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COCONUT Compound

Isoliquiritin

CNP0367211.3 · C21H22O9 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameIsoliquiritin
IUPAC Name(~{E})-1-(2,4-dihydroxyphenyl)-3-[4-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenyl]prop-2-en-1-one
COCONUT IDCNP0367211.3
CAS5041-81-6, 7014-39-3
InChIKeyYNWXJFQOCHMPCK-LXGDFETPSA-N
InChIInChI=1S/C21H22O9/c22-10-17-18(26)19(27)20(28)21(30-17)29-13-5-1-11(2-6-13)3-8-15(24)14-7-4-12(23)9-16(14)25/h1-9,17-23,25-28H,10H2/b8-3+/t17-,18-,19+,20-,21-/m1/s1
SMILESO=C(/C=C/C1=CC=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1)C1=CC=C(O)C=C1O

Properties

Molecular FormulaC21H22O9
Molecular Weight418.40
Exact Mass418.12638
Log P (ALogP)0.17
TPSA156.91
H-Bond Donors / Acceptors6 / 9
Rotatable Bonds6
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.28
NP-likeness1.52

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassFlavonoids
NP ClassChalcones
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassFlavonoids
Chemical SubclassFlavonoid glycosides

Reported in GR-MAPs Plants

Glycyrrhiza glabra as “Glycyrrhiza glabra” in COCONUT

References (22)

  1. 10.1002/PCA.2524
  2. 10.1002/PTR.2650070503
  3. 10.1002/PTR.2650070504
  4. 10.1002/pca.2524
  5. 10.1007/S10616-012-9531-5
  6. 10.1007/S11101-023-09858-Z
  7. 10.1007/s10616-012-9531-5
  8. 10.1016/J.BMCL.2009.12.106
  9. 10.1016/S0014-2999(03)01728-X
  10. 10.1016/S0021-9673(01)83627-X
  11. 10.1016/S0021-9673(01)89441-3
  12. 10.1016/S0031-9422(97)00560-8
  13. 10.1055/S-0028-1099705
  14. 10.1055/S-2007-967126
  15. 10.1248/BPB.23.660
  16. 10.1248/CPB.41.1567
  17. 10.1248/CPB.42.1056
  18. 10.1248/CPB.48.1286
  19. 10.1248/CPB.51.1095
  20. 10.1248/YAKUSHI1947.111.6_311
  21. 10.1248/YAKUSHI1947.118.11_519
  22. 10.3109/13880209409082976

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.