IMPPAT Phytochemical information: 
Orthenthose
Orthenthose
Summary

SMILES: CO[C@H]1C[C@@H](O[C@H]([C@@H]1O[C@H]1C[C@H](OC)[C@H]([C@@H](O1)C)O[C@H]1C[C@H](OC)[C@H]([C@@H](O1)C)O)C)O[C@@H]1[C@@H](OC)C[C@@H](O[C@H]1C)O
InChI: InChI=1S/C28H50O13/c1-13-25(30)17(31-5)10-22(36-13)39-27-15(3)38-24(12-19(27)33-7)41-28-16(4)37-23(11-20(28)34-8)40-26-14(2)35-21(29)9-18(26)32-6/h13-30H,9-12H2,1-8H3/t13-,14-,15-,16-,17-,18-,19-,20-,21+,22-,23-,24-,25-,26-,27-,28-/m0/s1
InChIKey: SVICIRIKJUYFAG-CMBLWHRASA-N
DeepSMILES: CO[C@H]C[C@@H]O[C@H][C@@H]6O[C@H]C[C@H]OC))[C@H][C@@H]O6)C))O[C@H]C[C@H]OC))[C@H][C@@H]O6)C))O))))))))))))C)))O[C@@H][C@@H]OC))C[C@@H]O[C@H]6C)))O
Scaffold Graph/Node/Bond level: C1CCC(OC2CCC(OC3CCC(OC4CCCOC4)OC3)OC2)OC1
Scaffold Graph/Node level: C1CCC(OC2CCC(OC3CCC(OC4CCCOC4)OC3)OC2)OC1
Scaffold Graph level: C1CCC(CC2CCC(CC3CCC(CC4CCCCC4)CC3)CC2)CC1
Functional groups: COC; C[C@H](OC)OC; C[C@H](O)OC; CO
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: Carbohydrates
NP Classifier Superclass: Saccharides
NP Classifier Class: Polysaccharides
Synonymous chemical names:
orthenthose, Orthenthose
External chemical identifiers:
CID:CID_102145335
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Orthenthose
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 594.7
Log P RDKit 1.09
Topological polar surface area (Å2) RDKit 141.99
Number of hydrogen bond acceptors RDKit 13
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 41
Number of heteroatoms RDKit 13
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 16
Stereochemical complexity RDKit 0.57
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 0
Number of sp3 hybridized carbon atoms RDKit 28
Shape complexity RDKit 1
Number of rotatable bonds RDKit 10
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 4
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 0
Number of saturated heterocycles RDKit 4
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Orthenthose
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 3
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 0.373098
Orthenthose
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -9.45
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