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COCONUT Compound

Scoulerine

CNP0177868.2 · C19H21NO4 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameScoulerine
IUPAC Name(13~{a}~{R})-3,10-dimethoxy-6,8,13,13~{a}-tetrahydro-5~{H}-isoquinolino[3,2-a]isoquinoline-2,9-diol
COCONUT IDCNP0177868.2
CAS6451-73-6
InChIKeyKNWVMRVOBAFFMH-OAHLLOKOSA-N
InChIInChI=1S/C19H21NO4/c1-23-17-4-3-11-7-15-13-9-16(21)18(24-2)8-12(13)5-6-20(15)10-14(11)19(17)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3/t15-/m1/s1
SMILESCOC1=CC2=C(C=C1O)[C@H]1CC3=CC=C(OC)C(O)=C3CN1CC2

Properties

Molecular FormulaC19H21NO4
Molecular Weight327.38
Exact Mass327.14706
Log P (ALogP)2.77
TPSA62.16
H-Bond Donors / Acceptors2 / 5
Rotatable Bonds2
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.89
NP-likeness1.26

Classification

NP PathwayAlkaloids
NP SuperclassTyrosine alkaloids
NP ClassIsoquinoline alkaloids
Chemical SuperclassAlkaloids and derivatives
Chemical ClassProtoberberine alkaloids and derivatives
Chemical SubclassProtoberberine alkaloids and derivatives

Reported in GR-MAPs Plants

Papaver somniferum as “Papaver somniferum” in COCONUT
Nicotiana tabacum as “Nicotiana tabacum” in COCONUT
Artemisia annua as “Artemisia annua L.” in COCONUT

References (40)

  1. 10.1002/ARDP.19272654303
  2. 10.1007/BF00565157
  3. 10.1007/BF00575052
  4. 10.1007/BF00575708
  5. 10.1007/BF00575709
  6. 10.1007/BF00576235
  7. 10.1007/BF00579509
  8. 10.1007/BF00598384
  9. 10.1007/BF00598536
  10. 10.1016/0031-9422(73)80533-3
  11. 10.1016/0031-9422(93)85104-Y
  12. 10.1016/S0031-9422(00)95151-3
  13. 10.1016/S0305-1978(02)00225-9
  14. 10.1021/NP50014A005
  15. 10.1055/S-2003-38869
  16. 10.1055/S-2006-962761
  17. 10.1055/S-2007-969119
  18. 10.1055/S-2007-969562
  19. 10.1071/CH9810195
  20. 10.1080/1478641031000111516
  21. 10.1135/CCCC19840704
  22. 10.1135/CCCC19841318
  23. 10.1135/CCCC19851216
  24. 10.1135/CCCC19852299
  25. 10.1135/CCCC19862232
  26. 10.1135/CCCC19881845
  27. 10.1135/CCCC19891118
  28. 10.1135/CCCC19892009
  29. 10.1135/CCCC19901812
  30. 10.1135/CCCC19911116
  31. 10.1135/CCCC19911534
  32. 10.1135/CCCC19941879
  33. 10.1135/CCCC19961047
  34. 10.1135/CCCC19961064
  35. 10.1139/V69-178
  36. 10.1201/B16160-69
  37. 10.1248/YAKUSHI1947.93.12_1674
  38. 10.3109/13880208609083314
  39. 10.3109/13880208809053911
  40. 10.3109/13880208909053957

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.