Secondary metabolite: 22E,24R-ergosta-7,22-diene-3b,5 a ,6b,9 a ,14 a -pentol



22E,24R-ergosta-7,22-diene-3b,5 a ,6b,9 a ,14 a -pentol
Summary
Molecular formula: C28H46O5
SMILES: O[C@H]1CC[C@]2([C@@](C1)(O)[C@H](O)C=C1[C@]2(O)CC[C@]2([C@@]1(O)CC[C@@H]2[C@@H](C=C[C@@H](C(C)C)C)C)C)C
InChI: InChI=1S/C28H46O5/c1-17(2)18(3)7-8-19(4)21-10-12-26(31)22-15-23(30)28(33)16-20(29)9-11-25(28,6)27(22,32)14-13-24(21,26)5/h7-8,15,17-21,23,29-33H,9-14,16H2,1-6H3/t18-,19+,20-,21+,23+,24+,25+,26+,27+,28-/m0/s1
InChIKey: QGNJGKWIOMQCST-OJQMUZIISA-N
Chemical classification
Kingdom: Organic compounds
Super class: Lipids and lipid-like molecules
Class: Steroids and steroid derivatives
Sub class: Ergostane steroids
Synonymous chemical names:
22e,24r-ergosta-7,22-diene-3b,5 a ,6b,9 a ,14 a -pentol
Chemical structure download



22E,24R-ergosta-7,22-diene-3b,5 a ,6b,9 a ,14 a -pentol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 462.67
Log P RDKit 3.73
Topological polar surface area (Å2) RDKit 101.15
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.36
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 24
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0.86
Shape complexity RDKit 0.86
Number of rotatable bonds SwissADME 4
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 3
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4



22E,24R-ergosta-7,22-diene-3b,5 a ,6b,9 a ,14 a -pentol
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 1
Ghose filter RDKit Failed
Veber filter RDKit Good
Egan 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 0.41



22E,24R-ergosta-7,22-diene-3b,5 a ,6b,9 a ,14 a -pentol
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.21
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 No
P-glycoprotein substrate SwissADME Yes




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