|
Menu

COCONUT Compound

Sarsasapogenin

CNP0192382.4 · C27H44O3 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameSarsasapogenin
IUPAC Name(1~{R},2~{S},4~{S},5'~{S},6~{R},7~{S},8~{R},9~{S},12~{S},13~{S},16~{S},18~{R})-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane-6,2'-tetrahydropyran]-16-ol
COCONUT IDCNP0192382.4
CAS126-19-2
InChIKeyGMBQZIIUCVWOCD-WWASVFFGSA-N
InChIInChI=1S/C27H44O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28H,5-15H2,1-4H3/t16-,17-,18+,19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1
SMILESC[C@H]1CC[C@@]2(OC1)O[C@H]1C[C@H]3[C@@H]4CC[C@@H]5C[C@@H](O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C

Properties

Molecular FormulaC27H44O3
Molecular Weight416.65
Exact Mass416.32905
Log P (ALogP)5.79
TPSA38.69
H-Bond Donors / Acceptors1 / 3
Rotatable Bonds0
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.54
NP-likeness3.09

Classification

NP PathwayTerpenoids
NP SuperclassSteroids
NP ClassSpirostane steroids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassHydroxysteroids

Reported in GR-MAPs Plants

Asparagus racemosus as “Asparagus racemosus” in COCONUT

References (23)

  1. 10.1002/9780470744307.gat218
  2. 10.1002/JHET.5570210341
  3. 10.1002/biuz.19840140514
  4. 10.1002/food.19880321030
  5. 10.1007/S10600-005-0151-6
  6. 10.1016/0031-9422(88)80057-8
  7. 10.1016/0031-9422(95)00658-3
  8. 10.1016/0039-128X(95)00090-D
  9. 10.1016/S0031-9422(00)81827-0
  10. 10.1016/S0031-9422(82)85045-0
  11. 10.1021/JA01202A046
  12. 10.1021/JF000467T
  13. 10.1021/JF020486Y
  14. 10.1021/JF960200N
  15. 10.1021/NP50016A007
  16. 10.1021/NP50048A043
  17. 10.1021/np50016a007
  18. 10.1055/S-2007-969807
  19. 10.1071/CH9540124
  20. 10.1071/ch9540124
  21. 10.3109/13880207709055166
  22. 10.3891/ACTA.CHEM.SCAND.07-1220
  23. 10.3891/ACTA.CHEM.SCAND.08-1304

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.