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COCONUT Compound

Bauerenol

CNP0167277.2 · C30H50O · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameBauerenol
IUPAC Name(3~{S},4~{a}~{R},6~{a}~{S},6~{b}~{S},8~{a}~{R},11~{R},12~{S},12~{a}~{R},14~{a}~{R},14~{b}~{R})-4,4,6~{a},6~{b},8~{a},11,12,14~{b}-octamethyl-2,3,4~{a},5,7,8,9,10,11,12,12~{a},13,14,14~{a}-tetradecahydro-1~{H}-picen-3-ol
COCONUT IDCNP0167277.2
CAS6466-94-0
InChIKeyTZVDWGXUGGUMCE-JVHXOXOBSA-N
InChIInChI=1S/C30H50O/c1-19-11-14-27(5)17-18-29(7)22-9-10-23-26(3,4)24(31)13-15-28(23,6)21(22)12-16-30(29,8)25(27)20(19)2/h9,19-21,23-25,31H,10-18H2,1-8H3/t19-,20+,21+,23+,24+,25-,27-,28-,29-,30+/m1/s1
SMILESC[C@H]1[C@H](C)CC[C@]2(C)CC[C@]3(C)C4=CC[C@H]5C(C)(C)[C@@H](O)CC[C@]5(C)[C@H]4CC[C@@]3(C)[C@H]12

Properties

Molecular FormulaC30H50O
Molecular Weight426.73
Exact Mass426.38617
Log P (ALogP)8.02
TPSA20.23
H-Bond Donors / Acceptors1 / 1
Rotatable Bonds0
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.39
NP-likeness3.40

Classification

NP PathwayTerpenoids
NP SuperclassTriterpenoids
NP ClassBauerane triterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassTriterpenoids

Reported in GR-MAPs Plants

Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT
Artemisia annua as “Artemisia annua” in COCONUT

References (30)

  1. 10.1002/biuz.19840140514
  2. 10.1007/S00217-004-0943-0
  3. 10.1016/0031-9422(89)80205-5
  4. 10.1016/0031-9422(94)85021-6
  5. 10.1016/J.BSE.2007.07.003
  6. 10.1016/J.JEP.2008.06.025
  7. 10.1016/S0031-9422(00)80074-6
  8. 10.1016/S0031-9422(00)86094-X
  9. 10.1016/S0031-9422(01)00006-1
  10. 10.1016/S0031-9422(97)01020-0
  11. 10.1016/S0040-4039(00)01347-2
  12. 10.1016/S0305-1978(98)00061-1
  13. 10.1016/S0367-326X(02)00127-2
  14. 10.1021/JF025848G
  15. 10.1021/NP060359M
  16. 10.1021/NP50029A026
  17. 10.1021/NP50091A007
  18. 10.1055/S-0028-1097405
  19. 10.1055/S-0028-1097577
  20. 10.1055/S-2001-15813
  21. 10.1055/S-2006-962522
  22. 10.1078/0944-7113-00016
  23. 10.1135/CCCC19621393
  24. 10.1135/CCCC19811048
  25. 10.1135/CCCC19820664
  26. 10.1248/CPB.43.1634
  27. 10.1248/CPB.44.509
  28. 10.1248/CPB.7.129
  29. 10.1248/YAKUSHI1947.83.6_659
  30. 10.4268/CJCMM20142015

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.