Secondary metabolite: 3b,15a ,22b-Trihydroxylanosta-7,9(11),24-trien-26-oic acid



3b,15a ,22b-Trihydroxylanosta-7,9(11),24-trien-26-oic acid
Summary
Molecular formula: C30H46O5
SMILES: O[C@H]([C@H]([C@H]1CC[C@@]2([C@]1(C)CC=C1C2=C(O)CC2[C@]1(C)CC[C@@H](C2(C)C)O)C)C)C/C=C(/C(=O)O)C
InChI: InChI=1S/C30H46O5/c1-17(26(34)35)8-9-21(31)18(2)19-10-15-30(7)25-20(11-14-29(19,30)6)28(5)13-12-24(33)27(3,4)23(28)16-22(25)32/h8,11,18-19,21,23-24,31-33H,9-10,12-16H2,1-7H3,(H,34,35)/b17-8+/t18-,19+,21-,23?,24-,28+,29+,30-/m0/s1
InChIKey: CBEHYBSYVAWDEX-ZMCOKGDDSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Lipids and lipid-like molecules
Class: Prenol lipids
Sub class: Triterpenoids
Synonymous chemical names:
3b,15a ,22b-trihydroxylanosta-7,9(11),24-trien-26-oic acid
Chemical structure download



3b,15a ,22b-Trihydroxylanosta-7,9(11),24-trien-26-oic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 486.69
Log P RDKit 6.18
Topological polar surface area (Å2) RDKit 97.99
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 35
Number of heteroatoms RDKit 5
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 5
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,15a ,22b-Trihydroxylanosta-7,9(11),24-trien-26-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 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 0.35



3b,15a ,22b-Trihydroxylanosta-7,9(11),24-trien-26-oic acid
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -5.35
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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