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COCONUT Compound

Swertisin

CNP0186061.1 · C22H22O10 · View on COCONUT ↗

2D Structure

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Identifiers

NameSwertisin
IUPAC Name5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-4-one
COCONUT IDCNP0186061.1
CAS6991-10-2
InChIKeyABRULANJVVJLFI-DGHBBABESA-N
InChIInChI=1S/C22H22O10/c1-30-13-7-14-16(11(25)6-12(31-14)9-2-4-10(24)5-3-9)19(27)17(13)22-21(29)20(28)18(26)15(8-23)32-22/h2-7,15,18,20-24,26-29H,8H2,1H3/t15-,18-,20+,21-,22+/m1/s1
SMILESCOC1=CC2=C(C(O)=C1[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=O)C=C(C1=CC=C(O)C=C1)O2

Properties

Molecular FormulaC22H22O10
Molecular Weight446.41
Exact Mass446.12130
Log P (ALogP)0.39
TPSA170.05
H-Bond Donors / Acceptors6 / 10
Rotatable Bonds4
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.33
NP-likeness1.85

Classification

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

Reported in GR-MAPs Plants

Oryza sativa as “Oryza sativa” in COCONUT

References (55)

  1. 10.1002/(SICI)1099-1565(200003/04)11:2<90::AID-PCA497>3.0.CO;2-R
  2. 10.1002/HLCA.19970800411
  3. 10.1007/BF00569606
  4. 10.1007/BF00630190
  5. 10.1007/S00580-010-1023-4
  6. 10.1016/0027-5107(92)90201-C
  7. 10.1016/0031-6865(94)90017-5
  8. 10.1016/0031-9422(72)80069-4
  9. 10.1016/0031-9422(83)83059-3
  10. 10.1016/0031-9422(90)83034-X
  11. 10.1016/0031-9422(90)85461-N
  12. 10.1016/0305-1978(82)90006-0
  13. 10.1016/0305-1978(88)90056-7
  14. 10.1016/J.FITOTE.2010.07.022
  15. 10.1016/S0021-9673(97)00260-4
  16. 10.1016/S0031-9422(00)83614-6
  17. 10.1016/S0031-9422(00)86996-4
  18. 10.1016/S0031-9422(00)88711-7
  19. 10.1016/S0031-9422(97)00100-3
  20. 10.1016/S0040-4020(00)00842-5
  21. 10.1016/S0040-4039(01)99765-5
  22. 10.1016/j.bbr.2016.03.030
  23. 10.1016/j.fitote.2010.07.022
  24. 10.1016/s0031-9422(00)83932-1
  25. 10.1021/NP300417Q
  26. 10.1021/NP50031A018
  27. 10.1021/NP50058A031
  28. 10.1021/acs.jnatprod.7b00602
  29. 10.1021/np300417q
  30. 10.1023/B:CONC.0000033926.72396.41
  31. 10.1038/srep20942
  32. 10.1055/S-0035-1558290
  33. 10.1055/S-2003-39699
  34. 10.1055/S-2006-960785
  35. 10.1055/S-2007-971248
  36. 10.1055/S-2008-1074524
  37. 10.1055/s-0035-1558290
  38. 10.1076/PHBI.34.4.300.13233
  39. 10.1080/10575639808044951
  40. 10.1080/14786419.2011.587188

Showing 40 of 55. 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.