Secondary metabolite: 8β-Hydroxy-18-norcleistanth-4(5),13(17),15-trien-3-one



8β-Hydroxy-18-norcleistanth-4(5),13(17),15-trien-3-one
Summary
Molecular formula: C19H26O2
SMILES: C=C[C@@H]1C(=C)CC[C@H]2[C@@]1(O)CCC1=C(C)C(=O)CC[C@]21C
InChI: InChI=1S/C19H26O2/c1-5-14-12(2)6-7-17-18(4)10-9-16(20)13(3)15(18)8-11-19(14,17)21/h5,14,17,21H,1-2,6-11H2,3-4H3/t14-,17-,18+,19-/m1/s1
InChIKey: DPNLQJIMSLBJNN-DQEVTTJGSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Lipids and lipid-like molecules
Class: Steroids and steroid derivatives
Sub class: Oxosteroids
Synonymous chemical names:
8β-hydroxy-18-norcleistanth-4(5),13(17),15-trien-3-one
Chemical structure download



8β-Hydroxy-18-norcleistanth-4(5),13(17),15-trien-3-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 286.42
Log P RDKit 3.97
Topological polar surface area (Å2) RDKit 37.3
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 21
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.21
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 12
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0.63
Shape complexity RDKit 0.63
Number of rotatable bonds SwissADME 1
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
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 3



8β-Hydroxy-18-norcleistanth-4(5),13(17),15-trien-3-one
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 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Egan filter RDKit Good
Pfizer’s 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Number of Leadlikeness violations SwissADME 0
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.74



8β-Hydroxy-18-norcleistanth-4(5),13(17),15-trien-3-one
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.11
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
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