IMPPAT Phytochemical information: 
5'-O-beta-D-Glucosylpyridoxine

5'-O-beta-D-Glucosylpyridoxine
Summary

SMILES: OC[C@H]1O[C@@H](OCc2cnc(c(c2CO)O)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI: InChI=1S/C14H21NO8/c1-6-10(18)8(3-16)7(2-15-6)5-22-14-13(21)12(20)11(19)9(4-17)23-14/h2,9,11-14,16-21H,3-5H2,1H3/t9-,11-,12+,13-,14-/m1/s1
InChIKey: MDLTWTOQCHCLSZ-RGCYKPLRSA-N
DeepSMILES: OC[C@H]O[C@@H]OCccnccc6CO)))O))C)))))))[C@@H][C@H][C@@H]6O))O))O
Scaffold Graph/Node/Bond level: c1cncc(COC2CCCCO2)c1
Scaffold Graph/Node level: C1CCC(OCC2CCCNC2)OC1
Scaffold Graph level: C1CCC(CCC2CCCCC2)CC1
Functional groups: CO; CO[C@@H](C)OC; cnc; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyridines and derivatives
ClassyFire Subclass: Pyridoxines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Nicotinic acid alkaloids
NP Classifier Class: Pyridine alkaloids
Synonymous chemical names:
5'-o-beta-d-glucopyranosyl-pyridoxine, 5'o-(beta-d-glucopyranosyl)-pyroxidine, 5-o-beta-d-glucopyranosylpyridoxine
External chemical identifiers:
CID:CID_440188; ChEBI:CHEBI:17382; SureChEMBL:SCHEMBL14142070
Chemical structure download


5'-O-beta-D-Glucosylpyridoxine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 331.32
Log P RDKit -2.1
Topological polar surface area (Å2) RDKit 152.73
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 6
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.36
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.64
Number of rotatable bonds RDKit 5
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 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 2
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 2


5'-O-beta-D-Glucosylpyridoxine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 1
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.36


5'-O-beta-D-Glucosylpyridoxine
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 -9.68
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