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COCONUT Compound

Genistin

CNP0258154.1 · C21H20O10 · View on COCONUT ↗

2D Structure

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Identifiers

NameGenistin
IUPAC Name5-hydroxy-3-(4-hydroxyphenyl)-7-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one
COCONUT IDCNP0258154.1
CAS529-59-9, Genistin - CAS 529-59-9
InChIKeyZCOLJUOHXJRHDI-CMWLGVBASA-N
InChIInChI=1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1
SMILESO=C1C(C2=CC=C(O)C=C2)=COC2=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=CC(O)=C12

Properties

Molecular FormulaC21H20O10
Molecular Weight432.38
Exact Mass432.10565
Log P (ALogP)0.05
TPSA170.05
H-Bond Donors / Acceptors6 / 10
Rotatable Bonds4
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.33
NP-likeness1.93

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassIsoflavonoids
NP ClassIsoflavones
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassIsoflavonoids
Chemical SubclassIsoflavonoid O-glycosides

Reported in GR-MAPs Plants

Ocimum basilicum as “Ocimum basilicum” in COCONUT

References (104)

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  2. 10.1002/JPS.2600640504
  3. 10.1002/PTR.2327
  4. 10.1002/PTR.2403
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  17. 10.1007/S10600-007-0206-Y
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  20. 10.1007/S10600-010-9746-7
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  24. 10.1016/0031-9422(91)83058-S
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  27. 10.1016/J.CHROMA.2014.04.007
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  29. 10.1016/J.PHYTOCHEM.2009.04.003
  30. 10.1016/J.PHYTOCHEM.2010.08.015
  31. 10.1016/J.PHYTOL.2011.07.005
  32. 10.1016/S0003-2670(01)01370-8
  33. 10.1016/S0021-9673(00)90278-4
  34. 10.1016/S0021-9673(01)01231-6
  35. 10.1016/S0021-9673(01)87656-1
  36. 10.1016/S0021-9673(01)96392-7
  37. 10.1016/S0021-9673(96)00578-X
  38. 10.1016/S0031-9422(00)82649-7
  39. 10.1016/S0031-9422(00)97795-1
  40. 10.1016/S0031-9422(97)00243-4

Showing 40 of 104. 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.