IMPPAT Phytochemical information: 
3-6-Di-o-galloyl-glucose
3-6-Di-o-galloyl-glucose
Summary

SMILES: O[C@@H]1[C@@H](COC(=O)c2cc(O)c(c(c2)O)O)OC([C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)O)O
InChI: InChI=1S/C20H20O14/c21-8-1-6(2-9(22)13(8)25)18(29)32-5-12-15(27)17(16(28)20(31)33-12)34-19(30)7-3-10(23)14(26)11(24)4-7/h1-4,12,15-17,20-28,31H,5H2/t12-,15-,16-,17+,20?/m1/s1
InChIKey: LRSHPKZSGRNHIX-QZXNGLHOSA-N
DeepSMILES: O[C@@H][C@@H]COC=O)cccO)ccc6)O))O))))))))OC[C@@H][C@H]6OC=O)cccO)ccc6)O))O))))))))O))O
Scaffold Graph/Node/Bond level: O=C(OCC1CC(OC(=O)c2ccccc2)CCO1)c1ccccc1
Scaffold Graph/Node level: OC(OCC1CC(OC(O)C2CCCCC2)CCO1)C1CCCCC1
Scaffold Graph level: CC(CCC1CCCC(CC(C)C2CCCCC2)C1)C1CCCCC1
Functional groups: CO; COC(O)C; cC(=O)OC; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
ClassyFire Subclass: Benzoic acids and derivatives
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Phenolic acids (C6-C1)
NP Classifier Class: Gallotannins
Synonymous chemical names:
3-6-di-o-galloyl-glucose
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
3-6-Di-o-galloyl-glucose
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 484.37
Log P RDKit -1.26
Topological polar surface area (Å2) RDKit 243.9
Number of hydrogen bond acceptors RDKit 14
Number of hydrogen bond donors RDKit 9
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 34
Number of heteroatoms RDKit 14
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.25
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.3
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
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
3-6-Di-o-galloyl-glucose
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 2
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 0.177667
3-6-Di-o-galloyl-glucose
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 -9.83
Number of PAINS structural alerts SwissADME 1
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 No
P-glycoprotein substrate SwissADME No