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COCONUT Compound

Quercetin 3-O-robinobioside

CNP0268715.3 · C27H30O16 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameQuercetin 3-O-robinobioside
IUPAC Name2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2~{S},3~{R},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-[[(2~{R},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chromen-4-one
COCONUT IDCNP0268715.3
CAS52525-35-6
InChIKeyIKGXIBQEEMLURG-IEBISRBZSA-N
InChIInChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18-,20+,21-,22+,23+,26+,27-/m0/s1
SMILESC[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(C4=CC=C(O)C(O)=C4)OC4=CC(O)=CC(O)=C4C3=O)[C@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O

Properties

Molecular FormulaC27H30O16
Molecular Weight610.52
Exact Mass610.15338
Log P (ALogP)-1.69
TPSA269.43
H-Bond Donors / Acceptors10 / 16
Rotatable Bonds6
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.14
NP-likeness2.01

Classification

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

Reported in GR-MAPs Plants

Gymnema sylvester as “Gymnema sylvestre” in COCONUT
Glycyrrhiza glabra as “Glycyrrhiza glabra” in COCONUT

References (32)

  1. 10.1002/JCCS.201190020
  2. 10.1007/BF00563466
  3. 10.1007/BF00574809
  4. 10.1007/BF00598372
  5. 10.1007/s11418-014-0843-y
  6. 10.1016/0031-9422(88)80698-8
  7. 10.1016/0305-1978(92)90063-J
  8. 10.1016/J.CARRES.2003.12.017
  9. 10.1016/J.FITOTE.2010.04.012
  10. 10.1016/J.PHYTOL.2011.07.005
  11. 10.1016/S0031-9422(00)00216-8
  12. 10.1016/S0031-9422(00)00319-8
  13. 10.1016/S0031-9422(00)82498-X
  14. 10.1016/S0031-9422(00)85534-X
  15. 10.1016/S0031-9422(99)00262-9
  16. 10.1016/S0031-9422(99)00324-6
  17. 10.1016/S0305-1978(00)00053-3
  18. 10.1016/S0968-0896(00)00225-X
  19. 10.1016/j.bse.2008.06.007
  20. 10.1016/j.cbi.2014.10.023
  21. 10.1016/s0367-326x(99)00147-1
  22. 10.1021/JF00056A012
  23. 10.1021/NP030440E
  24. 10.1021/NP070564H
  25. 10.1021/acs.jnatprod.5b00502
  26. 10.1021/acs.jnatprod.8b01054
  27. 10.1093/CHROMSCI/47.3.206
  28. 10.1093/chromsci/47.3.206
  29. 10.1111/1750-3841.14660
  30. 10.1248/CPB.54.1226
  31. 10.1590/S0103-50532005000800008
  32. 10.3987/COM-97-7906

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.