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COCONUT Compound

Isoquercetin

CNP0180599.2 · C21H20O12 · View on COCONUT ↗

2D Structure

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Identifiers

NameIsoquercetin
IUPAC Name2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one
COCONUT IDCNP0180599.2
CAS482-35-9
InChIKeyOVSQVDMCBVZWGM-QSOFNFLRSA-N
InChIInChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15-,17+,18-,21+/m1/s1
SMILESO=C1C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C(C2=CC=C(O)C(O)=C2)OC2=CC(O)=CC(O)=C12

Properties

Molecular FormulaC21H20O12
Molecular Weight464.38
Exact Mass464.09548
Log P (ALogP)-0.54
TPSA210.51
H-Bond Donors / Acceptors8 / 12
Rotatable Bonds4
Lipinski's Rule of 5 Violations2
QED Drug-likeness0.23
NP-likeness2.16

Classification

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

Reported in GR-MAPs Plants

Andrographis paniculata as “Andrographis paniculata” in COCONUT
Pelargonium graveolens as “Pelargonium graveolens” in COCONUT
Centella asiatica as “Centella asiatica” in COCONUT
Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT
Artemisia annua as “Artemisia Annua; Artemisia annua L.” in COCONUT
Foeniculum vulgare as “Foeniculum vulgare” in COCONUT
Azadirachta indica as “Azadirachta indica” in COCONUT
Crocus sativus as “Crocus sativus” in COCONUT
Emblica officinalis as “Phyllanthus Emblica” in COCONUT
Glycyrrhiza glabra as “Glycyrrhiza glabra” in COCONUT
Gossypium hirsutum as “Gossypium hirsutum” in COCONUT

References (428)

  1. 10.1002/(SICI)1097-0010(199808)77:4<468::AID-JSFA66>3.0.CO;2-B
  2. 10.1002/ARDP.19893220211
  3. 10.1002/ARDP.2503240811
  4. 10.1002/BMC.1040
  5. 10.1002/CBDV.201000279
  6. 10.1002/CBDV.201000284
  7. 10.1002/CBDV.201000373
  8. 10.1002/HLCA.200800346
  9. 10.1002/HLCA.200890199
  10. 10.1002/HLCA.200900230
  11. 10.1002/HLCA.200900264
  12. 10.1002/HLCA.201000385
  13. 10.1002/J.1537-2197.1987.TB12148.X
  14. 10.1002/JCCS.199700075
  15. 10.1002/JCCS.200000029
  16. 10.1002/JCCS.200400063
  17. 10.1002/JCCS.200700015
  18. 10.1002/JCCS.201190020
  19. 10.1002/JSFA.1885
  20. 10.1002/MNFR.200400064
  21. 10.1002/MNFR.200500064
  22. 10.1002/MRC.2516
  23. 10.1002/PTR.1834
  24. 10.1002/PTR.2403
  25. 10.1002/PTR.2529
  26. 10.1002/ptr.1834/abstract
  27. 10.1007/0-387-28822-8_5
  28. 10.1007/BF00563912
  29. 10.1007/BF00564357
  30. 10.1007/BF00564461
  31. 10.1007/BF00564611
  32. 10.1007/BF00565315
  33. 10.1007/BF00571235
  34. 10.1007/BF00574227
  35. 10.1007/BF00575725
  36. 10.1007/BF00579082
  37. 10.1007/BF00579158
  38. 10.1007/BF00579494
  39. 10.1007/BF00579837
  40. 10.1007/BF00579979

Showing 40 of 428. See all references on COCONUT.

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.