IMPPAT Phytochemical information: 
Lyoniol D
Lyoniol D
Summary

SMILES: CC(=O)O[C@@H]1[C@@H](O)[C@]23C[C@H]([C@](C2)(C)O)CC[C@H]3[C@@]([C@H]2[C@@]1(O)C(C)(C)[C@H]([C@@H]2O)O)(C)O
InChI: InChI=1S/C22H36O8/c1-10(23)30-17-16(26)21-8-11(19(4,27)9-21)6-7-12(21)20(5,28)14-13(24)15(25)18(2,3)22(14,17)29/h11-17,24-29H,6-9H2,1-5H3/t11-,12+,13-,14+,15+,16-,17-,19-,20-,21-,22+/m1/s1
InChIKey: GGKQYJVHMKHZMF-ZLVALDHDSA-N
DeepSMILES: CC=O)O[C@@H][C@@H]O)[C@]C[C@H][C@]C5)C)O))CC[C@H]6[C@@][C@H][C@@]%11O)CC)C)[C@H][C@@H]5O))O)))))C)O
Scaffold Graph/Node/Bond level: C1CC2CCC34CCC(CCC3CC2C1)C4
Scaffold Graph/Node level: C1CC2CCC34CCC(CCC3CC2C1)C4
Scaffold Graph level: C1CC2CCC34CCC(CCC3CC2C1)C4
Functional groups: CC(=O)OC; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Grayanotoxane diterpenoids
Synonymous chemical names:
lyoniol d, Lyoniol D
External chemical identifiers:
CID:CID_101316992; ZINC:ZINC000095913404
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Lyoniol D
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 428.52
Log P RDKit -0.29
Topological polar surface area (Å2) RDKit 147.68
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 6
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 30
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.5
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 21
Shape complexity RDKit 0.95
Number of rotatable bonds RDKit 2
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 4
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Lyoniol D
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 0
Ghose filter RDKit Passed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.3123
Lyoniol D
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.44
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 Yes