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COCONUT Compound

24-Methylenecholesterol

CNP0211064.3 · C28H46O · View on COCONUT ↗

2D Structure

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Identifiers

Name24-Methylenecholesterol
IUPAC Name(3~{S},8~{S},9~{S},10~{R},13~{R},14~{S},17~{R})-17-[(1~{R})-1,5-dimethyl-4-methylene-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1~{H}-cyclopenta[a]phenanthren-3-ol
COCONUT IDCNP0211064.3
CAS474-63-5
InChIKeyINDVLXYUCBVVKW-PXBBAZSNSA-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/h9,18,20,22-26,29H,3,7-8,10-17H2,1-2,4-6H3/t20-,22+,23+,24-,25+,26+,27+,28-/m1/s1
SMILESC=C(CC[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)C(C)C

Properties

Molecular FormulaC28H46O
Molecular Weight398.68
Exact Mass398.35487
Log P (ALogP)7.55
TPSA20.23
H-Bond Donors / Acceptors1 / 1
Rotatable Bonds5
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.47
NP-likeness2.97

Classification

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

Reported in GR-MAPs Plants

Catharanthus roseus as “Catharanthus roseus” in COCONUT
Nicotiana tabacum as “Nicotiana tabacum” in COCONUT
Oryza sativa as “Oryza sativa” in COCONUT

References (118)

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  2. 10.1002/CHIN.199643209
  3. 10.1002/CHIN.199806223
  4. 10.1002/JCCS.199900040
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  6. 10.1002/bscb.19810900913
  7. 10.1007/BF00565153
  8. 10.1007/BF00575174
  9. 10.1007/BF01946725
  10. 10.1007/BF01952468
  11. 10.1007/BF02534547
  12. 10.1007/BF02534722
  13. 10.1007/BF02537347
  14. 10.1007/BF02541591
  15. 10.1007/BF02637687
  16. 10.1007/BF02660305
  17. 10.1007/S10600-010-9670-X
  18. 10.1007/S11172-010-0068-5
  19. 10.1007/S11746-998-0009-8
  20. 10.1016/0031-9422(75)85354-4
  21. 10.1016/0031-9422(82)83189-0
  22. 10.1016/0031-9422(83)83040-4
  23. 10.1016/0031-9422(84)83024-1
  24. 10.1016/0031-9422(84)83081-2
  25. 10.1016/0031-9422(88)80032-3
  26. 10.1016/0031-9422(88)80200-0
  27. 10.1016/0031-9422(88)80428-X
  28. 10.1016/0031-9422(90)85251-A
  29. 10.1016/0031-9422(91)80079-G
  30. 10.1016/0031-9422(91)83027-I
  31. 10.1016/0031-9422(91)83634-W
  32. 10.1016/0031-9422(91)83651-Z
  33. 10.1016/0031-9422(92)80435-H
  34. 10.1016/0031-9422(92)83142-L
  35. 10.1016/0031-9422(92)83440-A
  36. 10.1016/0031-9422(93)80053-U
  37. 10.1016/0031-9422(96)00027-1
  38. 10.1016/0039-128X(80)90095-1
  39. 10.1016/0039-128X(81)90070-2
  40. 10.1016/0039-128X(82)90021-6

Showing 40 of 118. 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.