|
Menu

COCONUT Compound

Stigmasterol glucoside

CNP0198481.3 · C35H58O6 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameStigmasterol glucoside
IUPAC Name(2~{R},3~{R},4~{S},5~{S},6~{R})-2-[[(3~{S},8~{S},9~{S},10~{R},13~{R},14~{S},17~{R})-17-[(~{E},1~{R},4~{S})-4-ethyl-1,5-dimethyl-hex-2-enyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1~{H}-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
COCONUT IDCNP0198481.3
CAS19716-26-8
InChIKeyVWDLOXMZIGUBKM-AUGXRQBFSA-N
InChIInChI=1S/C35H58O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h8-10,20-22,24-33,36-39H,7,11-19H2,1-6H3/b9-8+/t21-,22-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s1
SMILESCC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C

Properties

Molecular FormulaC35H58O6
Molecular Weight574.84
Exact Mass574.42334
Log P (ALogP)5.63
TPSA99.38
H-Bond Donors / Acceptors4 / 6
Rotatable Bonds8
Lipinski's Rule of 5 Violations2
QED Drug-likeness0.28
NP-likeness2.78

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

Bacopa monnieri as “Bacopa monnieri” in COCONUT
Withania somnifera as “Withania somnifera” in COCONUT
Foeniculum vulgare as “Foeniculum vulgare” in COCONUT
Vitex negundo as “Vitex negundo” in COCONUT
Tanacetum cinerariifolium as “Tanacetum cinerariifolium” in COCONUT

References (164)

  1. 10.1002/CHIN.200342212
  2. 10.1002/CHIN.200352219
  3. 10.1002/CHIN.200447158
  4. 10.1002/CHIN.200549164
  5. 10.1002/CHIN.201034210
  6. 10.1002/HLCA.200790179
  7. 10.1002/JCCS.198200006
  8. 10.1002/JCCS.199200061
  9. 10.1002/JCCS.199900010
  10. 10.1002/JCCS.199900110
  11. 10.1002/JCCS.200000124
  12. 10.1002/JCCS.200100177
  13. 10.1002/JCCS.200300156
  14. 10.1002/JCCS.200400131
  15. 10.1002/JPS.2600770620
  16. 10.1007/BF00630363
  17. 10.1007/BF00630450
  18. 10.1007/S10600-005-0133-8
  19. 10.1007/S10600-006-0193-4
  20. 10.1007/S10600-007-0133-Y
  21. 10.1007/S10600-011-9772-0
  22. 10.1007/S10600-011-9914-4
  23. 10.1007/S10600-011-9944-Y
  24. 10.1007/S10600-017-2003-6
  25. 10.1007/S10600-017-2124-Y
  26. 10.1007/S11745-005-1388-Y
  27. 10.1007/s11745-005-1388-y
  28. 10.1016/0031-9422(73)80027-5
  29. 10.1016/0031-9422(74)85034-X
  30. 10.1016/0031-9422(83)80160-5
  31. 10.1016/0031-9422(83)80245-3
  32. 10.1016/0031-9422(83)83036-2
  33. 10.1016/0031-9422(84)83094-0
  34. 10.1016/0031-9422(88)80126-2
  35. 10.1016/0031-9422(89)80227-4
  36. 10.1016/0031-9422(89)80349-8
  37. 10.1016/0031-9422(90)80133-2
  38. 10.1016/0031-9422(90)83073-A
  39. 10.1016/0031-9422(90)85299-U
  40. 10.1016/0031-9422(90)85356-K

Showing 40 of 164. 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.