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COCONUT Compound

Gramine

CNP0221160.0 · C11H14N2 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameGramine
IUPAC Name1-(1~{H}-indol-3-yl)-~{N},~{N}-dimethyl-methanamine
COCONUT IDCNP0221160.0
CAS87-52-5
InChIKeyOCDGBSUVYYVKQZ-UHFFFAOYSA-N
InChIInChI=1S/C11H14N2/c1-13(2)8-9-7-12-11-6-4-3-5-10(9)11/h3-7,12H,8H2,1-2H3
SMILESCN(C)CC1=CNC2=CC=CC=C12

Properties

Molecular FormulaC11H14N2
Molecular Weight174.25
Exact Mass174.11570
Log P (ALogP)2.23
TPSA19.03
H-Bond Donors / Acceptors1 / 1
Rotatable Bonds2
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.74
NP-likeness-0.76

Classification

NP PathwayAlkaloids
NP SuperclassTryptophan alkaloids
NP ClassSimple indole alkaloids
Chemical SuperclassOrganoheterocyclic compounds
Chemical ClassIndoles and derivatives
Chemical SubclassIndoles

Reported in GR-MAPs Plants

Ocimum basilicum as “Ocimum basilicum” in COCONUT
Oryza sativa as “Oryza sativa” in COCONUT

References (36)

  1. 10.1002/food.19880321030
  2. 10.1007/BF00629886
  3. 10.1007/BF00979660
  4. 10.1007/BF01164889
  5. 10.1007/BF02249703
  6. 10.1007/BF02336098
  7. 10.1007/S10600-005-0025-Y
  8. 10.1007/S11172-005-0033-X
  9. 10.1016/0031-9422(72)80040-2
  10. 10.1016/0031-9422(77)83045-8
  11. 10.1016/0031-9422(91)83183-L
  12. 10.1016/J.PHYTOCHEM.2005.01.024
  13. 10.1016/S0031-9422(00)81728-8
  14. 10.1016/S0031-9422(00)82808-3
  15. 10.1016/S0031-9422(00)83158-1
  16. 10.1016/S0031-9422(00)97010-9
  17. 10.1016/S0031-9422(00)97312-6
  18. 10.1016/S0031-9422(00)97729-X
  19. 10.1016/S0031-9422(97)00275-6
  20. 10.1021/JF00023A033
  21. 10.1021/JF00065A034
  22. 10.1021/JF00075A020
  23. 10.1021/JO00883A026
  24. 10.1021/NP50104A014
  25. 10.1023/B:CONC.0000033935.05529.E8
  26. 10.1055/S-0028-1099520
  27. 10.1055/S-0028-1099570
  28. 10.1055/S-2006-959377
  29. 10.1071/CH9641301
  30. 10.1071/ar9720611
  31. 10.1071/ch9641301
  32. 10.1093/JXB/23.1.152
  33. 10.1139/V70-021
  34. 10.1303/AEZ.27.151
  35. 10.2307/4117899
  36. 10.3109/10408447709082600

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.