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COCONUT Compound

Ikshusterol

CNP0221214.2 · C29H50O2 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameIkshusterol
IUPAC Name(3~{S},7~{S},8~{S},9~{S},10~{R},13~{R},14~{S},17~{R})-17-[(1~{R},4~{R})-4-ethyl-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1~{H}-cyclopenta[a]phenanthrene-3,7-diol
COCONUT IDCNP0221214.2
CAS34427-61-7
InChIKeySXJVFYZNUGGHRG-GDDJFQTCSA-N
InChIInChI=1S/C29H50O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-27-25(13-15-29(23,24)6)28(5)14-12-22(30)16-21(28)17-26(27)31/h17-20,22-27,30-31H,7-16H2,1-6H3/t19-,20-,22+,23-,24+,25+,26-,27+,28+,29-/m1/s1
SMILESCC[C@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C

Properties

Molecular FormulaC29H50O2
Molecular Weight430.72
Exact Mass430.38108
Log P (ALogP)7.00
TPSA40.46
H-Bond Donors / Acceptors2 / 2
Rotatable Bonds6
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.45
NP-likeness2.85

Classification

NP PathwayTerpenoids
NP SuperclassSteroids
NP ClassStigmastane steroids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassStigmastanes and derivatives

Reported in GR-MAPs Plants

Acorus calamus as “Acorus calamus” in COCONUT

References (30)

  1. 10.1002/HLCA.200790079
  2. 10.1002/JCCS.200400067
  3. 10.1002/JCCS.200400211
  4. 10.1002/JCCS.200800190
  5. 10.1007/S10600-010-9659-5
  6. 10.1007/S10600-011-0083-2
  7. 10.1016/S0031-9422(00)82230-X
  8. 10.1016/S0031-9422(96)00777-7
  9. 10.1016/S0031-9422(96)00818-7
  10. 10.1016/S0031-9422(97)00042-3
  11. 10.1016/S0031-9422(97)00542-6
  12. 10.1016/S0031-9422(98)00092-2
  13. 10.1016/S0031-9422(99)00584-1
  14. 10.1016/S0367-326X(01)00317-3
  15. 10.1016/s0031-9422(98)00092-2
  16. 10.1021/NP800830V
  17. 10.1021/NP9905923
  18. 10.1055/S-2002-32553
  19. 10.1055/S-2006-951766
  20. 10.1080/10286020903565226
  21. 10.1080/10286021003762028
  22. 10.1080/10575639408043928
  23. 10.1139/V08-097
  24. 10.1248/CPB.44.1033
  25. 10.1248/CPB.54.1370
  26. 10.1248/CPB.55.1258
  27. 10.1248/CPB.55.1528
  28. 10.1248/CPB.55.153
  29. 10.1248/CPB.55.1597
  30. 10.3184/030823409X12526892025865

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.