|
Menu

COCONUT Compound

EPIROSMANOL

CNP0255946.2 · C20H26O5 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameEPIROSMANOL
IUPAC Name(1~{R},8~{R},9~{S},10~{S})-3,4,8-trihydroxy-5-isopropyl-11,11-dimethyl-16-oxatetracyclo[7.5.2.0^{1,10}.0^{2,7}]hexadeca-2(7),3,5-trien-15-one
COCONUT IDCNP0255946.2
InChIKeyLCAZOMIGFDQMNC-PYQAKABTSA-N
InChIInChI=1S/C20H26O5/c1-9(2)10-8-11-12(15(23)13(10)21)20-7-5-6-19(3,4)17(20)16(14(11)22)25-18(20)24/h8-9,14,16-17,21-23H,5-7H2,1-4H3/t14-,16-,17+,20+/m1/s1
SMILESCC(C)C1=CC2=C(C(O)=C1O)[C@@]13CCCC(C)(C)[C@@H]1[C@H](OC3=O)[C@@H]2O

Properties

Molecular FormulaC20H26O5
Molecular Weight346.42
Exact Mass346.17802
Log P (ALogP)3.26
TPSA86.99
H-Bond Donors / Acceptors3 / 5
Rotatable Bonds1
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.54
NP-likeness2.72

Classification

NP PathwayTerpenoids
NP SuperclassDiterpenoids
NP ClassAbietane diterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassTerpene lactones

Reported in GR-MAPs Plants

Rosmarinus officinalis as “Rosmarinus officinalis” in COCONUT
Salvia officinalis as “Salvia officinalis” in COCONUT

References (17)

  1. 10.1007/BF01201582
  2. 10.1007/BF01943861
  3. 10.1016/0021-9673(94)80582-2
  4. 10.1016/0031-9422(93)85376-3
  5. 10.1016/0031-9422(93)85463-2
  6. 10.1016/S0031-9422(01)00341-7
  7. 10.1016/S0031-9422(06)80130-5
  8. 10.1016/S0031-9422(97)00151-9
  9. 10.1016/S0031-9422(97)00997-7
  10. 10.1016/j.bmc.2013.02.019
  11. 10.1021/JF0002692
  12. 10.1021/JF00039A012
  13. 10.1055/A-0608-4946
  14. 10.1055/S-2006-958094
  15. 10.1080/00021369.1981.10864897
  16. 10.1080/00021369.1984.10866436
  17. 10.1271/BBB1961.48.2081

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.