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COCONUT Compound

17306-45-5

CNP0291161.1 · C27H30O16 · View on COCONUT ↗

2D Structure

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Identifiers

Name17306-45-5
IUPAC Name2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-chromen-4-one
COCONUT IDCNP0291161.1
InChIKeyMCTZMXCUYPDYNE-AHHFARBASA-N
InChIInChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(39-8)43-25-19(34)16-13(31)5-10(40-27-23(38)21(36)18(33)15(7-28)42-27)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](OC2=C(C3=CC=C(O)C(O)=C3)OC3=CC(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=CC(O)=C3C2=O)[C@H](O)[C@H](O)[C@H]1O

Properties

Molecular FormulaC27H30O16
Molecular Weight610.52
Exact Mass610.15338
Log P (ALogP)-2.04
TPSA269.43
H-Bond Donors / Acceptors10 / 16
Rotatable Bonds6
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.13
NP-likeness1.92

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

References (8)

  1. 10.1016/0031-9422(88)84102-5
  2. 10.1016/0031-9422(90)85105-O
  3. 10.1016/J.FOODCHEM.2014.07.023
  4. 10.1016/J.PHYTOCHEM.2011.03.016
  5. 10.1016/S0031-9422(03)00282-6
  6. 10.1016/j.foodres.2018.12.046
  7. 10.1021/JF0497915
  8. 10.1080/14786410802044885

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.