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COCONUT Compound

BRASSICASTEROL

CNP0215345.5 · C28H46O · View on COCONUT ↗

2D Structure

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Identifiers

NameBRASSICASTEROL
IUPAC Name(3~{S},8~{S},9~{S},10~{R},13~{R},14~{S},17~{R})-10,13-dimethyl-17-[(~{E},1~{R},4~{R})-1,4,5-trimethylhex-2-enyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1~{H}-cyclopenta[a]phenanthren-3-ol
COCONUT IDCNP0215345.5
CAS474-67-9
InChIKeyOILXMJHPFNGGTO-ZAUYPBDWSA-N
InChIInChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-9,18-20,22-26,29H,10-17H2,1-6H3/b8-7+/t19-,20+,22-,23-,24+,25-,26-,27-,28+/m0/s1
SMILESCC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

Properties

Molecular FormulaC28H46O
Molecular Weight398.68
Exact Mass398.35487
Log P (ALogP)7.41
TPSA20.23
H-Bond Donors / Acceptors1 / 1
Rotatable Bonds4
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.49
NP-likeness2.84

Classification

NP PathwayTerpenoids
NP SuperclassSteroids
NP ClassCholestane steroids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassErgostane steroids

Reported in GR-MAPs Plants

Nicotiana tabacum as “Nicotiana tabacum” in COCONUT
Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT

References (80)

  1. 10.1002/(SICI)1099-1573(199902)13:1<78::AID-PTR384>3.0.CO;2-F
  2. 10.1002/CHIN.199517179
  3. 10.1007/BF00565153
  4. 10.1007/BF02535649
  5. 10.1007/BF02660305
  6. 10.1007/S10565-006-0033-0
  7. 10.1007/S10600-010-9670-X
  8. 10.1007/S11746-998-0009-8
  9. 10.1007/SPRINGERREFERENCE_68783
  10. 10.1016/0031-9422(82)83189-0
  11. 10.1016/0031-9422(83)80230-1
  12. 10.1016/0031-9422(84)83024-1
  13. 10.1016/0031-9422(84)83081-2
  14. 10.1016/0031-9422(88)80204-8
  15. 10.1016/0031-9422(88)80434-5
  16. 10.1016/0031-9422(91)80079-G
  17. 10.1016/0031-9422(91)83027-I
  18. 10.1016/0031-9422(92)80435-H
  19. 10.1016/0031-9422(92)83142-L
  20. 10.1016/0031-9422(92)83637-E
  21. 10.1016/0031-9422(93)80053-U
  22. 10.1016/0031-9422(93)85095-9
  23. 10.1016/0039-128X(80)90095-1
  24. 10.1016/0039-128X(81)90070-2
  25. 10.1016/0039-128X(82)90018-6
  26. 10.1016/0039-128X(82)90021-6
  27. 10.1016/0039-128X(82)90042-3
  28. 10.1016/0039-128X(83)90093-4
  29. 10.1016/0039-128X(89)90015-9
  30. 10.1016/0039-128X(89)90036-6
  31. 10.1016/0039-128X(94)90124-4
  32. 10.1016/0039-128X(95)00055-U
  33. 10.1016/0305-0491(82)90526-0
  34. 10.1016/0305-0491(89)90334-9
  35. 10.1016/0305-0491(90)90149-N
  36. 10.1016/0305-0491(92)90235-J
  37. 10.1016/0305-0491(92)90236-K
  38. 10.1016/0305-1978(89)90010-0
  39. 10.1016/0305-1978(91)90009-O
  40. 10.1016/0378-8741(79)90007-2

Showing 40 of 80. 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.