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COCONUT Compound

LINAMARIN

CNP0232867.1 · C10H17NO6 · View on COCONUT ↗

2D Structure

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Identifiers

NameLINAMARIN
IUPAC Name2-methyl-2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-propanenitrile
COCONUT IDCNP0232867.1
CAS554-35-8
InChIKeyQLTCHMYAEJEXBT-ZEBDFXRSSA-N
InChIInChI=1S/C10H17NO6/c1-10(2,4-11)17-9-8(15)7(14)6(13)5(3-12)16-9/h5-9,12-15H,3H2,1-2H3/t5-,6-,7+,8-,9+/m1/s1
SMILESCC(C)(C#N)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Properties

Molecular FormulaC10H17NO6
Molecular Weight247.25
Exact Mass247.10559
Log P (ALogP)-1.89
TPSA123.17
H-Bond Donors / Acceptors4 / 7
Rotatable Bonds3
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.46
NP-likeness1.71

Classification

NP PathwayAmino acids and Peptides
NP SuperclassAmino acid glycosides
NP ClassCyanogenic glycosides
Chemical SuperclassOrganic oxygen compounds
Chemical ClassOrganooxygen compounds
Chemical SubclassCarbohydrates and carbohydrate conjugates

Reported in GR-MAPs Plants

Pelargonium graveolens as “Pelargonium graveolens” in COCONUT
Canabis Sativa as “Cannabis sativa” in COCONUT

References (36)

  1. 10.1002/9780470744307.gat218
  2. 10.1002/PCA.2800050511
  3. 10.1002/biuz.19840140514
  4. 10.1002/food.19880321030
  5. 10.1007/BF02540586
  6. 10.1016/0003-9861(92)90062-2
  7. 10.1016/0031-9422(86)88016-5
  8. 10.1016/0031-9422(89)85023-X
  9. 10.1016/0031-9422(90)89077-M
  10. 10.1016/0031-9422(91)83601-G
  11. 10.1016/0031-9422(92)80427-G
  12. 10.1016/0031-9422(94)00878-W
  13. 10.1016/0031-9422(95)00398-Q
  14. 10.1016/0031-9422(96)00065-9
  15. 10.1016/0304-4211(84)90134-2
  16. 10.1016/0305-1978(83)90023-6
  17. 10.1016/0305-1978(85)90039-0
  18. 10.1016/S0031-9422(00)81211-X
  19. 10.1016/S0031-9422(00)86154-3
  20. 10.1016/S0031-9422(00)97343-6
  21. 10.1016/S0031-9422(01)00485-X
  22. 10.1016/S0031-9422(97)00953-9
  23. 10.1016/S0031-9422(98)80070-8
  24. 10.1016/S0305-1978(99)00110-6
  25. 10.1016/s0031-9422(97)00953-9
  26. 10.1016/s0031-9422(98)80070-8
  27. 10.1021/JF00020A010
  28. 10.1021/JF00118A027
  29. 10.1021/JF950838J
  30. 10.1055/S-2007-971239
  31. 10.1080/14786410802364168
  32. 10.1111/J.1365-313X.2011.04685.X
  33. 10.1186/S12263-019-0631-0
  34. 10.3891/ACTA.CHEM.SCAND.48-0178
  35. 10.3891/ACTA.CHEM.SCAND.49-0540
  36. 10.4038/JNSFSR.V19I2.8157

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.