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COCONUT Compound

(2~{S})-5-hydroxy-7-methoxy-8-(3-methylbut-2-enyl)-2-phenyl-chroman-4-one

CNP0307417.1 · C21H22O4 · View on COCONUT ↗

2D Structure

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Identifiers

IUPAC Name(2~{S})-5-hydroxy-7-methoxy-8-(3-methylbut-2-enyl)-2-phenyl-chroman-4-one
COCONUT IDCNP0307417.1
InChIKeyNISHDQWTPMJBJI-SFHVURJKSA-N
InChIInChI=1S/C21H22O4/c1-13(2)9-10-15-19(24-3)12-17(23)20-16(22)11-18(25-21(15)20)14-7-5-4-6-8-14/h4-9,12,18,23H,10-11H2,1-3H3/t18-/m0/s1
SMILESCOC1=CC(O)=C2C(=O)C[C@@H](C3=CC=CC=C3)OC2=C1CC=C(C)C

Properties

Molecular FormulaC21H22O4
Molecular Weight338.40
Exact Mass338.15181
Log P (ALogP)4.62
TPSA55.76
H-Bond Donors / Acceptors1 / 4
Rotatable Bonds4
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.83
NP-likeness2.03

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassFlavonoids
NP ClassFlavanones
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassFlavonoids
Chemical SubclassO-methylated flavonoids

Reported in GR-MAPs Plants

Viola odorata as “Viola odorata” in COCONUT
Glycyrrhiza glabra as “Glycyrrhiza glabra” in COCONUT

References (10)

  1. 10.1002/CHIN.200725200
  2. 10.1007/BF02759632
  3. 10.1016/0031-9422(80)83111-6
  4. 10.1016/0031-9422(83)80255-6
  5. 10.1016/0031-9422(88)80699-X
  6. 10.1016/0031-9422(91)80129-O
  7. 10.1016/0031-9422(92)83754-M
  8. 10.1016/J.PHYTOL.2008.09.006
  9. 10.1016/S0031-9422(00)83182-9
  10. 10.1016/j.phytol.2008.09.006

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.