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COCONUT Compound

cholesterol

CNP0174859.1 · C27H46O · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Namecholesterol
IUPAC Name(3~{S},8~{S},9~{S},10~{R},13~{R},14~{S},17~{R})-17-[(1~{R})-1,5-dimethylhexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1~{H}-cyclopenta[a]phenanthren-3-ol
COCONUT IDCNP0174859.1
CAS57-88-5, 129111-15-5, 80356-14-5, 22243-67-0
InChIKeyHVYWMOMLDIMFJA-DPAQBDIFSA-N
InChIInChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
SMILESCC(C)CCC[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 FormulaC27H46O
Molecular Weight386.66
Exact Mass386.35487
Log P (ALogP)7.39
TPSA20.23
H-Bond Donors / Acceptors1 / 1
Rotatable Bonds5
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.49
NP-likeness2.53

Classification

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

Reported in GR-MAPs Plants

Catharanthus roseus as “Catharanthus roseus” in COCONUT
Centella asiatica as “Centella asiatica” in COCONUT
Nicotiana tabacum as “Nicotiana tabacum” in COCONUT
Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT
Azadirachta indica as “Azadirachta indica” in COCONUT
Cassia angustifolia as “Senna alexandrina” in COCONUT
Canabis Sativa as “Cannabis sativa” in COCONUT
Rauvolfia serpentina as “Rauvolfia serpentina” in COCONUT
Oryza sativa as “Oryza sativa” in COCONUT
Gossypium hirsutum as “Gossypium hirsutum” in COCONUT
Solanum lycopersicum as “Solanum lycopersicum” in COCONUT

References (347)

  1. 10.1002/(SICI)1099-1573(199902)13:1<78::AID-PTR384>3.0.CO;2-F
  2. 10.1002/(SICI)1099-1573(199906)13:4<329::AID-PTR458>3.0.CO;2-U
  3. 10.1002/ARDP.19873200503
  4. 10.1002/BSCB.19810900913
  5. 10.1002/CHIN.199517179
  6. 10.1002/JCCS.200000026
  7. 10.1002/JPS.2600710621
  8. 10.1002/JSFA.2740580210
  9. 10.1002/JSFA.2740590309
  10. 10.1002/PRAC.19953370184
  11. 10.1002/PTR.2650080603
  12. 10.1002/bms.1200030207
  13. 10.1002/bscb.19810900913
  14. 10.1006/BIOO.1993.1007
  15. 10.1007/978-3-540-71095-0_3622
  16. 10.1007/BF00269127
  17. 10.1007/BF00269298
  18. 10.1007/BF00399022
  19. 10.1007/BF00565153
  20. 10.1007/BF00569611
  21. 10.1007/BF00574332
  22. 10.1007/BF00574357
  23. 10.1007/BF00574376
  24. 10.1007/BF00575174
  25. 10.1007/BF00575732
  26. 10.1007/BF00579172
  27. 10.1007/BF00579640
  28. 10.1007/BF00598098
  29. 10.1007/BF00633411
  30. 10.1007/BF00713348
  31. 10.1007/BF00986610
  32. 10.1007/BF01196983
  33. 10.1007/BF01316801
  34. 10.1007/BF01946725
  35. 10.1007/BF01952468
  36. 10.1007/BF01963582
  37. 10.1007/BF02236284
  38. 10.1007/BF02238348
  39. 10.1007/BF02249626
  40. 10.1007/BF02534217

Showing 40 of 347. 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.