IMPPAT Phytochemical information: 
4H-1-Benzopyran-4-one, 7-(beta-D-galactopyranosyloxy)-6-methoxy-
4H-1-Benzopyran-4-one, 7-(beta-D-galactopyranosyloxy)-6-methoxy-
Summary

SMILES: OC[C@H]1O[C@@H](Oc2cc3occc(=O)c3cc2OC)[C@@H]([C@H]([C@H]1O)O)O
InChI: InChI=1S/C16H18O9/c1-22-10-4-7-8(18)2-3-23-9(7)5-11(10)24-16-15(21)14(20)13(19)12(6-17)25-16/h2-5,12-17,19-21H,6H2,1H3/t12-,13+,14+,15-,16-/m1/s1
InChIKey: ZYABBRRWIPMTME-LYYZXLFJSA-N
DeepSMILES: OC[C@H]O[C@@H]Occcoccc=O)c6cc%10OC)))))))))))))[C@@H][C@H][C@H]6O))O))O
Scaffold Graph/Node/Bond level: O=c1ccoc2cc(OC3CCCCO3)ccc12
Scaffold Graph/Node level: OC1CCOC2CC(OC3CCCCO3)CCC12
Scaffold Graph level: CC1CCCC2CC(CC3CCCCC3)CCC12
Functional groups: CO; cO[C@@H](C)OC; coc; c=O; cOC
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: Shikimates and Phenylpropanoids
NP Classifier Superclass: Coumarins
NP Classifier Class: Simple coumarins
Synonymous chemical names:
scopoletin-beta-d-galactoside
External chemical identifiers:
CID:CID_189559
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
4H-1-Benzopyran-4-one, 7-(beta-D-galactopyranosyloxy)-6-methoxy-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 354.31
Log P RDKit -1.02
Topological polar surface area (Å2) RDKit 138.82
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.31
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.44
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
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 3
4H-1-Benzopyran-4-one, 7-(beta-D-galactopyranosyloxy)-6-methoxy-
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 Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.543141
4H-1-Benzopyran-4-one, 7-(beta-D-galactopyranosyloxy)-6-methoxy-
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.47
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 No