Digoxin

CHEBI:CHEBI_4551

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.

Chemical Information

Molecular Formula
C41H64O14
Molecular Mass
780.93850
Charge
0
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
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

Alternative Names

  • 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
  • 12beta-hydroxydigitoxin

Treatment Applications

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

core#notation
CHEBI:4551
oboInOwl#hasDbXref
Wikipedia:Digoxin
DRON_00010000
3407

Additional References

Wikipedia:Digoxin

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

package_description
100 BLISTER PACK in 1 CARTON (0904-5921-61) / 1 TABLET in 1 BLISTER PACK
package_ndc
50090-5862-1
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT FOR HUMAN PRESCRIPTION COMPOUNDING
listing_expiration_date
20241231
dosage_form
INJECTION, SOLUTION
labeler_name
NOBILUS ENT TOMASZ KOZLUK
marketing_start_date
20040826
application_number
ANDA040481
spl_id
172a2238-d8e9-4454-90fb-bdc76a14a274
product_ndc
70515-262
core#notation
CHEBI:4551
pharm_class_epc
Cardiac Glycoside [EPC]
pharm_class
Cardiac Glycosides [CS]
pharm_class_cs
Cardiac Glycosides [CS]
upc
0055154510653
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
oboInOwl#hasOBONamespace
chebi_ontology
generic_name
DIGOXIN
oboInOwl#hasDbXref
Wikipedia:Digoxin
DRON_00010000
3407
oboInOwl#hasAlternativeId
CHEBI:616935
oboInOwl#id
CHEBI:4551
brand_name
LANOXIN
brand_name_base
LANOXIN
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_63510
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#is_conjugate_acid_of
http://purl.obolibrary.org/obo/CHEBI_145795
package_marketing_start_date
20040826
route
PARENTERAL
rxcui
1441567
manufacturer_name
Amici Pharmaceuticals, LLC
active_ingredient_strength
.0625 mg/1
active_ingredient_name
DIGOXIN
unii
73K4184T59
spl_set_id
58f45aba-ff6f-43cc-bb88-be40a9f7beda
nui
M0003451
has_treatment
http://purl.obolibrary.org/obo/DOID_5805
rdf-schema#range
https://w3id.org/def/predibionto#has_drug_111059
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_145795
owl#someValuesFrom
t3005132
owl#annotatedSource
t221550