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COCONUT Compound

Tubotaiwine

CNP0205604.1 · C20H24N2O2 · View on COCONUT ↗

2D Structure

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Identifiers

NameTubotaiwine
IUPAC Namemethyl (1~{S},11~{S},17~{R},18~{S})-18-ethyl-8,14-diazapentacyclo[9.5.2.0^{1,9}.0^{2,7}.0^{14,17}]octadeca-2,4,6,9-tetraene-10-carboxylate
COCONUT IDCNP0205604.1
CAS6711-69-9
InChIKeyRLAKWLFUMAABBE-STJTYLQHSA-N
InChIInChI=1S/C20H24N2O2/c1-3-12-13-8-10-22-11-9-20(18(12)22)14-6-4-5-7-15(14)21-17(20)16(13)19(23)24-2/h4-7,12-13,18,21H,3,8-11H2,1-2H3/t12-,13-,18+,20+/m0/s1
SMILESCC[C@H]1[C@@H]2CCN3CC[C@@]4(C(=C2C(=O)OC)NC2=CC=CC=C24)[C@@H]13

Properties

Molecular FormulaC20H24N2O2
Molecular Weight324.42
Exact Mass324.18378
Log P (ALogP)2.91
TPSA41.57
H-Bond Donors / Acceptors1 / 4
Rotatable Bonds2
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.85
NP-likeness1.64

Classification

NP PathwayAlkaloids
NP SuperclassTryptophan alkaloids
NP ClassAspidosperma type
Chemical SuperclassAlkaloids and derivatives
Chemical ClassStrychnos alkaloids
Chemical SubclassStrychnos alkaloids

Reported in GR-MAPs Plants

Catharanthus roseus as “Catharanthus roseus” in COCONUT
Rauvolfia serpentina as “Rauvolfia serpentina” in COCONUT

References (24)

  1. 10.1002/CHIN.200544220
  2. 10.1007/BF00937795
  3. 10.1016/0031-9422(75)85309-X
  4. 10.1016/0031-9422(89)80218-3
  5. 10.1016/0031-9422(90)80208-X
  6. 10.1016/0031-9422(90)87124-D
  7. 10.1016/J.JEP.2014.01.025
  8. 10.1016/J.PHYTOCHEM.2005.02.018
  9. 10.1016/J.PHYTOCHEM.2011.08.001
  10. 10.1016/J.PHYTOCHEM.2023.113639
  11. 10.1016/S0031-9422(00)95285-3
  12. 10.1016/S0099-9598(08)60080-2
  13. 10.1021/NP060344O
  14. 10.1021/NP100552B
  15. 10.1021/NP400214Y
  16. 10.1021/acs.jnatprod.8b00191
  17. 10.1021/np100552b
  18. 10.1039/D2RA01791A
  19. 10.1055/S-0028-1097681
  20. 10.1055/S-2000-8618
  21. 10.1055/S-2006-957939
  22. 10.1055/S-2007-971392
  23. 10.2174/0929867043455846
  24. 10.4314/TJPR.V14I12.25

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.