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COCONUT Compound

balanophonin

CNP0172006.1 · C20H20O6 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Namebalanophonin
IUPAC Name(~{E})-3-[(2~{S},3~{R})-2-(4-hydroxy-3-methoxy-phenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydrobenzofuran-5-yl]prop-2-enal
COCONUT IDCNP0172006.1
CAS118916-57-7, 215319-47-4
InChIKeyGWCSSLSMGCFIFR-LNFBDUAVSA-N
InChIInChI=1S/C20H20O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-10,15,19,22-23H,11H2,1-2H3/b4-3+/t15-,19+/m0/s1
SMILESCOC1=CC([C@H]2OC3=C(OC)C=C(/C=C/C=O)C=C3[C@@H]2CO)=CC=C1O

Properties

Molecular FormulaC20H20O6
Molecular Weight356.37
Exact Mass356.12599
Log P (ALogP)2.83
TPSA85.22
H-Bond Donors / Acceptors2 / 6
Rotatable Bonds6
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.61
NP-likeness1.92

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassLignans
NP ClassNeolignans
Chemical SuperclassPhenylpropanoids and polyketides
Chemical Class2-arylbenzofuran flavonoids
Chemical Subclass2-arylbenzofuran flavonoids

Reported in GR-MAPs Plants

Artemisia annua as “Artemisia annua” in COCONUT

References (19)

  1. 10.1002/HLCA.200900193
  2. 10.1016/J.BMC.2010.01.046
  3. 10.1016/J.BMCL.2012.01.062
  4. 10.1016/J.FITOTE.2010.12.003
  5. 10.1016/S0031-9422(00)90814-8
  6. 10.1016/S0031-9422(02)00268-6
  7. 10.1016/S0031-9422(98)00607-4
  8. 10.1016/S0960-894X(03)00088-X
  9. 10.1016/j.bmc.2010.01.068
  10. 10.1021/NP020522N
  11. 10.1021/NP030117B
  12. 10.1021/NP050383K
  13. 10.1021/NP070186G
  14. 10.1080/14786410802113961
  15. 10.1248/CPB.30.1525
  16. 10.1248/CPB.58.852
  17. 10.1248/CPB.58.939
  18. 10.3390/MOLECULES15064011
  19. 10.3987/COM-03-9804

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.