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
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
[(2S,3R,4S,5S,6R)-2-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2,4-dihydroxy-6-(3-hydroxyphenyl)benzoate
Database Links Click here for help
Specialist databases
GPCRdb Ligand amarogentin
Other databases
CAS Registry No. 21018-84-8 (source: PubChem)
GtoPdb PubChem SID 479821249
PubChem CID 115149
Search Google for chemical match using the InChIKey DBOVHQOUSDWAPQ-WTONXPSSSA-N
Search Google for chemicals with the same backbone DBOVHQOUSDWAPQ
UniChem Compound Search for chemical match using the InChIKey DBOVHQOUSDWAPQ-WTONXPSSSA-N
UniChem Connectivity Search for chemical match using the InChIKey DBOVHQOUSDWAPQ-WTONXPSSSA-N