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COCONUT Compound

Lupiwighteone

CNP0240720.0 · C20H18O5 · View on COCONUT ↗

2D Structure

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Identifiers

NameLupiwighteone
IUPAC Name5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
COCONUT IDCNP0240720.0
CAS104691-86-3
InChIKeyYGCCASGFIOIXIN-UHFFFAOYSA-N
InChIInChI=1S/C20H18O5/c1-11(2)3-8-14-16(22)9-17(23)18-19(24)15(10-25-20(14)18)12-4-6-13(21)7-5-12/h3-7,9-10,21-23H,8H2,1-2H3
SMILESCC(C)=CCC1=C(O)C=C(O)C2=C1OC=C(C1=CC=C(O)C=C1)C2=O

Properties

Molecular FormulaC20H18O5
Molecular Weight338.36
Exact Mass338.11542
Log P (ALogP)4.09
TPSA90.90
H-Bond Donors / Acceptors3 / 5
Rotatable Bonds3
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.63
NP-likeness1.87

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassIsoflavonoids
NP ClassIsoflavones
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassIsoflavonoids
Chemical SubclassIsoflav-2-enes

Reported in GR-MAPs Plants

Glycyrrhiza glabra as “Glycyrrhiza glabra” in COCONUT

References (21)

  1. 10.1016/0031-9422(91)84191-T
  2. 10.1016/0031-9422(96)00128-8
  3. 10.1016/0031-9422(96)89776-7
  4. 10.1016/J.BMC.2017.05.009
  5. 10.1016/J.PHYTOCHEM.2004.02.011
  6. 10.1016/J.PHYTOCHEM.2004.03.006
  7. 10.1016/S0024-3205(02)01864-7
  8. 10.1016/j.bmc.2017.05.009
  9. 10.1016/j.phytochem.2004.02.011
  10. 10.1021/ACS.JNATPROD.6B00783
  11. 10.1021/NP050034Q
  12. 10.1021/acs.jnatprod.0c00932
  13. 10.1021/acs.jnatprod.6b00783
  14. 10.1080/00021369.1986.10867638
  15. 10.1080/00021369.1987.10868021
  16. 10.1080/10286020.2010.546352
  17. 10.1104/PP.100.1.76
  18. 10.1248/CPB.54.570
  19. 10.1248/YAKUSHI.123.619
  20. 10.1271/BBB1961.51.349
  21. 10.3987/COM-89-4998

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.