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COCONUT Compound

[(2S,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] acetate

CNP0245095.1 · C23H22O11 · View on COCONUT ↗

2D Structure

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Identifiers

Name[(2S,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] acetate
IUPAC Name[(2~{S},3~{R},4~{S},5~{R},6~{S})-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-3-yl]oxy-4,5-dihydroxy-2-methyl-tetrahydropyran-3-yl] acetate
COCONUT IDCNP0245095.1
CAS135618-17-6
InChIKeyAGQLGMXLTFMOAP-OEHKQELHSA-N
InChIInChI=1S/C23H22O11/c1-9-20(32-10(2)24)18(29)19(30)23(31-9)34-22-17(28)16-14(27)7-13(26)8-15(16)33-21(22)11-3-5-12(25)6-4-11/h3-9,18-20,23,25-27,29-30H,1-2H3/t9-,18-,19+,20-,23-/m0/s1
SMILESCC(=O)O[C@@H]1[C@@H](O)[C@@H](O)[C@H](OC2=C(C3=CC=C(O)C=C3)OC3=CC(O)=CC(O)=C3C2=O)O[C@H]1C

Properties

Molecular FormulaC23H22O11
Molecular Weight474.42
Exact Mass474.11621
Log P (ALogP)1.35
TPSA176.12
H-Bond Donors / Acceptors5 / 11
Rotatable Bonds4
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.35
NP-likeness2.21

Classification

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

Reported in GR-MAPs Plants

Zingiber zerumbet as “Zingiber zerumbet” in COCONUT

References (8)

  1. 10.1002/CHIN.200537180
  2. 10.1016/0031-9422(91)83656-6
  3. 10.1016/J.BMC.2006.01.066
  4. 10.1016/J.BMCL.2012.02.064
  5. 10.1016/j.bmcl.2012.02.064
  6. 10.1021/NP030556A
  7. 10.1021/np030556a
  8. 10.1248/CPB.44.1033

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.