DIGOXIGENIN

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 Search

SMILES

C[C@@]12[C@H](CC[C@]1(O)[C@@H]3CC[C@@H]4C[C@@H](O)CC[C@]4(C)[C@H]3C[C@H]2O)C5=CC(=O)OC5

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

Description
Sources: https://www.jenabioscience.com/images/741d0cd7d0/Biotin_DIG_Nuleotides.pdf | https://www.ncbi.nlm.nih.gov/pubmed/26853135 | http://www.sciencedirect.com/topics/biochemistry-genetics-and-molecular-biology/digoxigenin

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

Primary Target	Pharmacology	Condition	Potency
TK-10 1 Target ID: CHEMBL614056 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16309315	Inhibitor 8504		317.5 nM [IC50]
MCF7 22 Target ID: CHEMBL387 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16309315	Inhibitor 8504		507.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
High-sensitivity hybridization assay for quantitation of residual E. coli DNA.	2002-05	12019790
Immunoaffinity screening with capillary electrochromatography.	2002-05	12007124
A reverse-transcription competitive PCR assay based on chemiluminescence hybridization for detection and quantification of hepatitis C virus RNA.	2002-05	11906730
Heparanase expression is a prognostic indicator for postoperative survival in pancreatic adenocarcinoma.	2002-04-22	11953884
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.	2002-04-12	11943503
Connective tissue growth factor is directly related to liver fibrosis.	2002-04-11	11941937
Multi site polyadenylation and transcriptional response to stress of a vacuolar type H+-ATPase subunit A gene in Arabidopsis thaliana.	2002-04-02	11985780
Chromosomal aberrations in benign and malignant bilharzia-associated bladder lesions analyzed by comparative genomic hybridization.	2002-03-22	11914143
Cysteine-free mutant of aequorin as a photolabel in immunoassay development.	2002-03-22	11906264
Conjugates bearing multiple formyl-methionyl peptides display enhanced binding to but not activation of phagocytic cells.	2002-03-22	11906258
Down-regulation of Lsm1 is involved in human prostate cancer progression.	2002-03-18	11953827
Genetic abnormalities detected in ependymomas by comparative genomic hybridisation.	2002-03-18	11953826
Genetic aberrations detected by comparative genomic hybridisation in vulvar cancers.	2002-03-18	11953825
Sensitive two-color whole-mount in situ hybridizations using digoxygenin- and dinitrophenol-labeled RNA probes.	2002-03	11911652
Quantitation of cucurbit yellow stunting disorder virus in Bemisia tabaci (Genn.) using digoxigenin-labelled hybridisation probes.	2002-03	11849688
Herpes-like virus detection in infected Crassostrea gigas spat using DIG-labelled probes.	2002-03	11849678
Molecular genetic evaluation of fluorescence diagnosis in bladder cancer.	2002-03	11836583
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.	2002-02-05	11958933
In situ detection of Bartonella henselae cells.	2002-02	12005447
Detection of human papillomavirus in large cell neuroendocrine carcinoma of the uterine cervix: a study of 12 cases.	2002-02	11865004
Galanin and galanin receptor expression in neuroblastic tumours: correlation with their differentiation status.	2002-01-07	11857022
Development, characterization and use of monoclonal antibodies against sTRAIL: measurement of sTRAIL by ELISA.	2002-01-01	11730847
Histone H1-mediated transfection: role of calcium in the cellular uptake and intracellular fate of H1-DNA complexes.	2002	11993855
Assessment of transcriptional gene activity in situ by application of HOPE-fixed, paraffin-embedded tissues.	2002	11928870
Identification and preliminary characterization of mouse Adam33.	2002	11897009
The detection of Bifidobacterium adolescentis by colony hybridization as an indicator of human faecal pollution.	2002	11872129
Nonradioactive labeling and detection of mRNAs hybridized onto nucleic acid cDNA arrays.	2002	11769005
Detection of single-copy genes in DNA from transgenic plants.	2002	11692866
Non-isotopic detection of Tetramicra brevifilum (Microspora) DNA in turbot tissues.	2001-12	11780847
Alterations in cell cycle regulation underlie cisplatin induced apoptosis of dorsal root ganglion neurons in vivo.	2001-12	11741398
Non-radioactive digoxigenin DNA labeling and immunologic detection of HSV PCR products.	2001-12	11595580
Activation of prostanoid EP(3) and EP(4) receptor mRNA-expressing neurons in the rat parabrachial nucleus by intravenous injection of bacterial wall lipopolysaccharide.	2001-11-26	11745629
Transcript quantification based on chemical labeling of RNA associated with fluorescent detection.	2001-11-15	11700979
Quantitative RT-PCR luminometric hybridization assay with an RNA internal standard for cytokeratin-19 mRNA in peripheral blood of patients with breast cancer.	2001-11	11849626
Rapid parallel detection of hygienically relevant microorganisms in water samples by PCR and specific hybridization in microtiter plates.	2001-11	11822680
[Development of donor cells in chicken-duck chimeric embryos].	2001-11	11725633
Heterologous expression of acetylcholinesterase affects proliferation and glial cytoskeleton of adherent chicken retinal cells.	2001-11	11702230
Development and optimization of polymerase chain reaction-based malaria diagnostic methods and their comparison with quantitative buffy coat assay.	2001-10	11693884
Combination of PCR subtraction and cDNA microarray for differential gene expression profiling.	2001-10	11680708
Utilization of tmRNA sequences for bacterial identification.	2001-09-07	11560762
Duocalins: engineered ligand-binding proteins with dual specificity derived from the lipocalin fold.	2001-09	11688717
Rapid identification of Escherichia coli microcin J25 producing strains using polymerase chain reaction and colony blot hybridization.	2001-09	11683470
Molecular monitoring of Candida albicans infections in liver transplant recipients.	2001-08	11681433
BDNF increases the early expression of TRH mRNA in fetal TrkB+ hypothalamic neurons in primary culture.	2001-08	11553298
Temporal and spatial mRNA expression of bone sialoprotein and type I collagen during rodent tooth movement.	2001-08	11544783
Analysis of c-myc DNA amplification in non-small cell lung carcinoma in comparison with small cell lung carcinoma using polymerase chain reaction.	2001-06	11699727
Differentiation of porcine circovirus 1 and 2 in formalin-fixed, paraffin-wax-embedded tissues from pigs with postweaning multisystemic wasting syndrome by in-situ hybridisation.	2001-06	11676625
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.	2001-04	11550801
[Pathogenecity and replication of transfusion transmitted virus in liver tissue by in situ hybridization].	2001-01	11860950
Expression of exon 13 from the Ki-67 gene in human cells and tissues by digoxigenin-labelled mRNA in situ hybridization.	2001-01	11779435

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 `Mon Mar 31 19:53:19 GMT 2025` Edited by `admin` on `Mon Mar 31 19:53:19 GMT 2025`
Record UNII	NQ1SX9LNAU
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIGOXIGENIN

Common Name

English

DIGOXIGENIN [HSDB]

Preferred 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

Code System Code Type Description

CAS

1672-46-4