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COCONUT Compound

VERBENONE

CNP0109275.3 · C10H14O · View on COCONUT ↗

2D Structure

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Identifiers

NameVERBENONE
IUPAC Name(1~{R},5~{S})-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one
COCONUT IDCNP0109275.3
InChIKeyDCSCXTJOXBUFGB-YUMQZZPRSA-N
InChIInChI=1S/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3/t7-,8-/m0/s1
SMILESCC1=CC(=O)[C@@H]2C[C@@H]1C2(C)C

Properties

Molecular FormulaC10H14O
Molecular Weight150.22
Exact Mass150.10447
Log P (ALogP)2.18
TPSA17.07
H-Bond Donors / Acceptors0 / 1
Rotatable Bonds0
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.52
NP-likeness2.86

Classification

NP PathwayTerpenoids
NP SuperclassMonoterpenoids
NP ClassPinane monoterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassMonoterpenoids

Reported in GR-MAPs Plants

Boswellia serrata as “Boswellia serrata” in COCONUT
Rosmarinus officinalis as “Rosmarinus officinalis” in COCONUT
Vitex negundo as “Vitex negundo” in COCONUT
Gossypium hirsutum as “Gossypium hirsutum” in COCONUT

References (51)

  1. 10.1002/FFJ.1124
  2. 10.1002/FFJ.2730020106
  3. 10.1002/FFJ.2730040206
  4. 10.1002/FFJ.2730070109
  5. 10.1002/FFJ.2730100408
  6. 10.1002/PTR.2650090215
  7. 10.1006/JFCA.2000.0968
  8. 10.1007/BF00367933
  9. 10.1007/BF00568256
  10. 10.1016/0031-9422(74)85146-0
  11. 10.1016/0031-9422(82)85188-1
  12. 10.1016/0031-9422(88)83085-1
  13. 10.1016/0031-9422(95)00347-A
  14. 10.1016/J.PHYTOCHEM.2003.08.004
  15. 10.1016/S0031-9422(00)80558-0
  16. 10.1021/JF00065A004
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  18. 10.1021/JF00123A021
  19. 10.1021/JF60200A011
  20. 10.1021/JF60232A044
  21. 10.1021/JF980437E
  22. 10.1021/NP50035A036
  23. 10.1021/NP50035A037
  24. 10.1021/NP50039A032
  25. 10.1021/NP50040A037
  26. 10.1021/NP50048A039
  27. 10.1055/S-2006-957641
  28. 10.1055/S-2006-959580
  29. 10.1076/PHBI.40.1.67.5852
  30. 10.1080/10412905.1990.9697881
  31. 10.1080/10412905.1991.9697971
  32. 10.1080/10412905.1991.9697973
  33. 10.1080/10412905.1991.9697980
  34. 10.1080/10412905.1991.9697984
  35. 10.1080/10412905.1991.9700498
  36. 10.1080/10412905.1992.9698059
  37. 10.1080/10412905.1992.9698084
  38. 10.1080/10412905.1993.9698191
  39. 10.1080/10412905.1993.9698216
  40. 10.1080/10412905.1993.9698248

Showing 40 of 51. 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.