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COCONUT Compound

Glabranin

CNP0372323.2 · C20H20O4 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameGlabranin
IUPAC Name(2~{S})-5,7-dihydroxy-8-(3-methylbut-2-enyl)-2-phenyl-chroman-4-one
COCONUT IDCNP0372323.2
CAS41983-91-9
InChIKeyDAWSYIQAGQMLFS-SFHVURJKSA-N
InChIInChI=1S/C20H20O4/c1-12(2)8-9-14-15(21)10-16(22)19-17(23)11-18(24-20(14)19)13-6-4-3-5-7-13/h3-8,10,18,21-22H,9,11H2,1-2H3/t18-/m0/s1
SMILESCC(C)=CCC1=C(O)C=C(O)C2=C1O[C@H](C1=CC=CC=C1)CC2=O

Properties

Molecular FormulaC20H20O4
Molecular Weight324.38
Exact Mass324.13616
Log P (ALogP)4.31
TPSA66.76
H-Bond Donors / Acceptors2 / 4
Rotatable Bonds3
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.83
NP-likeness2.08

Classification

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

Reported in GR-MAPs Plants

Viola odorata as “Viola odorata” in COCONUT
Glycyrrhiza glabra as “Glycyrrhiza glabra” in COCONUT

References (18)

  1. 10.1007/BF00563632
  2. 10.1007/BF00574601
  3. 10.1007/BF02329609
  4. 10.1007/BF02759632
  5. 10.1016/0031-9422(83)83049-0
  6. 10.1016/J.PHYTOCHEM.2008.03.025
  7. 10.1016/S0031-9422(00)81326-6
  8. 10.1016/S0031-9422(97)00474-3
  9. 10.1016/S0031-9422(97)00780-2
  10. 10.1016/S0031-9422(97)00917-5
  11. 10.1021/NP020365S
  12. 10.1021/NP040078J
  13. 10.1021/NP0704957
  14. 10.1021/np300660y
  15. 10.1055/S-0028-1084499
  16. 10.1248/CPB.51.1338
  17. 10.1515/ZNC-2002-7-805
  18. 10.3390/molecules20047143

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.