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COCONUT Compound

Tocopherylquinone

CNP0264529.1 · C29H50O3 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameTocopherylquinone
IUPAC Name2-[(3~{R},7~{R},11~{R})-3-hydroxy-3,7,11,15-tetramethyl-hexadecyl]-3,5,6-trimethyl-1,4-benzoquinone
COCONUT IDCNP0264529.1
CAS7559-04-8, 78419-32-6
InChIKeyLTVDFSLWFKLJDQ-IEOSBIPESA-N
InChIInChI=1S/C29H50O3/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8,32)19-17-26-25(7)27(30)23(5)24(6)28(26)31/h20-22,32H,9-19H2,1-8H3/t21-,22-,29-/m1/s1
SMILESCC1=C(C)C(=O)C(CC[C@](C)(O)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)=C(C)C1=O

Properties

Molecular FormulaC29H50O3
Molecular Weight446.72
Exact Mass446.37600
Log P (ALogP)7.76
TPSA54.37
H-Bond Donors / Acceptors1 / 3
Rotatable Bonds15
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.26
NP-likeness1.11

Classification

NP PathwayTerpenoids
NP SuperclassMeroterpenoids
NP ClassPrenyl quinone meroterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassDiterpenoids

Reported in GR-MAPs Plants

Vitex negundo as “Vitex negundo; Vitex negundo var. cannabifolia” in COCONUT

References (25)

  1. 10.1002/CBDV.200900198
  2. 10.1002/CBDV.201000166
  3. 10.1002/CBDV.201100006
  4. 10.1002/JCCS.200700071
  5. 10.1007/S10600-010-9658-6
  6. 10.1016/0031-9422(90)83042-Y
  7. 10.1016/J.BMC.2014.11.031
  8. 10.1016/J.BMCL.2015.04.091
  9. 10.1016/j.bmc.2014.11.031
  10. 10.1016/j.bmcl.2015.04.091
  11. 10.1021/NP100014J
  12. 10.1021/NP800504W
  13. 10.1021/np100014j
  14. 10.1055/S-2005-864107
  15. 10.1055/S-2005-871273
  16. 10.1055/S-2005-916220
  17. 10.1055/S-2005-916253
  18. 10.1055/S-2007-967195
  19. 10.1055/S-2007-967196
  20. 10.1080/02757540.2015.1050004
  21. 10.1080/10286020.2011.641013
  22. 10.1080/14786419.2017.1410809
  23. 10.1139/v08-097
  24. 10.3390/MOLECULES15118469
  25. 10.3390/molecules15118469

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.