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COCONUT Compound

5096-57-1

CNP0410168.2 · C20H21NO4 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name5096-57-1
IUPAC Name(1~{S})-16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-2,4(8),9,15,17,19-hexaene
COCONUT IDCNP0410168.2
CAS5096-57-1
InChIKeyVZTUIEROBZXUFA-INIZCTEOSA-N
InChIInChI=1S/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3/t16-/m0/s1
SMILESCOC1=CC=C2C[C@H]3C4=CC5=C(C=C4CCN3CC2=C1OC)OCO5

Properties

Molecular FormulaC20H21NO4
Molecular Weight339.39
Exact Mass339.14706
Log P (ALogP)3.09
TPSA40.16
H-Bond Donors / Acceptors0 / 5
Rotatable Bonds2
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.84
NP-likeness1.03

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 (26)

  1. 10.1002/9780470744307.gat218
  2. 10.1002/ARDP.18942320111
  3. 10.1002/JCCS.200000050
  4. 10.1002/food.19880321030
  5. 10.1016/J.BMC.2005.07.050
  6. 10.1016/J.BMCL.2010.06.035
  7. 10.1016/J.JEP.2009.02.046
  8. 10.1016/S0031-9422(00)97910-X
  9. 10.1016/j.chroma.2007.06.029
  10. 10.1021/JF9701897
  11. 10.1021/NP200336G
  12. 10.1021/NP960414Z
  13. 10.1021/NP9701889
  14. 10.1021/NP980471N
  15. 10.1021/np200336g
  16. 10.1021/np9701889
  17. 10.1021/np980471n
  18. 10.1055/S-0030-1249972
  19. 10.1055/S-2001-16493
  20. 10.1055/S-2003-37710
  21. 10.1055/S-2006-959483
  22. 10.1055/S-2007-969488
  23. 10.1074/JBC.M116.747261
  24. 10.1076/1388-0209(200007)3831-SFT210
  25. 10.1080/10575639608044911
  26. 10.1135/CCCC19702597

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.