D-glucose   Click here for help

GtoPdb Ligand ID: 4536

Compound class: Metabolite
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 6
Hydrogen bond donors 5
Rotatable bonds 1
Topological polar surface area 110.38
Molecular weight 180.06
XLogP -1.7
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES OCC1OC(O)C(C(C1O)O)O
Isomeric SMILES OC[C@H]1OC(O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6?/m1/s1
InChI Key WQZGKKKJIJFFOK-GASJEMHNSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Glucose transporter 1 9
Glucose transporter 2 9
Glucose transporter 3
Glucose transporter 4 9
Glucose transporter 5 1
Glucose transporter 7 2
Glucose transporter 11 4
Glucose transporter 8 6
Glucose transporter 10 7
Glucose transporter 12 8
Sodium/glucose cotransporter 1 10
Sodium/glucose cotransporter 2
Low affinity sodium-glucose cotransporter 10
Sodium/glucose cotransporter 4
Sodium/glucose cotransporter 5
SMIT 5
SGLT6 3
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Substrates at SGLT6 myo-inositol = D-chiro-inositol> D-glucose > D-xylose > L-xylose 3
Substrates at SMIT myo-inositol, scyllo-inositol > L-fucose > L-xylose > L-glucose, D-glucose, α-MDG > D-galactose, D-fucose > D-xylose 5
Ligand mentioned in the following text fields
Class I transporters overview
Hexose transporter family overview
SLC2 family of hexose and sugar alcohol transporters overview
SLC5 family of sodium-dependent glucose transporters overview
SLC50 sugar transporter overview