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COCONUT Compound

Casuarinin

CNP0218615.3 · C41H28O26 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameCasuarinin
IUPAC Name[(10~{R},11~{R})-10-[(14~{R},15~{S},19~{S})-2,3,4,7,8,9,19-heptahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.0^{5,18}.0^{6,11}]nonadeca-1(18),2,4,6,8,10-hexaen-14-yl]-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.0^{2,7}]nonadeca-1(19),2(7),3,5,15,17-hexaen-11-yl] 3,4,5-trihydroxybenzoate
COCONUT IDCNP0218615.3
CAS79786-01-9
InChIKeyMMQXBTULXAEKQE-VSLJGAQWSA-N
InChIInChI=1S/C41H28O26/c42-11-1-7(2-12(43)23(11)47)37(58)64-16-6-63-38(59)8-3-13(44)24(48)27(51)17(8)18-9(4-14(45)25(49)28(18)52)39(60)65-34(16)36-35-32(56)22-21(41(62)66-35)20(30(54)33(57)31(22)55)19-10(40(61)67-36)5-15(46)26(50)29(19)53/h1-5,16,32,34-36,42-57H,6H2/t16-,32+,34-,35+,36+/m1/s1
SMILESO=C(O[C@@H]1COC(=O)C2=CC(O)=C(O)C(O)=C2C2=C(C=C(O)C(O)=C2O)C(=O)O[C@H]1[C@@H]1OC(=O)C2=CC(O)=C(O)C(O)=C2C2=C(O)C(O)=C(O)C3=C2C(=O)O[C@H]1[C@H]3O)C1=CC(O)=C(O)C(O)=C1

Properties

Molecular FormulaC41H28O26
Molecular Weight936.65
Exact Mass936.08688
Log P (ALogP)1.34
TPSA455.18
H-Bond Donors / Acceptors16 / 26
Rotatable Bonds3
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.07
NP-likeness1.06

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

Lagerstroemia speciosa as “Lagerstroemia speciosa” in COCONUT
Terminalia chebula as “Terminalia chebula” in COCONUT

References (47)

  1. 10.1002/PCA.548
  2. 10.1002/pca.548
  3. 10.1016/0031-9422(88)80184-5
  4. 10.1016/0031-9422(88)80299-1
  5. 10.1016/0031-9422(89)80302-4
  6. 10.1016/0031-9422(91)83748-A
  7. 10.1016/0031-9422(92)83451-4
  8. 10.1016/0031-9422(92)83642-C
  9. 10.1016/0031-9422(93)85250-U
  10. 10.1016/0031-9422(95)00378-K
  11. 10.1016/0031-9422(96)00110-0
  12. 10.1016/0041-0101(87)90007-9
  13. 10.1016/J.PHYTOCHEM.2008.03.003
  14. 10.1016/J.PHYTOCHEM.2008.04.004
  15. 10.1016/S0031-9422(00)83179-9
  16. 10.1016/S0031-9422(00)83742-5
  17. 10.1016/S0031-9422(00)90372-8
  18. 10.1016/S0031-9422(03)00333-9
  19. 10.1016/S0031-9422(99)00329-5
  20. 10.1016/S0304-3835(99)00160-3
  21. 10.1021/ACS.JNATPROD.7B00496
  22. 10.1021/NP960483D
  23. 10.1021/NP980361G
  24. 10.1021/acs.jnatprod.7b00496
  25. 10.1039/P19850000163
  26. 10.1248/BPB.16.787
  27. 10.1248/BPB.22.647
  28. 10.1248/BPB.26.1331
  29. 10.1248/CPB.32.2165
  30. 10.1248/CPB.34.656
  31. 10.1248/CPB.37.2030
  32. 10.1248/CPB.37.2655
  33. 10.1248/CPB.39.1689
  34. 10.1248/CPB.39.2233
  35. 10.1248/CPB.39.49
  36. 10.1248/CPB.39.639
  37. 10.1248/CPB.39.884
  38. 10.1248/CPB.40.1727
  39. 10.1248/CPB.40.1750
  40. 10.1248/CPB.40.2092

Showing 40 of 47. 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.