Secondary metabolite: 3a ,16a,26-Trihydroxylanosta-7,9(11),24-trien-21-oic acid



3a ,16a,26-Trihydroxylanosta-7,9(11),24-trien-21-oic acid
Summary
Molecular formula: C30H46O4
SMILES: O=C[C@@H]([C@H]1[C@H](O)C[C@@]2([C@]1(C)CC=C1C2=CCC2[C@]1(C)CC[C@H](C2(C)C)O)C)CC/C=C(/CO)C
InChI: InChI=1S/C30H46O4/c1-19(17-31)8-7-9-20(18-32)26-23(33)16-30(6)22-10-11-24-27(2,3)25(34)13-14-28(24,4)21(22)12-15-29(26,30)5/h8,10,12,18,20,23-26,31,33-34H,7,9,11,13-17H2,1-6H3/b19-8+/t20-,23+,24?,25+,26-,28+,29+,30-/m0/s1
InChIKey: CCICGMBTPLDXDJ-HXZGCYILSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Lipids and lipid-like molecules
Class: Prenol lipids
Sub class: Triterpenoids
Synonymous chemical names:
3a ,16a,26-trihydroxylanosta-7,9(11),24-trien-21-oic acid
Chemical structure download



3a ,16a,26-Trihydroxylanosta-7,9(11),24-trien-21-oic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 470.69
Log P RDKit 5.38
Topological polar surface area (Å2) RDKit 77.76
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 34
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 0.27
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 23
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0.77
Shape complexity RDKit 0.77
Number of rotatable bonds SwissADME 6
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



3a ,16a,26-Trihydroxylanosta-7,9(11),24-trien-21-oic acid
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 2
Ghose filter RDKit Failed
Veber filter RDKit Good
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 0.36



3a ,16a,26-Trihydroxylanosta-7,9(11),24-trien-21-oic acid
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.96
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 No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes




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