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COCONUT Compound

3-Desmethylcolchicine

CNP0283075.1 · C21H23NO6 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name3-Desmethylcolchicine
IUPAC Name~{N}-[(7~{S})-3-hydroxy-1,2,10-trimethoxy-9-oxo-6,7-dihydro-5~{H}-benzo[a]heptalen-7-yl]acetamide
COCONUT IDCNP0283075.1
CAS7336-33-6, 160338-75-0
InChIKeyJRRUSQGIRBEMRN-HNNXBMFYSA-N
InChIInChI=1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-17(25)20(27-3)21(28-4)19(12)13-6-8-18(26-2)16(24)10-14(13)15/h6,8-10,15,25H,5,7H2,1-4H3,(H,22,23)/t15-/m0/s1
SMILESCOC1=C(O)C=C2CC[C@H](NC(C)=O)C3=CC(=O)C(OC)=CC=C3C2=C1OC

Properties

Molecular FormulaC21H23NO6
Molecular Weight385.42
Exact Mass385.15254
Log P (ALogP)2.57
TPSA94.09
H-Bond Donors / Acceptors2 / 6
Rotatable Bonds4
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.84
NP-likeness1.08

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 (22)

  1. 10.1002/HLCA.19500330629
  2. 10.1002/PCA.702
  3. 10.1002/biuz.19840140514
  4. 10.1002/food.19880321030
  5. 10.1007/BF00564779
  6. 10.1007/BF01167579
  7. 10.1016/0031-9422(89)80310-3
  8. 10.1016/0031-9422(90)87143-I
  9. 10.1016/S0031-9422(00)82343-2
  10. 10.1021/NP50052A018
  11. 10.1021/NP50097A025
  12. 10.1021/acs.jnatprod.9b00880
  13. 10.1021/np0496587
  14. 10.1135/CCCC19540141
  15. 10.1135/CCCC19622111
  16. 10.1135/CCCC19763146
  17. 10.1135/CCCC19832989
  18. 10.1135/CCCC19841536
  19. 10.1300/J044V09N01_08
  20. 10.1300/j044v09n01_08
  21. 10.17660/ACTAHORTIC.1980.96.45
  22. 10.3987/COM-11-12260

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.