U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C23H34O5
Molecular Weight 390.5131
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIGOXIGENIN

SMILES

[H][C@]12CC[C@]3([H])[C@]([H])(C[C@@H](O)[C@]4(C)[C@H](CC[C@]34O)C5=CC(=O)OC5)[C@@]1(C)CC[C@H](O)C2

InChI

InChIKey=SHIBSTMRCDJXLN-KCZCNTNESA-N
InChI=1S/C23H34O5/c1-21-7-5-15(24)10-14(21)3-4-17-18(21)11-19(25)22(2)16(6-8-23(17,22)27)13-9-20(26)28-12-13/h9,14-19,24-25,27H,3-8,10-12H2,1-2H3/t14-,15+,16-,17-,18+,19-,21+,22+,23+/m1/s1

HIDE SMILES / InChI

Molecular Formula C23H34O5
Molecular Weight 390.5131
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 9 / 9
E/Z Centers 0
Optical Activity UNSPECIFIED

Digoxigenin is a 390.5 Da steroid expressed in heart, kidney, liver, adrenal gland, cerebral cortex, lung and placental tissues; Antibodies to Digoxigenin can be used to study tumor development. Bispecific antibodies (bsAbs) that bind to both tumor specific antigens on the cell surface and to haptens such as digoxigenin (Dig) can direct digoxigeninylated payloads to tumor cells. Digoxigenin is widely used as a method for generating non-radioactive probes, and is an alternative to biotinylation.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: CHEMBL614056
317.5 nM [IC50]
507.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Acute stress and dexamethasone rapidly increase hippocampal somatostatin synthesis and release from the dentate gyrus hilus.
2001
Identification of the gene encoding Brain Cell Membrane Protein 1 (BCMP1), a putative four-transmembrane protein distantly related to the Peripheral Myelin Protein 22 / Epithelial Membrane Proteins and the Claudins.
2001
Advantages of in situ hybridisation over direct or indirect in situ reverse transcriptase-polymerase chain reaction for localisation of galanin mRNA expression in rat small intestine and pituitary.
2001 Apr
Molecular monitoring of Candida albicans infections in liver transplant recipients.
2001 Aug
BDNF increases the early expression of TRH mRNA in fetal TrkB+ hypothalamic neurons in primary culture.
2001 Aug
Temporal and spatial mRNA expression of bone sialoprotein and type I collagen during rodent tooth movement.
2001 Aug
Detection of adeno-associated virus DNA in female genital samples by PCR-ELISA.
2001 Aug
Solid-phase amplification for detection of C282y and H63D hemochromatosis (HFE) gene mutations.
2001 Aug
Co-expression of estrogen and thyroid hormone receptors in individual hypothalamic neurons.
2001 Aug 27
Non-isotopic detection of Tetramicra brevifilum (Microspora) DNA in turbot tissues.
2001 Dec
Alterations in cell cycle regulation underlie cisplatin induced apoptosis of dorsal root ganglion neurons in vivo.
2001 Dec
[Pathogenecity and replication of transfusion transmitted virus in liver tissue by in situ hybridization].
2001 Jan
Expression of exon 13 from the Ki-67 gene in human cells and tissues by digoxigenin-labelled mRNA in situ hybridization.
2001 Jan
Single-step multiplex RT-PCR for simultaneous and colourimetric detection of six RNA viruses in olive trees.
2001 Jul
Analysis of c-myc DNA amplification in non-small cell lung carcinoma in comparison with small cell lung carcinoma using polymerase chain reaction.
2001 Jun
'Anticalins': a new class of engineered ligand-binding proteins with antibody-like properties.
2001 Jun
[Exogenous pGH gene localization on chromosomes of the transgenic pigs].
2001 May
Quantitative RT-PCR luminometric hybridization assay with an RNA internal standard for cytokeratin-19 mRNA in peripheral blood of patients with breast cancer.
2001 Nov
Rapid parallel detection of hygienically relevant microorganisms in water samples by PCR and specific hybridization in microtiter plates.
2001 Nov
[Development of donor cells in chicken-duck chimeric embryos].
2001 Nov
Heterologous expression of acetylcholinesterase affects proliferation and glial cytoskeleton of adherent chicken retinal cells.
2001 Nov
Transcript quantification based on chemical labeling of RNA associated with fluorescent detection.
2001 Nov 15
Activation of prostanoid EP(3) and EP(4) receptor mRNA-expressing neurons in the rat parabrachial nucleus by intravenous injection of bacterial wall lipopolysaccharide.
2001 Nov 26
Utilization of tmRNA sequences for bacterial identification.
2001 Sep 7
Histone H1-mediated transfection: role of calcium in the cellular uptake and intracellular fate of H1-DNA complexes.
2002
Assessment of transcriptional gene activity in situ by application of HOPE-fixed, paraffin-embedded tissues.
2002
Identification and preliminary characterization of mouse Adam33.
2002
The detection of Bifidobacterium adolescentis by colony hybridization as an indicator of human faecal pollution.
2002
