ouabain

Ligand id: 4826

Name: ouabain

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 12
Hydrogen bond donors 8
Rotatable bonds 4
Topological polar surface area 206.6
Molecular weight 584.28
XLogP -0.81
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

Classification
Compound class Natural product or derivative
Approved drug? Yes
IUPAC Name
4-[(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,7,11,17-tetrahydroxy-2-(hydroxymethyl)-15-methyl-5-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-2,5-dihydrofuran-2-one
Database Links
CAS Registry No. 630-60-4 (source: Scifinder)
ChEBI CHEBI:472805
ChEMBL Ligand CHEMBL222863
DrugBank Ligand DB01092
PubChem CID 439501
RCSB PDB Ligand OBN
Search Google for chemical match using the InChIKey LPMXVESGRSUGHW-HBYQJFLCSA-N
Search Google for chemicals with the same backbone LPMXVESGRSUGHW
Wikipedia Ouabain
Comments
Ouabain is a plant derived toxin. It is classified as a cardiac glycoside drug, although due to its high level of toxicity it is generally only used experimentally.