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COCONUT Compound

(-)-Epiafzelechin

CNP0119144.2 · C15H14O5 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name(-)-Epiafzelechin
IUPAC Name(2~{R},3~{R})-2-(4-hydroxyphenyl)chromane-3,5,7-triol
COCONUT IDCNP0119144.2
CAS24808-04-6
InChIKeyRSYUFYQTACJFML-UKRRQHHQSA-N
InChIInChI=1S/C15H14O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-6,13,15-19H,7H2/t13-,15-/m1/s1
SMILESOC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2O)C=C1

Properties

Molecular FormulaC15H14O5
Molecular Weight274.27
Exact Mass274.08412
Log P (ALogP)1.84
TPSA90.15
H-Bond Donors / Acceptors4 / 5
Rotatable Bonds1
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.64
NP-likeness2.16

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassFlavonoids
NP ClassFlavan-3-ols
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassFlavonoids
Chemical SubclassHydroxyflavonoids

Reported in GR-MAPs Plants

Emblica officinalis as “Phyllanthus emblica” in COCONUT

References (33)

  1. 10.1002/(SICI)1097-458X(199611)34:11<887::AID-OMR995>3.0.CO;2-U
  2. 10.1002/CHIN.200317197
  3. 10.1002/ELPS.201300646
  4. 10.1002/JCCS.198500075
  5. 10.1007/978-1-4899-1783-6_3
  6. 10.1007/BF02291535
  7. 10.1016/J.EJMECH.2012.01.057
  8. 10.1016/J.JEP.2008.07.026
  9. 10.1016/J.JEP.2010.01.028
  10. 10.1016/S0031-9422(00)80571-3
  11. 10.1016/S0031-9422(00)84524-0
  12. 10.1016/S0031-9422(02)00439-9
  13. 10.1016/S0031-9422(97)00507-4
  14. 10.1016/j.jep.2010.01.028
  15. 10.1021/JF9813081
  16. 10.1021/NP000251L
  17. 10.1021/NP010370G
  18. 10.1021/NP010451C
  19. 10.1021/NP100090E
  20. 10.1021/NP9902441
  21. 10.1021/np000251l
  22. 10.1039/jr9570003586
  23. 10.1055/S-2005-871225
  24. 10.1055/S-2006-960813
  25. 10.1080/10286020.2011.603306
  26. 10.1248/CPB.36.39
  27. 10.1248/CPB.37.3255
  28. 10.1248/CPB.37.77
  29. 10.1248/CPB.38.856
  30. 10.1248/CPB.38.888
  31. 10.1515/ZNB-1984-1020
  32. 10.1515/ZNC-1997-5-603
  33. 10.5012/BKCS.2011.32.6.2079

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.