Nonradioactive labeling and detection of mRNAs hybridized onto nucleic acid cDNA arrays.
2002
Detection of single-copy genes in DNA from transgenic plants.
2002
Multi site polyadenylation and transcriptional response to stress of a vacuolar type H+-ATPase subunit A gene in Arabidopsis thaliana.
2002 Apr 2
In situ detection of Bartonella henselae cells.
2002 Feb
Detection of human papillomavirus in large cell neuroendocrine carcinoma of the uterine cervix: a study of 12 cases.
2002 Feb
Identification to the species level of the plant pathogens Phytophthora and Pythium by using unique sequences of the ITS1 region of ribosomal DNA as capture probes for PCR ELISA.
2002 Feb 5
Development, characterization and use of monoclonal antibodies against sTRAIL: measurement of sTRAIL by ELISA.
2002 Jan 1
Galanin and galanin receptor expression in neuroblastic tumours: correlation with their differentiation status.
2002 Jan 7
Connective tissue growth factor is directly related to liver fibrosis.
2002 Jan-Feb
Sensitive two-color whole-mount in situ hybridizations using digoxygenin- and dinitrophenol-labeled RNA probes.
2002 Mar
Quantitation of cucurbit yellow stunting disorder virus in Bemisia tabaci (Genn.) using digoxigenin-labelled hybridisation probes.
2002 Mar
Herpes-like virus detection in infected Crassostrea gigas spat using DIG-labelled probes.
2002 Mar
Molecular genetic evaluation of fluorescence diagnosis in bladder cancer.
2002 Mar
Genetic abnormalities detected in ependymomas by comparative genomic hybridisation.
2002 Mar 18
Genetic aberrations detected by comparative genomic hybridisation in vulvar cancers.
2002 Mar 18
Chromosomal aberrations in benign and malignant bilharzia-associated bladder lesions analyzed by comparative genomic hybridization.
2002 Mar 22
Effect of developmental lead exposure on the expression of specific NMDA receptor subunit mRNAs in the hippocampus of neonatal rats by digoxigenin-labeled in situ hybridization histochemistry.
2002 Mar-Apr
Cysteine-free mutant of aequorin as a photolabel in immunoassay development.
2002 Mar-Apr
Conjugates bearing multiple formyl-methionyl peptides display enhanced binding to but not activation of phagocytic cells.
2002 Mar-Apr
High-sensitivity hybridization assay for quantitation of residual E. coli DNA.
2002 May
Immunoaffinity screening with capillary electrochromatography.
2002 May
A reverse-transcription competitive PCR assay based on chemiluminescence hybridization for detection and quantification of hepatitis C virus RNA.
2002 May
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Cellular uptake and intracellular distribution of liposomal digoxigenin-labeled oligodeoxynucleotides (ODNs) at several concentrations (0.1, 0.2, an 1.0 uM) in CaSki cells were studied.
Substance Class Chemical
Created
by admin
on Sat Dec 17 03:20:27 UTC 2022
Edited
by admin
on Sat Dec 17 03:20:27 UTC 2022
Record UNII
NQ1SX9LNAU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIGOXIGENIN
HSDB   MI  
Common Name English
DIGOXIGENIN [MI]
Common Name English
DIGOXIN IMPURITY C [EP IMPURITY]
Common Name English
3.BETA.,12.BETA.,14-TRIHYDROXY-5.BETA.-CARD-20(22)-ENOLIDE
Systematic Name English
DIGOXIGENIN [HSDB]
Common Name English
Code System Code Type Description
CAS
1672-46-4
Created by admin on Sat Dec 17 03:20:27 UTC 2022 , Edited by admin on Sat Dec 17 03:20:27 UTC 2022
PRIMARY
MESH
D004076
Created by admin on Sat Dec 17 03:20:27 UTC 2022 , Edited by admin on Sat Dec 17 03:20:27 UTC 2022
PRIMARY
EPA CompTox
DTXSID6051778
Created by admin on Sat Dec 17 03:20:27 UTC 2022 , Edited by admin on Sat Dec 17 03:20:27 UTC 2022
PRIMARY
HSDB
7108
Created by admin on Sat Dec 17 03:20:27 UTC 2022 , Edited by admin on Sat Dec 17 03:20:27 UTC 2022
PRIMARY
PUBCHEM
15478
Created by admin on Sat Dec 17 03:20:27 UTC 2022 , Edited by admin on Sat Dec 17 03:20:27 UTC 2022
PRIMARY
ECHA (EC/EINECS)
216-806-2
Created by admin on Sat Dec 17 03:20:27 UTC 2022 , Edited by admin on Sat Dec 17 03:20:27 UTC 2022
PRIMARY
DRUG BANK
DB03671
Created by admin on Sat Dec 17 03:20:27 UTC 2022 , Edited by admin on Sat Dec 17 03:20:27 UTC 2022
PRIMARY
WIKIPEDIA
DIGOXIGENIN
Created by admin on Sat Dec 17 03:20:27 UTC 2022 , Edited by admin on Sat Dec 17 03:20:27 UTC 2022
PRIMARY
CHEBI
145797
Created by admin on Sat Dec 17 03:20:27 UTC 2022 , Edited by admin on Sat Dec 17 03:20:27 UTC 2022
PRIMARY
MERCK INDEX
M4455
Created by admin on Sat Dec 17 03:20:27 UTC 2022 , Edited by admin on Sat Dec 17 03:20:27 UTC 2022
PRIMARY Merck Index
FDA UNII
NQ1SX9LNAU
Created by admin on Sat Dec 17 03:20:27 UTC 2022 , Edited by admin on Sat Dec 17 03:20:27 UTC 2022
PRIMARY
Related Record Type Details
PARENT -> METABOLITE
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP