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COCONUT Compound

Corilagin

CNP0154709.1 · C27H22O18 · View on COCONUT ↗

2D Structure

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Identifiers

NameCorilagin
IUPAC Name[(1~{S},19~{R},21~{S},23~{R})-6,7,8,11,12,13,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0^{4,9}.0^{10,15}]tricosa-4(9),5,7,10,12,14-hexaen-21-yl] 3,4,5-trihydroxybenzoate
COCONUT IDCNP0154709.1
InChIKeyTUSDEZXZIZRFGC-PSURYOONSA-N
InChIInChI=1S/C27H22O18/c28-9-1-6(2-10(29)16(9)32)24(39)45-27-22(38)23-19(35)13(43-27)5-42-25(40)7-3-11(30)17(33)20(36)14(7)15-8(26(41)44-23)4-12(31)18(34)21(15)37/h1-4,13,19,22-23,27-38H,5H2/t13-,19-,22?,23+,27+/m1/s1
SMILESO=C(O[C@@H]1O[C@@H]2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(C=C(O)C(O)=C3O)C(=O)O[C@H](C1O)[C@@H]2O)C1=CC(O)=C(O)C(O)=C1

Properties

Molecular FormulaC27H22O18
Molecular Weight634.46
Exact Mass634.08061
Log P (ALogP)-0.30
TPSA310.66
H-Bond Donors / Acceptors11 / 18
Rotatable Bonds2
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.10
NP-likeness1.58

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassPhenolic acids (C6-C1)
NP ClassGallotannins
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassTannins
Chemical SubclassHydrolyzable tannins

Reported in GR-MAPs Plants

Terminalia chebula as “Terminalia Chebula” in COCONUT
Terminalia bellirica as “Terminalia bellirica” in COCONUT
Emblica officinalis as “Phyllanthus Emblica” in COCONUT
Euphorbia thymifolia L. as “Euphorbia thymifolia” in COCONUT

References (74)

  1. 10.1002/(SICI)1099-1573(199702)11:1<22::AID-PTR951>3.0.CO;2-3
  2. 10.1002/1099-1573(200008)14:5<371::AID-PTR625>3.0.CO;2-F
  3. 10.1002/BMC.1155
  4. 10.1002/JCCS.199500128
  5. 10.1002/JCCS.199700075
  6. 10.1002/JCCS.199900085
  7. 10.1002/bmc.1155
  8. 10.1007/BF00574360
  9. 10.1007/BF02273936
  10. 10.1007/S10600-005-0011-4
  11. 10.1007/S10600-012-0285-2
  12. 10.1016/0031-9422(90)85288-Q
  13. 10.1016/0031-9422(91)85260-7
  14. 10.1016/0031-9422(93)85545-3
  15. 10.1016/0031-9422(94)00670-O
  16. 10.1016/J.BMCL.2011.11.109
  17. 10.1016/J.FITOTE.2006.04.007
  18. 10.1016/J.PHYMED.2006.12.012
  19. 10.1016/J.PHYTOCHEM.2004.11.016
  20. 10.1016/J.PHYTOCHEM.2010.03.018
  21. 10.1016/S0031-9422(00)00176-X
  22. 10.1016/S0031-9422(00)82451-6
  23. 10.1016/S0031-9422(00)83125-8
  24. 10.1016/S0031-9422(00)89820-9
  25. 10.1016/S0031-9422(00)95211-7
  26. 10.1016/S0031-9422(02)00435-1
  27. 10.1016/S0166-3542(02)00213-9
  28. 10.1016/j.phytochem.2010.03.018
  29. 10.1021/JF904593N
  30. 10.1021/JO00028A002
  31. 10.1021/NP000135I
  32. 10.1021/NP010370G
  33. 10.1021/NP0400297
  34. 10.1021/NP50040A016
  35. 10.1021/NP50082A001
  36. 10.1021/NP50094A030
  37. 10.1021/NP800015P
  38. 10.1021/NP970336V
  39. 10.1021/NP970428K
  40. 10.1055/S-0030-1251818

Showing 40 of 74. See all references on COCONUT.

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.