IMPPAT Phytochemical information: 
(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy-1-[(3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]hexan-1-one
(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy-1-[(3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]hexan-1-one
Summary

SMILES: OC[C@H]([C@H]([C@@H]([C@H](C(=O)C1OC[C@H]([C@@H]([C@H]1O)O)O)O)O)O)O
InChI: InChI=1S/C11H20O10/c12-1-3(13)5(15)7(17)8(18)10(20)11-9(19)6(16)4(14)2-21-11/h3-9,11-19H,1-2H2/t3-,4-,5-,6+,7+,8-,9-,11?/m1/s1
InChIKey: MGDBDYSQAXSLKB-QJDGVKNDSA-N
DeepSMILES: OC[C@H][C@H][C@@H][C@H]C=O)COC[C@H][C@@H][C@H]6O))O))O))))))O))O))O))O
Scaffold Graph/Node/Bond level: C1CCOCC1
Scaffold Graph/Node level: C1CCOCC1
Scaffold Graph level: C1CCCCC1
Functional groups: CO; CC(C)=O; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Fatty Acyls
ClassyFire Subclass: Fatty alcohols
NP Classifier Biosynthetic pathway: Carbohydrates
NP Classifier Superclass: Saccharides
NP Classifier Class: Disaccharides
Synonymous chemical names:
xylosyl glucose
External chemical identifiers:
CID:CID_54070565
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy-1-[(3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]hexan-1-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 312.27
Log P RDKit -5.53
Topological polar surface area (Å2) RDKit 188.14
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 8
Number of carbon atoms RDKit 11
Number of heavy atoms RDKit 21
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.73
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.91
Number of rotatable bonds RDKit 6
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
(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy-1-[(3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]hexan-1-one
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
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 0.234737
(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy-1-[(3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]hexan-1-one
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 -11.63
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