stevioside   Click here for help

GtoPdb Ligand ID: 12423

Synonyms: rebaudin | steviosin
Compound class: Natural product
Comment: Stevioside is a natural herbal sweetener that is found in the Stevia rebaudiana plant.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 18
Hydrogen bond donors 11
Rotatable bonds 10
Topological polar surface area 294.98
Molecular weight 804.87
XLogP 0.04
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES C=C1C[C@]23CC[C@H]4[C@@](C)(CCC[C@@]4(C)C(=O)O[C@H]5[C@@H]([C@H]([C@@H]([C@@H](CO)O5)O)O)O)[C@@H]3CC[C@@]1(C2)O[C@H]6[C@@H]([C@H]([C@@H]([C@@H](CO)O6)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@@H](CO)O7)O)O)O
Isomeric SMILES C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@](C3)(C(=C)C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)(C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C38H60O18/c1-16-11-37-9-5-20-35(2,7-4-8-36(20,3)34(50)55-32-29(49)26(46)23(43)18(13-40)52-32)21(37)6-10-38(16,15-37)56-33-30(27(47)24(44)19(14-41)53-33)54-31-28(48)25(45)22(42)17(12-39)51-31/h17-33,39-49H,1,4-15H2,2-3H3/t17-,18-,19-,20+,21+,22-,23-,24-,25+,26+,27+,28-,29-,30-,31+,32+,33+,35-,36-,37-,38+/m1/s1
InChI Key UEDUENGHJMELGK-HYDKPPNVSA-N
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
TAS2R4 Hs Agonist Agonist 3.5 pEC50 - 1
pEC50 3.5 (EC50 3.41x10-4 M) [1]