  30. 10.1016/s0176-1617(11)81317-9
  31. 10.1017/S1479262108995125
  32. 10.1021/NP070038Q
  33. 10.1021/NP300377B
  34. 10.1021/NP50052A018
  35. 10.1021/NP50097A025
  36. 10.1021/acs.jnatprod.6b00782
  37. 10.1021/acs.jnatprod.7b00969
  38. 10.1021/acs.jnatprod.8b00208
  39. 10.1021/acs.jnatprod.9b00880
  40. 10.1021/np0496587

Showing 40 of 66. 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.