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
-
Holt-Oram syndromeView Disease →
DOID:0060468
-
epicardium cancerView Disease →
DOID:4699
Drug Classification
-
cardenolide glycosideView Class →
CHEBI:38092
-
steroid saponinView Class →
CHEBI:61655
-
t220133
-
t220506
-
t220526
-
t220632
-
t220720
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
🔍 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