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COCONUT Compound

Xanthoxyletin

CNP0105066.0 · C15H14O4 · View on COCONUT ↗

2D Structure

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Identifiers

NameXanthoxyletin
IUPAC Name5-methoxy-2,2-dimethyl-pyrano[3,2-g]chromen-8-one
COCONUT IDCNP0105066.0
CAS84-99-1
InChIKeyJSJIIHRNDMLJGK-UHFFFAOYSA-N
InChIInChI=1S/C15H14O4/c1-15(2)7-6-10-12(19-15)8-11-9(14(10)17-3)4-5-13(16)18-11/h4-8H,1-3H3
SMILESCOC1=C2C=CC(C)(C)OC2=CC2=C1C=CC(=O)O2

Properties

Molecular FormulaC15H14O4
Molecular Weight258.27
Exact Mass258.08921
Log P (ALogP)2.99
TPSA48.67
H-Bond Donors / Acceptors0 / 4
Rotatable Bonds1
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.74
NP-likeness2.29

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassCoumarins
NP ClassPyranocoumarins
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassCoumarins and derivatives
Chemical SubclassPyranocoumarins

Reported in GR-MAPs Plants

Catharanthus roseus as “Catharanthus roseus” in COCONUT
Murraya koenigii as “Murraya koenigii” in COCONUT
Salvia officinalis as “Salvia officinalis” in COCONUT

References (40)

  1. 10.1002/PTR.686
  2. 10.1016/0031-9422(75)83129-3
  3. 10.1016/0031-9422(88)80815-X
  4. 10.1016/0031-9422(88)83146-7
  5. 10.1016/0031-9422(89)80056-1
  6. 10.1016/0031-9422(89)80402-9
  7. 10.1016/0031-9422(90)89054-D
  8. 10.1016/0031-9422(95)00472-J
  9. 10.1016/0031-9422(96)00212-9
  10. 10.1016/0305-1978(96)88874-0
  11. 10.1016/S0031-9422(00)84044-3
  12. 10.1016/S0031-9422(00)84608-7
  13. 10.1016/S0031-9422(00)88581-7
  14. 10.1016/S0031-9422(02)00519-8
  15. 10.1016/S0031-9422(96)00532-8
  16. 10.1016/S0031-9422(99)00220-4
  17. 10.1016/j.chroma.2009.02.066
  18. 10.1021/NP100654M
  19. 10.1021/NP50032A016
  20. 10.1021/NP50036A038
  21. 10.1021/NP50039A034
  22. 10.1021/NP50041A009
  23. 10.1021/NP50066A017
  24. 10.1021/NP50070A025
  25. 10.1021/NP50087A013
  26. 10.1021/np100654m
  27. 10.1039/JR9490002162
  28. 10.1039/P19900001593
  29. 10.1055/S-2003-37716
  30. 10.1055/S-2003-39697
  31. 10.1055/S-2006-960965
  32. 10.1055/S-2006-962355
  33. 10.1055/S-2006-962398
  34. 10.1071/CH9560120
  35. 10.1071/ch9560120
  36. 10.1248/CPB.38.1230
  37. 10.1248/CPB.41.1657
  38. 10.1248/CPB.45.48
  39. 10.1248/CPB.46.693
  40. 10.1248/CPB.56.827

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.