|
Menu

COCONUT Compound

Vernolic acid

CNP0161030.2 · C18H32O3 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameVernolic acid
IUPAC Name(~{Z})-11-[(2~{S},3~{R})-3-pentyloxiran-2-yl]undec-9-enoic acid
COCONUT IDCNP0161030.2
CAS503-07-1
InChIKeyCCPPLLJZDQAOHD-GJGKEFFFSA-N
InChIInChI=1S/C18H32O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h8,11,16-17H,2-7,9-10,12-15H2,1H3,(H,19,20)/b11-8-/t16-,17+/m1/s1
SMILESCCCCC[C@H]1O[C@H]1C/C=C\CCCCCCCC(=O)O

Properties

Molecular FormulaC18H32O3
Molecular Weight296.45
Exact Mass296.23514
Log P (ALogP)5.10
TPSA49.83
H-Bond Donors / Acceptors1 / 2
Rotatable Bonds14
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.28
NP-likeness1.73

Classification

NP PathwayFatty acids
NP SuperclassFatty Acids and Conjugates
NP ClassEpoxy fatty acids
Chemical SuperclassOrganic acids and derivatives
Chemical ClassHydroxy acids and derivatives
Chemical SubclassMedium-chain hydroxy acids and derivatives

Reported in GR-MAPs Plants

Mucuna pruriens as “Mucuna pruriens” in COCONUT
Oryza sativa as “Oryza sativa” in COCONUT

References (20)

  1. 10.1002/JCTB.280450207
  2. 10.1002/JSFA.2740290412
  3. 10.1002/JSFA.2740430111
  4. 10.1002/JSFA.2740580123
  5. 10.1002/LIPI.19860881106
  6. 10.1002/jsfa.2740580123
  7. 10.1006/ABBI.1993.1265
  8. 10.1006/BBRC.1993.2546
  9. 10.1007/BF00598754
  10. 10.1007/BF02636096
  11. 10.1007/BF02653678
  12. 10.1007/BF02663826
  13. 10.1007/BF02672140
  14. 10.1007/BF02673491
  15. 10.1007/BF02858947
  16. 10.1007/S11745-998-0326-3
  17. 10.1016/0031-9422(91)80030-5
  18. 10.1016/S0031-9422(00)90717-9
  19. 10.1016/S0031-9422(97)00677-8
  20. 10.1016/S0040-4039(00)86236-X

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.