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COCONUT Compound

Glabridin

CNP0157488.2 · C20H20O4 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameGlabridin
IUPAC Name4-[(3~{R})-8,8-dimethyl-3,4-dihydro-2~{H}-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol
COCONUT IDCNP0157488.2
CAS59870-68-7
InChIKeyLBQIJVLKGVZRIW-ZDUSSCGKSA-N
InChIInChI=1S/C20H20O4/c1-20(2)8-7-16-18(24-20)6-3-12-9-13(11-23-19(12)16)15-5-4-14(21)10-17(15)22/h3-8,10,13,21-22H,9,11H2,1-2H3/t13-/m0/s1
SMILESCC1(C)C=CC2=C(C=CC3=C2OC[C@@H](C2=CC=C(O)C=C2O)C3)O1

Properties

Molecular FormulaC20H20O4
Molecular Weight324.38
Exact Mass324.13616
Log P (ALogP)4.00
TPSA58.92
H-Bond Donors / Acceptors2 / 4
Rotatable Bonds1
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.83
NP-likeness2.50

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassIsoflavonoids
NP ClassIsoflavanones
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassIsoflavonoids
Chemical SubclassPyranoisoflavonoids

Reported in GR-MAPs Plants

Glycyrrhiza glabra as “Glycyrrhiza glabra; Glycyrrhiza glabra var. typica” in COCONUT

References (29)

  1. 10.1007/S11095-007-9297-1
  2. 10.1016/0168-9452(96)04387-7
  3. 10.1016/J.BMC.2009.11.027
  4. 10.1016/J.BMC.2017.05.009
  5. 10.1016/J.JEP.2007.11.037
  6. 10.1016/S0021-9673(01)83627-X
  7. 10.1016/S0031-9422(96)00391-3
  8. 10.1016/S0891-5849(97)00089-0
  9. 10.1016/j.bmc.2017.05.009
  10. 10.1021/ACS.JNATPROD.6B00783
  11. 10.1021/NP50008A004
  12. 10.1021/acs.jnatprod.5b00877
  13. 10.1021/acs.jnatprod.6b00783
  14. 10.1021/np990051d
  15. 10.1055/S-2005-871232
  16. 10.1055/S-2006-957571
  17. 10.1055/S-2008-1034319
  18. 10.1093/AJCN/66.2.267
  19. 10.1211/0022357001773724
  20. 10.1248/BPB.23.602
  21. 10.1248/CPB.37.2528
  22. 10.1248/CPB.48.1286
  23. 10.1248/YAKUSHI1947.111.6_311
  24. 10.1515/ZNC-1993-7-804
  25. 10.3987/COM-95-7296
  26. 10.3987/COM-97-7906
  27. 10.3987/COM-98-8414
  28. 10.4236/nr.2011.23022
  29. 10.4265/BIO.6.113

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.