|
Menu

COCONUT Compound

gossypol

CNP0394487.0 · C30H30O8 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Namegossypol
IUPAC Name7-(8-formyl-1,6,7-trihydroxy-5-isopropyl-3-methyl-2-naphthyl)-2,3,8-trihydroxy-4-isopropyl-6-methyl-naphthalene-1-carbaldehyde
COCONUT IDCNP0394487.0
CAS303-45-7, 90141-22-3, 20300-26-9, 303-45-7 (free)
InChIKeyQBKSWRVVCFFDOT-UHFFFAOYSA-N
InChIInChI=1S/C30H30O8/c1-11(2)19-15-7-13(5)21(27(35)23(15)17(9-31)25(33)29(19)37)22-14(6)8-16-20(12(3)4)30(38)26(34)18(10-32)24(16)28(22)36/h7-12,33-38H,1-6H3
SMILESCC1=CC2=C(C(C)C)C(O)=C(O)C(C=O)=C2C(O)=C1C1=C(C)C=C2C(C(C)C)=C(O)C(O)=C(C=O)C2=C1O

Properties

Molecular FormulaC30H30O8
Molecular Weight518.56
Exact Mass518.19407
Log P (ALogP)6.38
TPSA155.52
H-Bond Donors / Acceptors6 / 8
Rotatable Bonds5
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.13
NP-likeness0.77

Classification

NP PathwayTerpenoids
NP SuperclassSesquiterpenoids
NP ClassCadinane sesquiterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassSesquiterpenoids

Reported in GR-MAPs Plants

Hibiscus rosa-sinensis as “Hibiscus × rosa-sinensis” in COCONUT
Gossypium hirsutum as “Gossypium hirsutum; Gossypium hirsutum L.” in COCONUT

References (65)

  1. 10.1002/9780470744307.gat218
  2. 10.1002/FOOD.19810250702
  3. 10.1002/J.1939-4640.1983.TB02367.X
  4. 10.1002/J.1939-4640.1985.TB03290.X
  5. 10.1002/JHRC.1240071106
  6. 10.1002/JPS.2600641134
  7. 10.1002/JSFA.2740630103
  8. 10.1002/food.19880321030
  9. 10.1007/978-1-4613-2809-4_1
  10. 10.1007/BF00566350
  11. 10.1007/BF00567278
  12. 10.1007/BF02542629
  13. 10.1007/BF02912562
  14. 10.1007/BF03186061
  15. 10.1007/SPRINGERREFERENCE_178461
  16. 10.1016/0010-7824(85)90027-7
  17. 10.1016/0010-7824(88)90025-X
  18. 10.1016/0010-7824(88)90026-1
  19. 10.1016/0031-9422(91)85117-I
  20. 10.1016/0031-9422(93)85513-Q
  21. 10.1016/0308-8146(90)90109-H
  22. 10.1016/0378-8741(87)90113-9
  23. 10.1016/B978-0-12-013320-8.50007-1
  24. 10.1016/j.febslet.2008.08.029
  25. 10.1016/j.phrs.2008.09.005
  26. 10.1021/CR60208A002
  27. 10.1021/JF000211N
  28. 10.1021/JF00037A037
  29. 10.1021/JF00079A010
  30. 10.1021/JF00092A038
  31. 10.1021/JF00123A022
  32. 10.1021/JF00124A027
  33. 10.1021/JF60226A038
  34. 10.1021/JF60229A021
  35. 10.1021/NP049847P
  36. 10.1021/NP50013A001
  37. 10.1021/NP50037A001
  38. 10.1021/NP50037A047
  39. 10.1021/NP50042A004
  40. 10.1021/NP800010R

Showing 40 of 65. 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.