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COCONUT Compound

53538-13-9

CNP0205063.1 · C22H20O11 · View on COCONUT ↗

2D Structure

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Identifiers

Name53538-13-9
IUPAC Namemethyl (2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-carboxylate
COCONUT IDCNP0205063.1
InChIKeyXXKIWCKZQFBXIR-SXFAUFNYSA-N
InChIInChI=1S/C22H20O11/c1-30-21(29)20-18(27)17(26)19(28)22(33-20)31-11-6-12(24)16-13(25)8-14(32-15(16)7-11)9-2-4-10(23)5-3-9/h2-8,17-20,22-24,26-28H,1H3/t17-,18-,19+,20-,22+/m0/s1
SMILESCOC(=O)[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)C=C(C4=CC=C(O)C=C4)OC3=C2)[C@H](O)[C@@H](O)[C@@H]1O

Properties

Molecular FormulaC22H20O11
Molecular Weight460.39
Exact Mass460.10056
Log P (ALogP)0.23
TPSA176.12
H-Bond Donors / Acceptors5 / 11
Rotatable Bonds4
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.34
NP-likeness1.67

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
Hyssopus officinalis as “Hyssopus officinalis” in COCONUT

References (17)

  1. 10.1007/BF02977002
  2. 10.1016/J.CARRES.2010.09.002
  3. 10.1016/J.PHYTOCHEM.2007.05.027
  4. 10.1016/S0305-1978(02)00219-3
  5. 10.1021/NP0700164
  6. 10.1021/NP8005259
  7. 10.1021/NP800564Z
  8. 10.1021/acs.jnatprod.8b00948
  9. 10.1021/jf0604790
  10. 10.1021/np070489a
  11. 10.1080/10286020.2010.533120
  12. 10.1080/14786419.2010.534995
  13. 10.1248/BPB.19.311
  14. 10.1248/CPB.39.927
  15. 10.1248/CPB.56.559
  16. 10.1248/CPB.57.361
  17. 10.1248/CPB.58.696

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.