Secondary metabolite: (24E)-9a,11a-epoxy-3b-hydroxylanosta-7,24-dien-26-al



(24E)-9a,11a-epoxy-3b-hydroxylanosta-7,24-dien-26-al
Summary
Molecular formula: C30H46O3
SMILES: O=C/C(=C/CC[C@H]([C@H]1CC[C@@]2([C@]1(C)C[C@H]1O[C@]31C2=CCC1[C@]3(C)CC[C@@H](C1(C)C)O)C)C)/C
InChI: InChI=1S/C30H46O3/c1-19(18-31)9-8-10-20(2)21-13-15-27(5)23-12-11-22-26(3,4)24(32)14-16-28(22,6)30(23)25(33-30)17-29(21,27)7/h9,12,18,20-22,24-25,32H,8,10-11,13-17H2,1-7H3/b19-9+/t20-,21-,22?,24+,25-,27+,28+,29-,30+/m1/s1
InChIKey: YMOPKZYYURKDKI-SRIMDAHUSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Lipids and lipid-like molecules
Class: Prenol lipids
Sub class: Triterpenoids
Synonymous chemical names:
(24e)-9a,11a-epoxy-3b-hydroxylanosta-7,24-dien-26-al
Chemical structure download



(24E)-9a,11a-epoxy-3b-hydroxylanosta-7,24-dien-26-al
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 454.69
Log P RDKit 6.65
Topological polar surface area (Å2) RDKit 49.83
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
Stereochemical complexity RDKit 0.3
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 25
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0.83
Shape complexity RDKit 0.83
Number of rotatable bonds SwissADME 5
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 1
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 1
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5



(24E)-9a,11a-epoxy-3b-hydroxylanosta-7,24-dien-26-al
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Good
Egan filter RDKit Bad
Pfizer’s 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Number of Leadlikeness violations SwissADME 2
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.22



(24E)-9a,11a-epoxy-3b-hydroxylanosta-7,24-dien-26-al
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -4.52
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 4
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