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COCONUT Compound

nicotine

CNP0218587.1 · C10H14N2 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Namenicotine
IUPAC Name3-[(2~{S})-1-methylpyrrolidin-2-yl]pyridine
COCONUT IDCNP0218587.1
CAS54-11-5, 104062-50-2, BRD-K05395900-322-02-1, BRD-K05395900-322-04-7
InChIKeySNICXCGAKADSCV-JTQLQIEISA-N
InChIInChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m0/s1
SMILESCN1CCC[C@H]1C1=CC=CN=C1

Properties

Molecular FormulaC10H14N2
Molecular Weight162.24
Exact Mass162.11570
Log P (ALogP)1.85
TPSA16.13
H-Bond Donors / Acceptors0 / 2
Rotatable Bonds1
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.63
NP-likeness-0.41

Classification

NP PathwayAlkaloids
NP SuperclassNicotinic acid alkaloids
NP ClassPyridine alkaloids
Chemical SuperclassOrganoheterocyclic compounds
Chemical ClassPyridines and derivatives
Chemical SubclassPyrrolidinylpyridines

Reported in GR-MAPs Plants

Nicotiana tabacum as “Nicotiana Tabacum; Nicotiana tabacum L.” in COCONUT

References (52)

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  2. 10.1002/PCA.2800030205
  3. 10.1002/biuz.19840140514
  4. 10.1002/food.19880321030
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  6. 10.1007/BF00270196
  7. 10.1016/0031-9422(88)80122-5
  8. 10.1016/0031-9422(90)85026-C
  9. 10.1016/0031-9422(91)85120-O
  10. 10.1016/0278-6915(91)90109-K
  11. 10.1016/0378-8741(81)90061-1
  12. 10.1016/0378-8741(88)90069-4
  13. 10.1016/J.FOODCHEM.2019.125649
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  15. 10.1016/S0031-9422(00)81107-3
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  18. 10.1016/S0031-9422(00)83161-1
  19. 10.1016/S0031-9422(00)90733-7
  20. 10.1016/S0031-9422(00)95286-5
  21. 10.1016/S0031-9422(97)00240-9
  22. 10.1016/S0031-9422(97)00271-9
  23. 10.1016/S0031-9422(97)00506-2
  24. 10.1016/S0031-9422(97)01022-4
  25. 10.1016/S0031-9422(98)00016-8
  26. 10.1016/S0031-9422(99)00121-1
  27. 10.1016/S0176-1617(85)80206-6
  28. 10.1016/S0378-8741(97)00030-5
  29. 10.1016/j.lfs.2005.09.009
  30. 10.1016/j.phytochem.2015.03.003
  31. 10.1016/j.taap.2005.12.010
  32. 10.1016/s0021-9673(00)81822-1
  33. 10.1021/JF00077A037
  34. 10.1021/JO010386B
  35. 10.1021/acs.est.7b03223
  36. 10.1039/JR9570003967
  37. 10.1056/NEJM199308053290619
  38. 10.1071/CH9510107
  39. 10.1071/CH9742515
  40. 10.1071/ch9742515

Showing 40 of 52. 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.