Phenyl-β-D-glucopyranoside   Click here for help

GtoPdb Ligand ID: 12455

Synonyms: Aryl beta-D-glucoside | Phenyl beta-D-glucopyranoside | Phenyl beta-D-glucoside
Compound class: Natural product
Comment: Phenyl-β-D-glucopyranoside is a naturally occurring glycoside (monosaccharide) that is present in plants such as Goniophlebium niponicum (fern family) and Gymnadenia conopsea (orchid family).
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 3
Topological polar surface area 99.38
Molecular weight 256.25
XLogP -0.36
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES C1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O
Isomeric SMILES C1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
InChI InChI=1S/C12H16O6/c13-6-8-9(14)10(15)11(16)12(18-8)17-7-4-2-1-3-5-7/h1-5,8-16H,6H2/t8-,9-,10+,11-,12-/m1/s1
InChI Key NEZJDVYDSZTRFS-RMPHRYRLSA-N
Classification Click here for help
Compound class Natural product
IUPAC Name Click here for help
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-phenoxyoxane-3,4,5-triol
Synonyms Click here for help
Aryl beta-D-glucoside | Phenyl beta-D-glucopyranoside | Phenyl beta-D-glucoside
Database Links Click here for help
Specialist databases
GPCRdb Ligand Phenyl-beta-D-glucopyranoside
Other databases
BindingDB Ligand 36025
ChEBI CHEBI:8083
ChEMBL Ligand CHEMBL4105357
GtoPdb PubChem SID 479821245
PubChem CID 65080
Search Google for chemical match using the InChIKey NEZJDVYDSZTRFS-RMPHRYRLSA-N
Search Google for chemicals with the same backbone NEZJDVYDSZTRFS
UniChem Compound Search for chemical match using the InChIKey NEZJDVYDSZTRFS-RMPHRYRLSA-N
UniChem Connectivity Search for chemical match using the InChIKey NEZJDVYDSZTRFS-RMPHRYRLSA-N