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COCONUT Compound

Demethylnobiletin

CNP0166877.0 · C20H20O8 · View on COCONUT ↗

2D Structure

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Identifiers

NameDemethylnobiletin
IUPAC Name2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxy-chromen-4-one
COCONUT IDCNP0166877.0
CAS2174-59-6
InChIKeyDOFJNFPSMUCECH-UHFFFAOYSA-N
InChIInChI=1S/C20H20O8/c1-23-12-7-6-10(8-14(12)24-2)13-9-11(21)15-16(22)18(25-3)20(27-5)19(26-4)17(15)28-13/h6-9,22H,1-5H3
SMILESCOC1=CC=C(C2=CC(=O)C3=C(O)C(OC)=C(OC)C(OC)=C3O2)C=C1OC

Properties

Molecular FormulaC20H20O8
Molecular Weight388.37
Exact Mass388.11582
Log P (ALogP)3.21
TPSA96.59
H-Bond Donors / Acceptors1 / 8
Rotatable Bonds6
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.69
NP-likeness1.08

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassFlavonoids
NP ClassFlavones
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassFlavonoids
Chemical SubclassO-methylated flavonoids

Reported in GR-MAPs Plants

Mentha piperita as “Mentha Piperita” in COCONUT
Mentha Arvensis as “Mentha arvensis” in COCONUT
Salvia officinalis as “Salvia officinalis” in COCONUT

References (37)

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  9. 10.1016/0031-9422(96)00058-1
  10. 10.1016/0305-1978(90)90068-Q
  11. 10.1016/0305-1978(91)90084-D
  12. 10.1016/0305-1978(91)90088-H
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  20. 10.1016/S0031-9422(00)84587-2
  21. 10.1016/S0031-9422(00)95197-5
  22. 10.1016/S0031-9422(97)01112-6
  23. 10.1016/S0031-9422(98)00672-4
  24. 10.1016/S0040-4020(01)93331-9
  25. 10.1016/j.jpba.2011.08.019
  26. 10.1021/JF000100O
  27. 10.1021/JF960110I
  28. 10.1021/JF970606F
  29. 10.1021/NP50035A027
  30. 10.1021/np50035a027
  31. 10.1055/S-2007-969399
  32. 10.1248/CPB.28.717
  33. 10.1248/CPB.35.3025
  34. 10.1248/CPB.41.714
  35. 10.1248/CPB.49.1356
  36. 10.1248/YAKUSHI1947.111.3_193
  37. 10.1515/ZNC-2000-11-1230

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.