|
Menu

COCONUT Compound

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2~{S},3~{S},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-chromen-4-one

CNP0167643.9 · C21H20O10 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

IUPAC Name5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2~{S},3~{S},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-chromen-4-one
COCONUT IDCNP0167643.9
InChIKeySOSLMHZOJATCCP-PADPQNGGSA-N
InChIInChI=1S/C21H20O10/c1-8-15(25)17(27)18(28)21(29-8)31-20-16(26)14-12(24)6-11(23)7-13(14)30-19(20)9-2-4-10(22)5-3-9/h2-8,15,17-18,21-25,27-28H,1H3/t8-,15-,17+,18-,21-/m0/s1
SMILESC[C@@H]1O[C@@H](OC2=C(C3=CC=C(O)C=C3)OC3=CC(O)=CC(O)=C3C2=O)[C@@H](O)[C@H](O)[C@H]1O

Properties

Molecular FormulaC21H20O10
Molecular Weight432.38
Exact Mass432.10565
Log P (ALogP)0.78
TPSA170.05
H-Bond Donors / Acceptors6 / 10
Rotatable Bonds3
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.35
NP-likeness2.08

Classification

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

Reported in GR-MAPs Plants

Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT
Foeniculum vulgare as “Foeniculum vulgare” in COCONUT
Zingiber zerumbet as “Zingiber zerumbet” in COCONUT
Emblica officinalis as “Phyllanthus emblica” in COCONUT

References (33)

  1. 10.1002/ELPS.201300646
  2. 10.1007/S11418-008-0232-5
  3. 10.1016/0031-9422(77)83041-0
  4. 10.1016/J.FOODCHEM.2019.125629
  5. 10.1016/J.FOODRES.2017.01.014
  6. 10.1016/J.PHYMED.2006.09.006
  7. 10.1016/J.PHYTOCHEM.2006.01.005
  8. 10.1016/J.PHYTOCHEM.2007.05.035
  9. 10.1016/J.PHYTOCHEM.2008.02.018
  10. 10.1016/J.PHYTOCHEM.2008.10.008
  11. 10.1016/S0031-9422(01)00248-5
  12. 10.1016/S0031-9422(03)00374-1
  13. 10.1016/S0031-9422(97)00747-4
  14. 10.1016/S0031-9422(99)00038-2
  15. 10.1016/S0031-9422(99)00074-6
  16. 10.1016/S0031-9422(99)00502-6
  17. 10.1021/NP020442J
  18. 10.1021/NP050185T
  19. 10.1021/NP9800046
  20. 10.1021/NP9902993
  21. 10.1039/C6RA16251G
  22. 10.1080/14786419.2018.1543685
  23. 10.1248/BPB.28.495
  24. 10.1248/CPB.48.194
  25. 10.1248/CPB.50.841
  26. 10.1248/CPB.53.1519
  27. 10.1248/CPB.54.1308
  28. 10.1248/CPB.54.740
  29. 10.1248/CPB.56.711
  30. 10.1248/YAKUSHI1947.96.10_1217
  31. 10.2147/IJN.S176013
  32. 10.3390/70200245
  33. 10.3390/NU11020402

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.