aloin   Click here for help

GtoPdb Ligand ID: 12498

Synonyms: aloin A/B
Comment: Aloin is a mixture of stereoisomers, aloin A (barbaloin; 10S) and aloin B (isobarbaloin; 10R). We show the molecule without stereo specification at the 10 position to represent the mixture. It is a naturally ocurring compound that is present in Aloe species, that has laxative activity.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 7
Rotatable bonds 3
Topological polar surface area 167.91
Molecular weight 418.39
XLogP -2.14
No. Lipinski's rules broken 1
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Canonical SMILES C1=CC(=C2C(=C1)C(C3=CC(=CC(=C3C2=O)O)CO)[C@H]4[C@@H]([C@H]([C@@H]([C@@H](CO)O4)O)O)O)O
Isomeric SMILES C1=CC2=C(C(=C1)O)C(=O)C3=C(C2[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C=C(C=C3O)CO
InChI InChI=1S/C21H22O9/c22-6-8-4-10-14(21-20(29)19(28)17(26)13(7-23)30-21)9-2-1-3-11(24)15(9)18(27)16(10)12(25)5-8/h1-5,13-14,17,19-26,28-29H,6-7H2/t13-,14?,17-,19+,20-,21+/m1/s1
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
Synonyms Click here for help
aloin A/B
Database Links Click here for help
Specialist databases
GPCRdb Ligand aloin
Other databases
BindingDB Ligand 50269016
ChEMBL Ligand CHEMBL497001
DrugBank Ligand DB15477
GtoPdb PubChem SID 479821288
PubChem CID 9866696
Search Google for chemical match using the InChIKey AFHJQYHRLPMKHU-CGISPIQUSA-N
Search Google for chemicals with the same backbone AFHJQYHRLPMKHU
UniChem Compound Search for chemical match using the InChIKey AFHJQYHRLPMKHU-CGISPIQUSA-N
UniChem Connectivity Search for chemical match using the InChIKey AFHJQYHRLPMKHU-CGISPIQUSA-N