IMPPAT Phytochemical information: 
Strophanthobiose

Strophanthobiose
Summary

SMILES: O=CC[C@@H]([C@@H]([C@H](O)C)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)OC
InChI: InChI=1S/C13H24O9/c1-6(16)12(7(20-2)3-4-14)22-13-11(19)10(18)9(17)8(5-15)21-13/h4,6-13,15-19H,3,5H2,1-2H3/t6-,7+,8-,9-,10+,11-,12-,13+/m1/s1
InChIKey: DTSRDSSUHQPLEH-IYLKWMOSSA-N
DeepSMILES: O=CC[C@@H][C@@H][C@H]O)C))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))))OC
Scaffold Graph/Node/Bond level: C1CCOCC1
Scaffold Graph/Node level: C1CCOCC1
Scaffold Graph level: C1CCCCC1
Functional groups: CC=O; CO; CO[C@@H](C)OC; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Fatty Acyls
ClassyFire Subclass: Fatty acyl glycosides
NP Classifier Biosynthetic pathway: Carbohydrates
Synonymous chemical names:
strophanthobiose
External chemical identifiers:
CID:CID_14236734; FDASRS:42HVE7925J
Chemical structure download


Strophanthobiose
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 324.33
Log P RDKit -2.84
Topological polar surface area (Å2) RDKit 145.91
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 22
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.62
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.92
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 1
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1


Strophanthobiose
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 1
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.297816


Strophanthobiose
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -10.32
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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