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COCONUT Compound

2,3-Didehydrosomnifericin

CNP0411952.1 · C28H40O7 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name2,3-Didehydrosomnifericin
IUPAC Name(2~{R})-5-(hydroxymethyl)-4-methyl-2-[(1~{S})-1-[(4~{S},5~{S},6~{S},8~{S},9~{S},10~{R},13~{S},14~{S},17~{R})-4,5,6-trihydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4~{H}-cyclopenta[a]phenanthren-17-yl]ethyl]-2,3-dihydropyran-6-one
COCONUT IDCNP0411952.1
CAS173614-88-5
InChIKeyMYGPMUHRIQQNSB-DAKZBPTQSA-N
InChIInChI=1S/C28H40O7/c1-14-11-21(35-25(33)17(14)13-29)15(2)18-5-6-19-16-12-24(32)28(34)23(31)8-7-22(30)27(28,4)20(16)9-10-26(18,19)3/h7-8,15-16,18-21,23-24,29,31-32,34H,5-6,9-13H2,1-4H3/t15-,16-,18+,19-,20-,21+,23-,24-,26+,27-,28+/m0/s1
SMILESCC1=C(CO)C(=O)O[C@@H]([C@@H](C)[C@H]2CC[C@H]3[C@@H]4C[C@H](O)[C@]5(O)[C@@H](O)C=CC(=O)[C@]5(C)[C@H]4CC[C@]23C)C1

Properties

Molecular FormulaC28H40O7
Molecular Weight488.62
Exact Mass488.27740
Log P (ALogP)2.31
TPSA124.29
H-Bond Donors / Acceptors4 / 7
Rotatable Bonds3
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.45
NP-likeness3.63

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 (6)

  1. 10.1016/J.EJMECH.2012.05.032
  2. 10.1016/J.PHYTOCHEM.2010.12.020
  3. 10.1016/j.ejmech.2012.05.032
  4. 10.1248/CPB.47.1646
  5. 10.1248/CPB.50.760
  6. 10.3987/COM-91-5791

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.