|
Menu

COCONUT Compound

3-epiursolic acid

CNP0219063.1 · C30H48O3 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name3-epiursolic acid
IUPAC Name(1~{S},2~{R},4~{a}~{S},6~{a}~{R},6~{a}~{S},6~{b}~{R},8~{a}~{R},10~{R},12~{a}~{R},14~{b}~{S})-10-hydroxy-1,2,6~{a},6~{b},9,9,12~{a}-heptamethyl-2,3,4,5,6,6~{a},7,8,8~{a},10,11,12,13,14~{b}-tetradecahydro-1~{H}-picene-4~{a}-carboxylic acid
COCONUT IDCNP0219063.1
CAS989-30-0
InChIKeyWCGUUGGRBIKTOS-XHINXETDSA-N
InChIInChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23-,24+,27+,28-,29-,30+/m1/s1
SMILESC[C@H]1[C@H](C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@H]12

Properties

Molecular FormulaC30H48O3
Molecular Weight456.71
Exact Mass456.36035
Log P (ALogP)7.09
TPSA57.53
H-Bond Donors / Acceptors2 / 2
Rotatable Bonds1
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.41
NP-likeness3.19

Classification

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

Reported in GR-MAPs Plants

Salvia officinalis as “Salvia officinalis” in COCONUT

References (23)

  1. 10.1002/1099-1573(200009)14:6<463::AID-PTR611>3.0.CO;2-G
  2. 10.1002/ARDP.19632961009
  3. 10.1002/JPS.2600500804
  4. 10.1007/BF00598283
  5. 10.1007/BF03045796
  6. 10.1007/S11418-005-0023-1
  7. 10.1007/S11418-005-0024-0
  8. 10.1007/S13659-014-0003-9
  9. 10.1016/J.BSE.2003.10.010
  10. 10.1016/S0031-9422(00)97305-9
  11. 10.1016/j.jep.2008.05.035
  12. 10.1021/NP020380X
  13. 10.1021/NP50044A005
  14. 10.1021/NP50084A006
  15. 10.1021/NP900068T
  16. 10.1055/S-2003-41109
  17. 10.1071/CH9600385
  18. 10.1071/CH9640712
  19. 10.1135/CCCC19622981
  20. 10.1248/CPB.32.3906
  21. 10.1248/CPB.44.1540
  22. 10.1248/CPB.58.1408
  23. 10.4268/CJCMM20121613

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.