IMPPAT Phytochemical information: 
Lansioside C
Lansioside C
Summary

SMILES: OC(=O)CCC1(C)C(CCC2C(=C)CCC3C2(C)CCC(C3(C)C)OC2OCC(C(C2O)O)O)C(=CCC1C(=C)C)C
InChI: InChI=1S/C35H56O7/c1-20(2)23-11-9-21(3)24(34(23,7)18-16-29(37)38)12-13-25-22(4)10-14-27-33(5,6)28(15-17-35(25,27)8)42-32-31(40)30(39)26(36)19-41-32/h9,23-28,30-32,36,39-40H,1,4,10-19H2,2-3,5-8H3,(H,37,38)
InChIKey: ILGQYZQREAJTIJ-UHFFFAOYSA-N
DeepSMILES: OC=O)CCCC)CCCCC=C)CCCC6C)CCCC6C)C))OCOCCCC6O))O))O)))))))))))))))))C=CCC6C=C)C)))))C
Scaffold Graph/Node/Bond level: C=C1CCC2CC(OC3CCCCO3)CCC2C1CCC1C=CCCC1
Scaffold Graph/Node level: CC1CCC2CC(OC3CCCCO3)CCC2C1CCC1CCCCC1
Scaffold Graph level: CC1CCC2CC(CC3CCCCC3)CCC2C1CCC1CCCCC1
Functional groups: CC(=O)O; CO; CC=C(C)C; C=C(C)C; COC(C)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbohydrates and carbohydrate conjugates
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Onocerane triterpenoids
Synonymous chemical names:
lansioside c, Lansioside C
External chemical identifiers:
CID:CID_73816952
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Lansioside C
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 588.83
Log P RDKit 6.03
Topological polar surface area (Å2) RDKit 116.45
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 35
Number of heavy atoms RDKit 42
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.31
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 28
Shape complexity RDKit 0.8
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 1
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 1
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Lansioside C
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 4
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 0.191993
Lansioside C
ADME 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 -5.82
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
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