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COCONUT Compound

Glabrol

CNP0254892.2 · C25H28O4 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameGlabrol
IUPAC Name(2~{S})-7-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)chroman-4-one
COCONUT IDCNP0254892.2
CAS59870-65-4
InChIKeyCUFAXDWQDQQKFF-DEOSSOPVSA-N
InChIInChI=1S/C25H28O4/c1-15(2)5-7-17-13-18(8-11-21(17)26)24-14-23(28)20-10-12-22(27)19(25(20)29-24)9-6-16(3)4/h5-6,8,10-13,24,26-27H,7,9,14H2,1-4H3/t24-/m0/s1
SMILESCC(C)=CCC1=CC([C@@H]2CC(=O)C3=CC=C(O)C(CC=C(C)C)=C3O2)=CC=C1O

Properties

Molecular FormulaC25H28O4
Molecular Weight392.50
Exact Mass392.19876
Log P (ALogP)5.82
TPSA66.76
H-Bond Donors / Acceptors2 / 4
Rotatable Bonds5
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.63
NP-likeness1.80

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassFlavonoids
NP ClassFlavanones
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassFlavonoids
Chemical SubclassFlavans

Reported in GR-MAPs Plants

Glycyrrhiza glabra as “Glycyrrhiza glabra” in COCONUT

References (22)

  1. 10.1002/JCCS.200200066
  2. 10.1007/BF00574244
  3. 10.1007/BF00579498
  4. 10.1007/BF02114110
  5. 10.1016/0031-9422(90)85236-9
  6. 10.1016/0031-9422(92)90052-R
  7. 10.1016/0031-9422(94)00720-E
  8. 10.1016/0031-9422(94)00721-5
  9. 10.1016/J.BMC.2009.11.027
  10. 10.1016/J.BMC.2017.05.009
  11. 10.1016/J.PHYTOCHEM.2008.04.011
  12. 10.1016/S0021-9673(01)83627-X
  13. 10.1016/S0031-9422(00)00327-7
  14. 10.1016/S0031-9422(96)00391-3
  15. 10.1016/S0031-9422(97)00591-8
  16. 10.1016/j.bmc.2009.11.027
  17. 10.1016/j.bmc.2017.05.009
  18. 10.1021/ACS.JNATPROD.6B00783
  19. 10.1021/NP50008A004
  20. 10.1021/acs.jnatprod.6b00783
  21. 10.1248/CPB.42.1056
  22. 10.3987/COM-97-7906

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.