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COCONUT Compound

Orientin

CNP0221949.2 · C21H20O11 · View on COCONUT ↗

2D Structure

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Identifiers

NameOrientin
IUPAC Name2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-4-one
COCONUT IDCNP0221949.2
CAS28608-75-5
InChIKeyPLAPMLGJVGLZOV-VPRICQMDSA-N
InChIInChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2/t14-,17-,18+,19-,21+/m1/s1
SMILESO=C1C=C(C2=CC=C(O)C(O)=C2)OC2=C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(O)=CC(O)=C12

Properties

Molecular FormulaC21H20O11
Molecular Weight448.38
Exact Mass448.10056
Log P (ALogP)-0.20
TPSA201.28
H-Bond Donors / Acceptors8 / 11
Rotatable Bonds3
Lipinski's Rule of 5 Violations2
QED Drug-likeness0.25
NP-likeness2.01

Classification

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

Reported in GR-MAPs Plants

Ocimum sanctum as “Ocimum tenuiflorum” in COCONUT
Ocimum tenuiflorum as “Ocimum tenuiflorum” in COCONUT
Vitex negundo as “Vitex negundo; Vitex negundo var. cannabifolia” in COCONUT
Cinnamomum verum as “Cinnamomum zeylanicum” in COCONUT
Piper solmsianum as “Piper solmsianum” in COCONUT
Canabis Sativa as “Cannabis sativa” in COCONUT

References (156)

  1. 10.1002/(SICI)1099-1565(200003/04)11:2<90::AID-PCA497>3.0.CO;2-R
  2. 10.1002/ARDP.19142520309
  3. 10.1002/CHIN.198618358
  4. 10.1002/HLCA.19860690130
  5. 10.1002/J.1537-2197.1988.TB13465.X
  6. 10.1002/J.1537-2197.1996.TB13914.X
  7. 10.1002/JMS.395
  8. 10.1002/JPS.2600660947
  9. 10.1002/PCA.688
  10. 10.1002/PS.1278
  11. 10.1002/ps.1278
  12. 10.1007/BF00563474
  13. 10.1007/BF00563973
  14. 10.1007/BF00564266
  15. 10.1007/BF00564824
  16. 10.1007/BF00565265
  17. 10.1007/BF00566811
  18. 10.1007/BF00567822
  19. 10.1007/BF00571143
  20. 10.1007/BF00574225
  21. 10.1007/BF00574811
  22. 10.1007/BF00579081
  23. 10.1007/BF00579155
  24. 10.1007/BF00579784
  25. 10.1007/BF00598320
  26. 10.1007/BF00630667
  27. 10.1007/BF00636015
  28. 10.1007/BF02002621
  29. 10.1007/BF02491247
  30. 10.1007/BF02688048
  31. 10.1007/S10600-010-9746-7
  32. 10.1007/S10600-011-9906-4
  33. 10.1007/S11746-003-0652-X
  34. 10.1007/SPRINGERREFERENCE_68291
  35. 10.1016/0021-9673(93)80317-2
  36. 10.1016/0031-9422(72)80069-4
  37. 10.1016/0031-9422(75)85315-5
  38. 10.1016/0031-9422(79)83089-7
  39. 10.1016/0031-9422(83)83059-3
  40. 10.1016/0031-9422(86)80029-2

Showing 40 of 156. 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.