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COCONUT Compound

Cyclolaudenol

CNP0333329.1 · C31H52O · View on COCONUT ↗

2D Structure

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Identifiers

NameCyclolaudenol
IUPAC Name(1~{S},3~{R},6~{S},8~{R},11~{S},12~{S},15~{R},16~{R})-7,7,12,16-tetramethyl-15-[(1~{R},4~{S})-1,4,5-trimethylhex-5-enyl]pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-ol
COCONUT IDCNP0333329.1
CAS511-61-5
InChIKeyIXHACUTUTOCSJE-HWTFXIFRSA-N
InChIInChI=1S/C31H52O/c1-20(2)21(3)9-10-22(4)23-13-15-29(8)25-12-11-24-27(5,6)26(32)14-16-30(24)19-31(25,30)18-17-28(23,29)7/h21-26,32H,1,9-19H2,2-8H3/t21-,22+,23+,24-,25-,26-,28+,29-,30+,31-/m0/s1
SMILESC=C(C)[C@@H](C)CC[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 FormulaC31H52O
Molecular Weight440.76
Exact Mass440.40182
Log P (ALogP)8.41
TPSA20.23
H-Bond Donors / Acceptors1 / 1
Rotatable Bonds5
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.43
NP-likeness3.25

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

Papaver somniferum as “Papaver somniferum” in COCONUT

References (14)

  1. 10.1002/CHIN.199152281
  2. 10.1002/JCCS.198300029
  3. 10.1002/JCCS.200400035
  4. 10.1007/BF02637687
  5. 10.1016/0031-9422(84)83081-2
  6. 10.1016/0031-9422(92)80289-Q
  7. 10.1016/0031-9422(95)00889-6
  8. 10.1016/S0031-9422(00)94551-5
  9. 10.1021/NP0100744
  10. 10.1021/np0100744
  11. 10.1055/S-0029-1186038
  12. 10.1248/CPB.38.347
  13. 10.1248/YAKUSHI1947.111.2_120
  14. 10.3390/MOLECULES13020255

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.