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
References
1. Sakurai T, Misaka T, Ueno Y, Ishiguro M, Matsuo S, Ishimaru Y, Asakura T, Abe K. (2010)
The human bitter taste receptor, hTAS2R16, discriminates slight differences in the configuration of disaccharides.
Biochem Biophys Res Commun, 402 (4): 595-601. [PMID:20965151]