IMPPAT Phytochemical information: 
Sesaminol glucoside
Sesaminol glucoside
Summary

SMILES: OCC1OC(Oc2cc3OCOc3cc2C2OCC3C2COC3c2ccc3c(c2)OCO3)C(C(C1O)O)O
InChI: InChI=1S/C26H28O12/c27-6-20-21(28)22(29)23(30)26(38-20)37-16-5-19-18(35-10-36-19)4-12(16)25-14-8-31-24(13(14)7-32-25)11-1-2-15-17(3-11)34-9-33-15/h1-5,13-14,20-30H,6-10H2
InChIKey: HVDZWQPYIXKSCL-UHFFFAOYSA-N
DeepSMILES: OCCOCOcccOCOc5cc9COCCC5COC5cccccc6)OCO5))))))))))))))))))))))))))CCC6O))O))O
Scaffold Graph/Node/Bond level: c1cc2c(cc1C1OCC3C(c4cc5c(cc4OC4CCCCO4)OCO5)OCC13)OCO2
Scaffold Graph/Node level: C1CCC(OC2CC3OCOC3CC2C2OCC3C2COC3C2CCC3OCOC3C2)OC1
Scaffold Graph level: C1CCC(CC2CC3CCCC3CC2C2CCC3C(C4CCC5CCCC5C4)CCC32)CC1
Functional groups: CO; cOC(C)OC; c1cOCO1; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lignans, neolignans and related compounds
ClassyFire Class: Lignan glycosides
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Lignans
NP Classifier Class: Furofuranoid lignans
Synonymous chemical names:
sesaminol glucosides
External chemical identifiers:
CID:CID_72577875
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Sesaminol glucoside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 532.5
Log P RDKit 0.4
Topological polar surface area (Å2) RDKit 154.76
Number of hydrogen bond acceptors RDKit 12
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 38
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
Stereochemical complexity RDKit 0.35
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 14
Shape complexity RDKit 0.54
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 5
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 7
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Sesaminol glucoside
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 1
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.42
Sesaminol glucoside
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 Low
Log Kp (Skin permeation, cm/s) SwissADME -9.18
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 Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes