IMPPAT Phytochemical information: 
Indicoside B
Indicoside B
Summary

SMILES: CO[C@H]1[C@H](COS(=O)(=O)[O-])O[C@H]([C@@H]1O)O[C@H](C(C)C)CC[C@H]([C@H]1C[C@H]([C@@H]2[C@]1(C)CC[C@H]1[C@@]2(O)C[C@@H]([C@@H]2[C@]1(C)CC[C@@H](C2)O)O)O)C.[Na+]
InChI: InChI=1S/C33H58O12S.Na/c1-17(2)24(44-30-27(37)28(42-6)25(45-30)16-43-46(39,40)41)8-7-18(3)20-14-22(35)29-32(20,5)12-10-26-31(4)11-9-19(34)13-21(31)23(36)15-33(26,29)38;/h17-30,34-38H,7-16H2,1-6H3,(H,39,40,41);/q;+1/p-1/t18-,19+,20-,21-,22-,23+,24+,25+,26-,27-,28+,29-,30-,31+,32-,33+;/m1./s1
InChIKey: IBGRVYOSJQYELQ-LKNOIKRKSA-M
DeepSMILES: CO[C@H][C@H]COS=O)=O)[O-]))))O[C@H][C@@H]5O))O[C@H]CC)C))CC[C@H][C@H]C[C@H][C@@H][C@]5C)CC[C@H][C@@]6O)C[C@@H][C@@H][C@]6C)CC[C@@H]C6)O))))))O)))))))))O))))C.[Na+]
Scaffold Graph/Node/Bond level: C(CCC1CCC2C1CCC1C3CCCCC3CCC21)COC1CCCO1
Scaffold Graph/Node level: C(CCC1CCC2C1CCC1C3CCCCC3CCC21)COC1CCCO1
Scaffold Graph level: C(CCC1CCCC1)CCC1CCC2C1CCC1C3CCCCC3CCC21
Functional groups: CO; COC; COS(=O)(=O)[O-]; CO[C@@H](C)OC; [Na+]
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Steroidal glycosides
Synonymous chemical names:
Indicoside B
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Indicoside B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 700.86
Log P RDKit -0.9
Topological polar surface area (Å2) RDKit 195.27
Number of hydrogen bond acceptors RDKit 12
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 33
Number of heavy atoms RDKit 47
Number of heteroatoms RDKit 14
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 1
Number of chiral carbon atoms RDKit 16
Stereochemical complexity RDKit 0.48
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 0
Number of sp3 hybridized carbon atoms RDKit 33
Shape complexity RDKit 1
Number of rotatable bonds RDKit 11
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Indicoside B
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 Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.101497
Indicoside B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.78
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