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COCONUT Compound

Ajmalicine

CNP0266139.1 · C21H24N2O3 · View on COCONUT ↗

2D Structure

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Identifiers

NameAjmalicine
IUPAC Namemethyl (1~{S},15~{R},16~{S},20~{S})-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate
COCONUT IDCNP0266139.1
CAS483-04-5, 8063-17-0, 4373-34-6, 6474-90-4
InChIKeyGRTOGORTSDXSFK-XJTZBENFSA-N
InChIInChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16+,19-/m0/s1
SMILESCOC(=O)C1=CO[C@@H](C)[C@H]2CN3CCC4=C(NC5=CC=CC=C45)[C@@H]3C[C@H]12

Properties

Molecular FormulaC21H24N2O3
Molecular Weight352.43
Exact Mass352.17869
Log P (ALogP)3.18
TPSA54.56
H-Bond Donors / Acceptors1 / 4
Rotatable Bonds1
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.80
NP-likeness1.41

Classification

NP PathwayAlkaloids
NP SuperclassTryptophan alkaloids
NP ClassCorynanthe type
Chemical SuperclassAlkaloids and derivatives
Chemical ClassYohimbine alkaloids
Chemical SubclassYohimbine alkaloids

Reported in GR-MAPs Plants

Catharanthus roseus as “Catharanthus roseus; Catharanthus roseus (L.) G. Don” in COCONUT
Rauvolfia serpentina as “Rauvolfia Serpentina; Rauwolfia serpentina” in COCONUT

References (111)

  1. 10.1002/9780470744307.gat218
  2. 10.1002/BIT.260410511
  3. 10.1002/BIT.260470504
  4. 10.1002/BMS.1200190704
  5. 10.1002/BMS.1200191006
  6. 10.1002/CHIN.198107333
  7. 10.1002/CHIN.200429187
  8. 10.1002/HLCA.19810640615
  9. 10.1002/HLCA.200490042
  10. 10.1002/JPS.2600560232
  11. 10.1002/JPS.2600571232
  12. 10.1002/JPS.2600630918
  13. 10.1002/PCA.2800030305
  14. 10.1002/PCA.567
  15. 10.1002/PTR.2650080315
  16. 10.1002/biuz.19840140514
  17. 10.1007/978-1-4684-5341-6_63
  18. 10.1007/BF00023520
  19. 10.1007/BF00166846
  20. 10.1007/BF00172730
  21. 10.1007/BF00233027
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  23. 10.1007/BF00267656
  24. 10.1007/BF00269372
  25. 10.1007/BF00269710
  26. 10.1007/BF00276673
  27. 10.1007/BF00568358
  28. 10.1007/BF00573578
  29. 10.1007/BF00629934
  30. 10.1007/BF02439316
  31. 10.1007/BF02632125
  32. 10.1007/BF02916405
  33. 10.1007/S11627-001-0013-2
  34. 10.1007/S13659-011-0023-7
  35. 10.1016/0003-9861(87)90128-7
  36. 10.1016/0031-9422(82)83146-4
  37. 10.1016/0031-9422(89)80311-5
  38. 10.1016/0031-9422(92)83115-F
  39. 10.1016/0045-2068(71)90013-7
  40. 10.1016/0168-1656(91)90260-3

Showing 40 of 111. 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.