Secondary metabolite: Rosenonolactone 15,16-acetonide E



Rosenonolactone 15,16-acetonide E
Summary
Molecular formula: C23H34O5
SMILES: O=C1C[C@H]2[C@]3(C)CCC[C@@]2([C@]2([C@H]1C[C@@](C)(CC2)[C@@H]1COC(O1)(C)C)C)OC3=O
InChI: InChI=1S/C23H34O5/c1-19(2)26-13-17(27-19)20(3)9-10-22(5)14(12-20)15(24)11-16-21(4)7-6-8-23(16,22)28-18(21)25/h14,16-17H,6-13H2,1-5H3/t14-,16-,17-,20+,21-,22+,23+/m0/s1
InChIKey: ZPFFGPITQXYMAE-AJFOSQHKSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Lipids and lipid-like molecules
Class: Prenol lipids
Sub class: Terpene lactones
Synonymous chemical names:
rosenonolactone 15,16-acetonide e
Chemical structure download



Rosenonolactone 15,16-acetonide E
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 390.52
Log P RDKit 4.03
Topological polar surface area (Å2) RDKit 61.83
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 28
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.3
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 21
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0.91
Shape complexity RDKit 0.91
Number of rotatable bonds SwissADME 1
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5



Rosenonolactone 15,16-acetonide E
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer’s 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Number of Leadlikeness violations SwissADME 1
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.63



Rosenonolactone 15,16-acetonide E
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.48
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No




Designed by R.P. Vivek-Ananth, M Karthikeyan and Ajaya Kumar Sahoo