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COCONUT Compound

53527-42-7

CNP0224576.2 · C21H18O12 · View on COCONUT ↗

2D Structure

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Identifiers

Name53527-42-7
IUPAC Name(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[5-(5,7-dihydroxy-4-oxo-chromen-2-yl)-2-hydroxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
COCONUT IDCNP0224576.2
InChIKeyJDOFZOKGCYYUER-ZFORQUDYSA-N
InChIInChI=1S/C21H18O12/c22-8-4-10(24)15-11(25)6-12(31-14(15)5-8)7-1-2-9(23)13(3-7)32-21-18(28)16(26)17(27)19(33-21)20(29)30/h1-6,16-19,21-24,26-28H,(H,29,30)/t16-,17-,18+,19-,21+/m0/s1
SMILESO=C(O)[C@H]1O[C@@H](OC2=CC(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)=CC=C2O)[C@H](O)[C@@H](O)[C@@H]1O

Properties

Molecular FormulaC21H18O12
Molecular Weight462.36
Exact Mass462.07983
Log P (ALogP)-0.15
TPSA207.35
H-Bond Donors / Acceptors7 / 11
Rotatable Bonds4
Lipinski's Rule of 5 Violations2
QED Drug-likeness0.27
NP-likeness1.87

Classification

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

Reported in GR-MAPs Plants

Rosmarinus officinalis as “Rosmarinus Officinalis” in COCONUT
Salvia officinalis as “Salvia officinalis” in COCONUT

References (8)

  1. 10.1016/J.FOODCHEM.2012.07.107
  2. 10.1016/S0031-9422(00)00309-5
  3. 10.1016/S0031-9422(00)90434-5
  4. 10.1016/S0031-9422(01)00415-0
  5. 10.1016/j.fitote.2007.11.032
  6. 10.1021/JF040078P
  7. 10.1021/JF100332W
  8. 10.1021/NP010636J

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.