Preferred Name | digoxin | |
Synonyms |
12beta-hydroxydigitoxin digoxin (3beta,5beta,12beta)-3-{[2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl]oxy}-12,14-dihydroxycard-20(22)-enolide |
|
Definitions |
A cardenolide glycoside that is digitoxin beta-hydroxylated at C-12. A cardiac glycoside extracted from the foxglove plant, Digitalis lanata, it is used to control ventricular rate in atrial fibrillation and in the management of congestive heart failure with atrial fibrillation, but the margin between toxic and therapeutic doses is small. |
|
ID |
http://purl.obolibrary.org/obo/CHEBI_4551 |
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alternative term |
12beta-hydroxydigitoxin digoxin (3beta,5beta,12beta)-3-{[2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl]oxy}-12,14-dihydroxycard-20(22)-enolide |
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bearer of |
http://purl.obolibrary.org/obo/CHEBI_38070 http://purl.obolibrary.org/obo/CHEBI_63510 |
|
charge |
0 |
|
database_cross_reference |
KNApSAcK:C00003618 KEGG:C06956 Drug_Central:882 CAS:20830-75-5 DrugBank:DB00390 PMID:16970134 Wikipedia:Digoxin Beilstein:77011 PMID:7739045 PDBeChem:DGX PMID:10438974 PMID:8234291 Reaxys:77011 KEGG:D00298 PDB:1IGJ |
|
definition |
A cardenolide glycoside that is digitoxin beta-hydroxylated at C-12. A cardiac glycoside extracted from the foxglove plant, Digitalis lanata, it is used to control ventricular rate in atrial fibrillation and in the management of congestive heart failure with atrial fibrillation, but the margin between toxic and therapeutic doses is small. |
|
formula |
C41H64O14 |
|
has_alternative_id |
CHEBI:569365 CHEBI:41856 CHEBI:616935 |
|
has_exact_synonym |
(3beta,5beta,12beta)-3-{[2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl]oxy}-12,14-dihydroxycard-20(22)-enolide |
|
has_obo_namespace |
chebi_ontology |
|
has_related_synonym |
12beta-hydroxydigitoxin digoxin |
|
id |
CHEBI:4551 |
|
in_subset | ||
inchi |
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 |
|
inchikey |
LTMHDMANZUZIPE-PUGKRICDSA-N |
|
is_conjugate_acid_of | ||
label |
digoxin |
|
mass |
780.93850 |
|
monoisotopicmass |
780.42961 |
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notation |
CHEBI:4551 |
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prefLabel |
digoxin |
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RO_0000087 |
http://purl.obolibrary.org/obo/CHEBI_38070 http://purl.obolibrary.org/obo/CHEBI_63510 |
|
smiles |
[H][C@]12CC[C@]3([H])[C@]([H])(C[C@@H](O)[C@]4(C)[C@H](CC[C@]34O)C3=CC(=O)OC3)[C@@]1(C)CC[C@@H](C2)O[C@H]1C[C@H](O)[C@H](O[C@H]2C[C@H](O)[C@H](O[C@H]3C[C@H](O)[C@H](O)[C@@H](C)O3)[C@@H](C)O2)[C@@H](C)O1 |
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subClassOf |