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COCONUT Compound

Stigmast-4-en-3-one

CNP0192047.2 · C29H48O · View on COCONUT ↗

2D Structure

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Identifiers

NameStigmast-4-en-3-one
IUPAC Name(8~{S},9~{S},10~{R},13~{R},14~{S},17~{R})-17-[(1~{R},4~{R})-4-ethyl-1,5-dimethyl-hexyl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
COCONUT IDCNP0192047.2
CAS1058-61-3, 67392-96-5
InChIKeyRUVUHIUYGJBLGI-XJZKHKOHSA-N
InChIInChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h18-21,24-27H,7-17H2,1-6H3/t20-,21-,24+,25-,26+,27+,28+,29-/m1/s1
SMILESCC[C@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C

Properties

Molecular FormulaC29H48O
Molecular Weight412.70
Exact Mass412.37052
Log P (ALogP)8.23
TPSA17.07
H-Bond Donors / Acceptors0 / 1
Rotatable Bonds6
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.43
NP-likeness2.40

Classification

NP PathwayTerpenoids
NP SuperclassSteroids
NP ClassStigmastane steroids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassStigmastanes and derivatives

Reported in GR-MAPs Plants

Murraya koenigii as “Murraya koenigii” in COCONUT
Zingiber zerumbet as “Zingiber zerumbet” in COCONUT
Eucalyptus citriodora as “Corymbia citriodora; Eucalyptus citriodora” in COCONUT
Canabis Sativa as “Cannabis sativa” in COCONUT

References (152)

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  2. 10.1002/ARDP.19803130604
  3. 10.1002/CBDV.200900198
  4. 10.1002/CHIN.200434239
  5. 10.1002/HLCA.200790079
  6. 10.1002/HLCA.201000289
  7. 10.1002/JCCS.199300062
  8. 10.1002/JCCS.199400028
  9. 10.1002/JCCS.199800016
  10. 10.1002/JCCS.199800048
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  14. 10.1002/JCCS.200400100
  15. 10.1002/JCCS.200500117
  16. 10.1002/JHRC.1240090210
  17. 10.1002/PTR.1003
  18. 10.1002/PTR.3346
  19. 10.1002/PTR.865
  20. 10.1002/hlca.200890229
  21. 10.1002/ptr.1003
  22. 10.1007/BF00568712
  23. 10.1007/BF00630021
  24. 10.1007/BF00630431
  25. 10.1007/BF02532172
  26. 10.1007/BF02977795
  27. 10.1007/S10600-010-9659-5
  28. 10.1007/S10600-011-9919-Z
  29. 10.1007/S11418-007-0156-5
  30. 10.1007/S12272-010-0904-Z
  31. 10.1016/0031-9422(83)80054-5
  32. 10.1016/0031-9422(88)80455-2
  33. 10.1016/0031-9422(88)83126-1
  34. 10.1016/0031-9422(90)80195-M
  35. 10.1016/0031-9422(92)80369-P
  36. 10.1016/0031-9422(92)80374-N
  37. 10.1016/0031-9422(92)90048-U
  38. 10.1016/0031-9422(93)85483-8
  39. 10.1016/0031-9422(93)85532-V
  40. 10.1016/0031-9422(94)00901-5

Showing 40 of 152. 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.