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COCONUT Compound

beta-Sitosterol acetate

CNP0133167.1 · C31H52O2 · View on COCONUT ↗

2D Structure

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Identifiers

Namebeta-Sitosterol acetate
IUPAC Name[(3~{S},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-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1~{H}-cyclopenta[a]phenanthren-3-yl] acetate
COCONUT IDCNP0133167.1
CAS915-05-9
InChIKeyPBWOIPCULUXTNY-LBKBYZTLSA-N
InChIInChI=1S/C31H52O2/c1-8-23(20(2)3)10-9-21(4)27-13-14-28-26-12-11-24-19-25(33-22(5)32)15-17-30(24,6)29(26)16-18-31(27,28)7/h11,20-21,23,25-29H,8-10,12-19H2,1-7H3/t21-,23-,25+,26+,27-,28+,29+,30+,31-/m1/s1
SMILESCC[C@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC(C)=O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C

Properties

Molecular FormulaC31H52O2
Molecular Weight456.76
Exact Mass456.39673
Log P (ALogP)8.60
TPSA26.30
H-Bond Donors / Acceptors0 / 2
Rotatable Bonds7
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.28
NP-likeness2.50

Classification

NP PathwayTerpenoids
NP SuperclassSteroids
NP ClassCholestane steroids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassC24-propyl sterols and derivatives

Reported in GR-MAPs Plants

Vitex negundo as “Vitex negundo” in COCONUT

References (20)

  1. 10.1002/CHIN.198040310
  2. 10.1007/BF00574230
  3. 10.1007/BF00630675
  4. 10.1007/BF02859211
  5. 10.1016/0031-9422(81)80037-4
  6. 10.1016/0031-9422(82)85252-7
  7. 10.1016/0031-9422(84)83081-2
  8. 10.1016/0031-9422(88)80032-3
  9. 10.1016/0031-9422(90)85251-A
  10. 10.1016/0031-9422(91)83651-Z
  11. 10.1016/0031-9422(92)83142-L
  12. 10.1016/0031-9422(92)83143-M
  13. 10.1016/0031-9422(93)85483-8
  14. 10.1016/J.JPBA.2009.01.038
  15. 10.1016/S0031-9422(00)89902-1
  16. 10.1016/S0031-9422(97)00783-8
  17. 10.1021/ACS.JAFC.8B03600
  18. 10.1021/NP100902F
  19. 10.1021/np100902f
  20. 10.1080/10286020.2011.619183

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.