beta-gentiobiose   Click here for help

GtoPdb Ligand ID: 12452

Synonyms: 6-O-beta-D-glucopyranosyl-D-glucopyranose
Compound class: Natural product
Comment: Beta-gentiobiose is a natural plant metabolite that has been isolated from members of the Gentianaceae family.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 8
Rotatable bonds 4
Topological polar surface area 189.53
Molecular weight 342.3
XLogP -3.23
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES C([C@@H]1[C@H]([C@@H]([C@H]([C@H](OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O)O2)O)O)O)O1)O)O)O)O
Isomeric SMILES C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O)O)O)O)O)O)O)O
InChI InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1
InChI Key DLRVVLDZNNYCBX-LIZSDCNHSA-N
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
TAS2R16 Hs Agonist Agonist 2.4 pEC50 - 1
pEC50 2.4 (EC50 3.84x10-3 M) [1]