digoxigenin

Also known as 3-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-10,13-dimethyl-3,12,14-tris(oxidanyl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one, 3-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-3,12,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

Digoxigenin (DIG) is a steroid found exclusively in the flowers and leaves of the plants Digitalis purpurea, Digitalis orientalis and Digitalis lanata (foxgloves), where it is attached to sugars, to form the glycosides (e.g. digoxin, lanatoside C).

In the Vinony graph

Within Vinony's link graph, digoxigenin is referenced by 21 other articles, and connects out to molecule, International Standard Book Number and digital object identifier.

It is catalogued under topics including Cardenolides, Chembox image size set and ECHA InfoCard ID from Wikidata.

Its subject is documented across 16 Wikipedia language editions.

Chemical data

Formula: C23H34O5
Molecular weight: 390.5 g/mol
IUPAC name: 3-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-3,12,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES: C[C@]12CC[C@@H](C[C@H]1CC[C@@H]3[C@@H]2C[C@H]([C@]4([C@@]3(CC[C@@H]4C5=CC(=O)OC5)O)C)O)O
InChIKey: SHIBSTMRCDJXLN-KCZCNTNESA-N
XLogP: 1.1
Polar surface area: 87 Å²
H-bond donors: 3
H-bond acceptors: 5
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Research

4,540 papers

Digoxigenin.Cold Spring Harbor protocols · 2022
Digoxigenin labeling.Molecular biotechnology · 1997
Digoxigenin biotransformation.Clinical pharmacology and therapeutics · 1982
The digoxigenin:anti-digoxigenin (DIG) technology--a survey on the concept and realization of a novel bioanalytical indicator system.Molecular and cellular probes · 1991
Biotin and digoxigenin as labels for light and electron microscopy in situ hybridization probes: where do we stand?The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society · 1997

via PubMed

Wikidata facts

Mass: 390.241

Show 5 more facts

found in taxon: Digitalis purpurea
chemical formula: C₂₃H₃₄O₅
isomeric SMILES: C[C@]12CC[C@@H](C[C@H]1CC[C@@H]3[C@@H]2C[C@H]([C@]4([C@@]3(CC[C@@H]4C5=CC(=O)OC5)O)C)O)O
canonical SMILES: CC12CCC(CC1CCC3C2CC(C4(C3(CCC4C5=CC(=O)OC5)O)C)O)O
Commons category: Digoxigenin

Sources (3)

via Wikidata · CC0

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