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COCONUT Compound

(S)-Stylopine

CNP0219682.2 · C19H17NO4 · View on COCONUT ↗

2D Structure

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Identifiers

Name(S)-Stylopine
IUPAC Name(1~{S})-5,7,17,19-tetraoxa-13-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{15,23}.0^{16,20}]tetracosa-2,4(8),9,15(23),16(20),21-hexaene
COCONUT IDCNP0219682.2
CAS84-39-9
InChIKeyUXYJCYXWJGAKQY-HNNXBMFYSA-N
InChIInChI=1S/C19H17NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,6-7,15H,3-5,8-10H2/t15-/m0/s1
SMILESC1=CC2=C(OCO2)C2=C1C[C@H]1C3=CC4=C(C=C3CCN1C2)OCO4

Properties

Molecular FormulaC19H17NO4
Molecular Weight323.35
Exact Mass323.11576
Log P (ALogP)2.80
TPSA40.16
H-Bond Donors / Acceptors0 / 5
Rotatable Bonds0
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.75
NP-likeness1.07

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

References (42)

  1. 10.1002/9780470744307.gat218
  2. 10.1002/CBER.19020350103
  3. 10.1002/JPS.3030451014
  4. 10.1002/PTR.2893
  5. 10.1002/biuz.19840140514
  6. 10.1002/food.19880321030
  7. 10.1002/pca.669
  8. 10.1007/BF00565157
  9. 10.1007/BF00565612
  10. 10.1007/BF00575052
  11. 10.1007/BF00575708
  12. 10.1007/BF00576235
  13. 10.1007/BF00579424
  14. 10.1007/BF00579509
  15. 10.1007/S10600-007-0072-7
  16. 10.1007/S10600-011-9971-8
  17. 10.1016/0031-9422(82)83151-8
  18. 10.1016/0031-9422(92)83649-J
  19. 10.1016/J.PHYTOL.2011.05.008
  20. 10.1016/S0031-9422(00)98230-X
  21. 10.1021/JF9701897
  22. 10.1021/NP2005049
  23. 10.1021/np2005049
  24. 10.1055/S-0030-1249972
  25. 10.1055/S-2006-957498
  26. 10.1055/S-2006-960054
  27. 10.1055/S-2006-961000
  28. 10.1055/S-2006-961402
  29. 10.1055/S-2007-971259
  30. 10.1055/S-2008-1074972
  31. 10.1074/JBC.M116.747261
  32. 10.1080/14786410902800723
  33. 10.1135/CCCC19550198
  34. 10.1135/CCCC19612933
  35. 10.1135/CCCC19772686
  36. 10.1135/CCCC19840704
  37. 10.1135/CCCC19852299
  38. 10.1135/CCCC19862232
  39. 10.1135/CCCC19891118
  40. 10.1135/CCCC19892009

Showing 40 of 42. 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.