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COCONUT Compound

108157-59-1

CNP0295596.1 · C28H40O6 · View on COCONUT ↗

2D Structure

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Identifiers

Name108157-59-1
IUPAC Name(1~{S},2~{S},4~{S},5~{R},10~{R},11~{S},14~{S},15~{S},18~{S})-15-[(1~{R})-1-[(2~{R},4~{S},5~{R})-4,5-dimethyl-6-oxo-tetrahydropyran-2-yl]-1-hydroxy-ethyl]-5-hydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.0^{2,4}.0^{5,10}.0^{14,18}]octadec-7-en-9-one
COCONUT IDCNP0295596.1
CAS108157-59-1
InChIKeyMLMDWCVFKUVZGH-AKAZKRMISA-N
InChIInChI=1S/C28H40O6/c1-14-13-20(33-24(30)15(14)2)27(5,31)18-9-8-16-21-17(10-12-25(16,18)3)26(4)19(29)7-6-11-28(26,32)23-22(21)34-23/h6-7,14-18,20-23,31-32H,8-13H2,1-5H3/t14-,15+,16-,17-,18-,20+,21-,22-,23-,25-,26-,27+,28-/m0/s1
SMILESC[C@H]1C[C@H]([C@](C)(O)[C@H]2CC[C@H]3[C@@H]4[C@@H]5O[C@@H]5[C@@]5(O)CC=CC(=O)[C@]5(C)[C@H]4CC[C@]23C)OC(=O)[C@@H]1C

Properties

Molecular FormulaC28H40O6
Molecular Weight472.62
Exact Mass472.28249
Log P (ALogP)3.43
TPSA96.36
H-Bond Donors / Acceptors2 / 6
Rotatable Bonds2
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.47
NP-likeness3.64

Classification

NP PathwayTerpenoids
NP SuperclassSteroids
NP ClassErgostane steroids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassSteroid lactones

Reported in GR-MAPs Plants

Withania somnifera as “Withania somnifera” in COCONUT

References (4)

  1. 10.1007/BF00598301
  2. 10.1016/J.PHYTOCHEM.2005.10.001
  3. 10.1021/acs.jnatprod.8b00665
  4. 10.1248/CPB.47.1646

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.