amarogentin   Click here for help

GtoPdb Ligand ID: 12459

Comment: Amarogentin is a bitter tasting naturally occurring plant compound.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 6
Rotatable bonds 8
Topological polar surface area 201.67
Molecular weight 586.54
XLogP 1.25
No. Lipinski's rules broken 3
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Canonical SMILES C=C[C@@H]1[C@@H]2CCOC(=O)C2=CO[C@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)OC(=O)C4=C(C=C(C=C4C5=CC(=CC=C5)O)O)O
Isomeric SMILES C=C[C@@H]1[C@@H]2CCOC(=O)C2=CO[C@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OC(=O)C4=C(C=C(C=C4O)O)C5=CC(=CC=C5)O
InChI InChI=1S/C29H30O13/c1-2-16-17-6-7-38-26(36)19(17)12-39-28(16)42-29-25(24(35)23(34)21(11-30)40-29)41-27(37)22-18(9-15(32)10-20(22)33)13-4-3-5-14(31)8-13/h2-5,8-10,12,16-17,21,23-25,28-35H,1,6-7,11H2/t16-,17+,21-,23-,24+,25-,28+,29+/m1/s1
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
TAS2R30 Hs Agonist Agonist 6.4 pEC50 - 3
pEC50 6.4 (EC50 4.1x10-7 M) [3]
TAS2R46 Hs Agonist Agonist 4.2 pEC50 - 3
pEC50 4.2 (EC50 6.7x10-5 M) [3]
TAS2R43 Hs Agonist Agonist 4.1 pEC50 - 2
pEC50 4.1 (EC50 7.5x10-5 M) [2]
TAS2R50 Hs Agonist Agonist - - - 1
Description: Threshold=100 μM