Secondary metabolite: 3b-Hydroxy-15a-acetoxy-5alanosta-7,9(11),24-trien-26-al



3b-Hydroxy-15a-acetoxy-5alanosta-7,9(11),24-trien-26-al
Summary
Molecular formula: C31H46O4
SMILES: O=C/C(=C/CC[C@H]([C@H]1C[C@@H](C2[C@]1(C)CC=C1C2=CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)OC(=O)C)C)/C
InChI: InChI=1S/C31H46O4/c1-19(18-32)9-8-10-20(2)24-17-25(35-21(3)33)28-22-11-12-26-29(4,5)27(34)14-16-30(26,6)23(22)13-15-31(24,28)7/h9,11,13,18,20,24-28,34H,8,10,12,14-17H2,1-7H3/b19-9+/t20-,24-,25+,26+,27+,28?,30-,31-/m1/s1
InChIKey: RIJMEOHCVLVEOC-MHEPUCMQSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Lipids and lipid-like molecules
Class: Steroids and steroid derivatives
Sub class: Bile acids, alcohols and derivatives
Synonymous chemical names:
3b-hydroxy-15a-acetoxy-5alanosta-7,9(11),24-trien-26-al
Chemical structure download



3b-Hydroxy-15a-acetoxy-5alanosta-7,9(11),24-trien-26-al
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 482.7
Log P RDKit 6.59
Topological polar surface area (Å2) RDKit 63.6
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 31
Number of heavy atoms RDKit 35
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.26
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 23
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0.74
Shape complexity RDKit 0.74
Number of rotatable bonds SwissADME 7
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4



3b-Hydroxy-15a-acetoxy-5alanosta-7,9(11),24-trien-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 4
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 0.26



3b-Hydroxy-15a-acetoxy-5alanosta-7,9(11),24-trien-26-al
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.03
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No




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