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COCONUT Compound

Cryptopine

CNP0370354.0 · C21H23NO5 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameCryptopine
IUPAC Name6,7-dimethoxy-12-methyl-16,18-dioxa-12-azatetracyclo[12.7.0.0^{4,9}.0^{15,19}]henicosa-1(21),4(9),5,7,14,19-hexaen-3-one
COCONUT IDCNP0370354.0
CAS482-74-6, 482-74-6 (free base)
InChIKeyXPOJSWHIKCNLEQ-UHFFFAOYSA-N
InChIInChI=1S/C21H23NO5/c1-22-7-6-14-9-19(24-2)20(25-3)10-15(14)17(23)8-13-4-5-18-21(16(13)11-22)27-12-26-18/h4-5,9-10H,6-8,11-12H2,1-3H3
SMILESCOC1=CC2=C(C=C1OC)C(=O)CC1=CC=C3OCOC3=C1CN(C)CC2

Properties

Molecular FormulaC21H23NO5
Molecular Weight369.42
Exact Mass369.15762
Log P (ALogP)2.85
TPSA57.23
H-Bond Donors / Acceptors0 / 6
Rotatable Bonds2
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.81
NP-likeness0.76

Classification

NP PathwayAlkaloids
NP SuperclassTyrosine alkaloids
NP ClassProtopine alkaloids
Chemical SuperclassAlkaloids and derivatives
Chemical ClassProtopine alkaloids
Chemical SubclassProtopine alkaloids

Reported in GR-MAPs Plants

Papaver somniferum as “Papaver somniferum” in COCONUT

References (54)

  1. 10.1002/(SICI)1099-1565(199901/02)10:1<6::AID-PCA431>3.0.CO;2-0
  2. 10.1002/9780470744307.gat218
  3. 10.1002/MRC.1417
  4. 10.1002/biuz.19840140514
  5. 10.1002/food.19880321030
  6. 10.1002/pca.669
  7. 10.1007/BF00567780
  8. 10.1007/BF00575052
  9. 10.1007/BF00941686
  10. 10.1016/0031-9422(92)80401-Y
  11. 10.1016/0031-9422(94)00673-H
  12. 10.1016/0031-9422(95)00038-9
  13. 10.1016/0305-1978(90)90032-B
  14. 10.1016/S0021-9673(00)94605-3
  15. 10.1016/S0021-9673(01)84530-1
  16. 10.1016/S0031-9422(00)86978-2
  17. 10.1016/S0031-9422(00)88576-3
  18. 10.1016/S0031-9422(00)95160-4
  19. 10.1021/JA01865A037
  20. 10.1021/NP50014A005
  21. 10.1021/NP50021A004
  22. 10.1021/NP50031A035
  23. 10.1021/NP50040A034
  24. 10.1021/NP50044A046
  25. 10.1055/S-0028-1097855
  26. 10.1055/S-2001-11518
  27. 10.1055/S-2006-957523
  28. 10.1055/S-2006-960934
  29. 10.1055/S-2006-961402
  30. 10.1055/S-2006-961407
  31. 10.1055/S-2008-1074972
  32. 10.1111/J.1756-1051.1988.TB00493.X
  33. 10.1111/J.2042-7158.1981.TB11675.X
  34. 10.1135/CCCC19674431
  35. 10.1135/CCCC19740883
  36. 10.1135/CCCC19751576
  37. 10.1135/CCCC19840704
  38. 10.1135/CCCC19851745
  39. 10.1135/CCCC19862232
  40. 10.1135/CCCC19870508

Showing 40 of 54. 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.