IMPPAT Phytochemical information: 
Lanosta-7,9(11)-diene-3,18,20-triol
Lanosta-7,9(11)-diene-3,18,20-triol
Summary

SMILES: OC[C@@]12CC=C3C(=CC[C@@H]4[C@]3(C)CC[C@@H](C4(C)C)O)[C@]2(C)CC[C@@H]1[C@@](CCCC(C)C)(O)C
InChI: InChI=1S/C30H50O3/c1-20(2)9-8-15-29(7,33)24-13-17-28(6)22-10-11-23-26(3,4)25(32)14-16-27(23,5)21(22)12-18-30(24,28)19-31/h10,12,20,23-25,31-33H,8-9,11,13-19H2,1-7H3/t23-,24+,25-,27+,28-,29+,30-/m0/s1
InChIKey: JOPRVELNJNDZKO-PDAYTSEQSA-N
DeepSMILES: OC[C@]CC=CC=CC[C@@H][C@]6C)CC[C@@H]C6C)C))O))))))))[C@]6C)CC[C@@H]9[C@@]CCCCC)C)))))O)C
Scaffold Graph/Node/Bond level: C1=C2C(=CCC3CCCCC23)C2CCCC2C1
Scaffold Graph/Node level: C1CCC2C(C1)CCC1C3CCCC3CCC21
Scaffold Graph level: C1CCC2C(C1)CCC1C3CCCC3CCC21
Functional groups: CO; CC=C(C)C(=CC)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Triterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Lanostane, Tirucallane and Euphane triterpenoids
Synonymous chemical names:
(20ξ)-lanosta-7,9(11)-diene-3β,18,20-triol, (20 ξ)-lanosta-7,9(11)-diene-3β,18,20-triol
External chemical identifiers:
CID:CID_91695604
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Lanosta-7,9(11)-diene-3,18,20-triol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 458.73
Log P RDKit 6.42
Topological polar surface area (Å2) RDKit 60.69
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.23
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 26
Shape complexity RDKit 0.87
Number of rotatable bonds RDKit 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
Lanosta-7,9(11)-diene-3,18,20-triol
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 3
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.430129
Lanosta-7,9(11)-diene-3,18,20-triol
ADME 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 -4.79
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No