Structure Database (LMSD)

H O OH O H O OH O O OH HO H O H OH OH O O
Common Name
Digoxin
Systematic Name
3β,12β,14-trihydroxy-5β-card-20(22)-enolide 3-O-(tris-β-D-digitoxoside)
Synonyms
LM ID
LMST01120023
Formula
C41H64O14
Exact Mass
Calculate m/z
780.42961
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cardanolides and derivatives [ST0112]

String Representations

InChiKey (Click to copy)
LTMHDMANZUZIPE-PUGKRICDSA-N
InChi (Click to copy)
InChI=1S/C41H64O14/c1-19-36(47)28(42)15-34(50-19)54-38-21(3)52-35(17-30(38)44)55-37-20(2)51-33(16-29(37)43)53-24-8-10-39(4)23(13-24)6-7-26-27(39)14-31(45)40(5)25(9-11-41(26,40)48)22-12-32(46)49-18-22/h12,19-21,23-31,33-38,42-45,47-48H,6-11,13-18H2,1-5H3/t19-,20-,21-,23-,24+,25-,26-,27+,28+,29+,30+,31-,33+,34+,35+,36-,37-,38-,39+,40+,41+/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@]([H])(CC[C@]3([H])[C@]2([H])C[C@@H](O)[C@@]2(C)[C@]3(O)CC[C@]2([H])C2=CC(=O)OC2)C[C@@H](O[C@H]2C[C@H](O)[C@H](O[C@H]3C[C@H](O)[C@H](O[C@H]4C[C@H](O)[C@H](O)[C@@H](C)O4)[C@@H](C)O3)[C@@H](C)O2)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Digitalis lanata (#49450)
Magnoliopsida (#3398)
Drugs for atrial fibrillation. Digoxin comes from Digitalis lanata.,
BMJ, 1996
Pubmed ID: 8611904

Other Databases

Wikipedia
Digoxin
KEGG ID
C06956
CHEBI ID
4551
PubChem CID
52931493
PDB ID
DGX
GuidePharm ID
4726

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 8
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 736.76
Topological Polar Surface Area 211.34
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 14
logP 6.80
Molar Refractivity 200.78

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Created at
-
Updated at
3rd Sep 2021