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COCONUT Compound

Cycloartanol

CNP0167930.2 · C30H52O · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameCycloartanol
IUPAC Name(1~{S},3~{R},6~{S},8~{R},11~{S},12~{S},15~{R},16~{R})-15-[(1~{R})-1,5-dimethylhexyl]-7,7,12,16-tetramethyl-pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-ol
COCONUT IDCNP0167930.2
CAS4657-58-3
InChIKeyYABASAWVVRQMEU-YBXTVTTCSA-N
InChIInChI=1S/C30H52O/c1-20(2)9-8-10-21(3)22-13-15-28(7)24-12-11-23-26(4,5)25(31)14-16-29(23)19-30(24,29)18-17-27(22,28)6/h20-25,31H,8-19H2,1-7H3/t21-,22-,23+,24+,25+,27-,28+,29-,30+/m1/s1
SMILESCC(C)CCC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@H]4C(C)(C)[C@@H](O)CC[C@@]45C[C@@]35CC[C@]12C

Properties

Molecular FormulaC30H52O
Molecular Weight428.75
Exact Mass428.40182
Log P (ALogP)8.25
TPSA20.23
H-Bond Donors / Acceptors1 / 1
Rotatable Bonds5
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.47
NP-likeness2.88

Classification

NP PathwayTerpenoids
NP SuperclassTriterpenoids
NP ClassCycloartane triterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassCycloartanols and derivatives

Reported in GR-MAPs Plants

Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT

References (20)

  1. 10.1007/BF02236284
  2. 10.1007/BF02537347
  3. 10.1007/BF02637687
  4. 10.1016/0031-9422(73)80027-5
  5. 10.1016/0031-9422(88)83136-4
  6. 10.1016/0031-9422(94)00743-D
  7. 10.1016/0039-128X(77)90011-3
  8. 10.1016/J.BMC.2008.09.021
  9. 10.1016/S0031-9422(00)81419-3
  10. 10.1016/S0031-9422(00)94844-1
  11. 10.1016/S0031-9422(97)00101-5
  12. 10.1016/S0367-326X(01)00317-3
  13. 10.1021/JF0711690
  14. 10.1021/NP0303411
  15. 10.1021/NP50085A019
  16. 10.1021/NP50126A020
  17. 10.1021/NP960075+
  18. 10.1021/np0303411
  19. 10.1055/S-2006-962427
  20. 10.1104/PP.9.4.845

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.