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COCONUT Compound

Obtusifoliol

CNP0179802.2 · C30H50O · View on COCONUT ↗

2D Structure

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Identifiers

NameObtusifoliol
IUPAC Name(3~{S},4~{S},5~{S},10~{S},13~{R},14~{R},17~{R})-17-[(1~{R})-1,5-dimethyl-4-methylene-hexyl]-4,10,13,14-tetramethyl-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol
COCONUT IDCNP0179802.2
CAS16910-32-0
InChIKeyMMNYKQIDRZNIKT-VSADUBDNSA-N
InChIInChI=1S/C30H50O/c1-19(2)20(3)9-10-21(4)23-13-17-30(8)26-12-11-24-22(5)27(31)15-16-28(24,6)25(26)14-18-29(23,30)7/h19,21-24,27,31H,3,9-18H2,1-2,4-8H3/t21-,22+,23-,24+,27+,28+,29-,30+/m1/s1
SMILESC=C(CC[C@@H](C)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C)[C@@H]1CC3)C(C)C

Properties

Molecular FormulaC30H50O
Molecular Weight426.73
Exact Mass426.38617
Log P (ALogP)8.34
TPSA20.23
H-Bond Donors / Acceptors1 / 1
Rotatable Bonds5
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.44
NP-likeness3.35

Classification

NP PathwayTerpenoids
NP SuperclassSteroids
NP ClassErgostane steroids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassErgostane steroids

Reported in GR-MAPs Plants

Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT
Oryza sativa as “Oryza sativa” in COCONUT

References (46)

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  4. 10.1007/BF02541591
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  9. 10.1016/0031-9422(74)80221-9
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  11. 10.1016/0031-9422(88)80603-4
  12. 10.1016/0031-9422(89)80213-4
  13. 10.1016/0031-9422(90)80137-6
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  15. 10.1016/0031-9422(90)85178-I
  16. 10.1016/0031-9422(92)80289-Q
  17. 10.1016/0031-9422(92)83142-L
  18. 10.1016/J.JCHROMB.2004.08.047
  19. 10.1016/J.PHYTOCHEM.2007.01.017
  20. 10.1016/J.PHYTOCHEM.2008.01.004
  21. 10.1016/J.PHYTOCHEM.2009.05.011
  22. 10.1016/J.PHYTOL.2014.09.011
  23. 10.1016/S0031-9422(00)80074-6
  24. 10.1016/S0031-9422(00)81419-3
  25. 10.1016/S0031-9422(00)82286-4
  26. 10.1016/S0031-9422(00)90158-4
  27. 10.1016/S0031-9422(02)00505-8
  28. 10.1016/S0031-9422(96)00645-0
  29. 10.1016/S0031-9422(99)00041-2
  30. 10.1016/j.phytochem.2008.01.004
  31. 10.1021/JF010813M
  32. 10.1021/NP900127J
  33. 10.1021/NP990081G
  34. 10.1021/NP990394B
  35. 10.1021/np990081g
  36. 10.1021/np990394b
  37. 10.1055/S-0028-1097228
  38. 10.1055/S-2006-959579
  39. 10.1093/JXB/ERG184
  40. 10.1248/CPB.38.2130

Showing 40 of 46. 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.