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COCONUT Compound

Castasterone

CNP0205029.2 · C28H48O5 · View on COCONUT ↗

2D Structure

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Identifiers

NameCastasterone
IUPAC Name(2~{R},3~{S},5~{S},8~{S},9~{S},10~{R},13~{S},14~{S},17~{R})-17-[(1~{S},2~{R},3~{R},4~{S})-2,3-dihydroxy-1,4,5-trimethyl-hexyl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
COCONUT IDCNP0205029.2
CAS80736-41-0
InChIKeyVYUIKSFYFRVQLF-YLNAYWRASA-N
InChIInChI=1S/C28H48O5/c1-14(2)15(3)25(32)26(33)16(4)18-7-8-19-17-11-22(29)21-12-23(30)24(31)13-28(21,6)20(17)9-10-27(18,19)5/h14-21,23-26,30-33H,7-13H2,1-6H3/t15-,16-,17-,18+,19-,20-,21+,23-,24+,25+,26+,27+,28+/m0/s1
SMILESCC(C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC(=O)[C@H]4C[C@H](O)[C@H](O)C[C@]4(C)[C@H]3CC[C@]12C

Properties

Molecular FormulaC28H48O5
Molecular Weight464.69
Exact Mass464.35017
Log P (ALogP)3.81
TPSA97.99
H-Bond Donors / Acceptors4 / 5
Rotatable Bonds5
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.50
NP-likeness2.77

Classification

NP PathwayTerpenoids
NP SuperclassSteroids
NP ClassCholestane steroids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassBile acids, alcohols and derivatives

Reported in GR-MAPs Plants

Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT
Daucus carota as “Daucus carota” in COCONUT
Canabis Sativa as “Cannabis sativa” in COCONUT
Oryza sativa as “Oryza Sativa” in COCONUT

References (43)

  1. 10.1002/(SICI)1099-1565(199801/02)9:1<14::AID-PCA381>3.0.CO;2-4
  2. 10.1007/BF01963116
  3. 10.1016/0031-9422(91)84159-P
  4. 10.1016/0031-9422(93)85091-5
  5. 10.1016/0031-9422(93)85191-S
  6. 10.1016/0031-9422(94)00797-W
  7. 10.1016/0031-9422(95)98170-L
  8. 10.1016/J.PHYTOCHEM.2004.11.008
  9. 10.1016/S0021-9673(01)93583-6
  10. 10.1016/S0021-9673(01)96481-7
  11. 10.1016/S0031-9422(00)00261-2
  12. 10.1016/S0031-9422(00)81127-9
  13. 10.1016/S0031-9422(00)83445-7
  14. 10.1016/S0031-9422(00)97034-1
  15. 10.1016/S0031-9422(03)00354-6
  16. 10.1016/S0031-9422(97)00177-5
  17. 10.1016/S0031-9422(98)00065-X
  18. 10.1021/NP50045A033
  19. 10.1080/00021369.1989.10869607
  20. 10.1080/00021369.1990.10870042
  21. 10.1104/PP.94.4.1709
  22. 10.1248/CPB.36.405
  23. 10.1271/BBB.58.1183
  24. 10.1271/BBB.58.1343
  25. 10.1271/BBB.58.2075
  26. 10.1271/BBB.58.2241
  27. 10.1271/BBB.59.2156
  28. 10.1271/BBB.59.309
  29. 10.1271/BBB1961.47.2149
  30. 10.1271/BBB1961.47.655
  31. 10.1271/BBB1961.48.1103
  32. 10.1271/BBB1961.49.49
  33. 10.1271/BBB1961.50.3133
  34. 10.1271/BBB1961.51.1625
  35. 10.1271/BBB1961.51.3081
  36. 10.1271/BBB1961.53.2177
  37. 10.1271/BBB1961.54.1057
  38. 10.1271/BBB1961.54.757
  39. 10.1271/bbb.59.956
  40. 10.5012/BKCS.2002.23.7.941

Showing 40 of 43. 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.