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

[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

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 8297		317.5 nM [IC50]
MCF7 21 Target ID: CHEMBL387 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16309315	Inhibitor 8297		507.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
One-, two-, and three-color whole-mount in situ hybridization to Drosophila embryos.	2001 Apr	11316437
Nonradioactive in situ hybridization to xenopus tissue sections.	2001 Apr	11316431
A system to enhance the sensitivity of digoxigenin-labelled probe: detection of B19 DNA in serum samples.	2001 Apr	11311352
[Molecular diagnosis of fragile X syndrome with polymerase chain reaction: application of a diagnostic protocol in 50 families from northern Spain].	2001 Apr	11273816
Non-radioactive digoxigenin DNA labeling and immunologic detection of HSV PCR products.	2001 Dec	11595580
[Pathogenecity and replication of transfusion transmitted virus in liver tissue by in situ hybridization].	2001 Jan	11860950
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	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 Jun	11676625
Nonradioactive detection of the common Connexin 26 167delT and 35delG mutations and frequencies among Ashkenazi Jews.	2001 Jun	11386851
Isolation of high-affinity ligand-binding proteins by periplasmic expression with cytometric screening (PECS).	2001 Jun	11385457
Cellular localization of BM88 mRNA in paraffin-embedded rat brain sections by combined immunohistochemistry and non-radioactive in situ hybridization.	2001 Jun	11356378
Developmental patterns of ceramide glucosyltransferase (GlcT-1) expression in the mouse: in situ hybridization using DIG-labeled RNA probes.	2001 Jun 30	11459225
[Development of donor cells in chicken-duck chimeric embryos].	2001 Nov	11725633
Quantification of Escherichia coli genomic DNA contamination in recombinant protein preparations by polymerase chain reaction and affinity-based collection.	2001 Sep 1	11520039
Identification and preliminary characterization of mouse Adam33.	2002	11897009
Heparanase expression is a prognostic indicator for postoperative survival in pancreatic adenocarcinoma.	2002 Apr 22	11953884
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	11958933
Connective tissue growth factor is directly related to liver fibrosis.	2002 Jan-Feb	11941937
Molecular genetic evaluation of fluorescence diagnosis in bladder cancer.	2002 Mar	11836583
Down-regulation of Lsm1 is involved in human prostate cancer progression.	2002 Mar 18	11953827
Genetic abnormalities detected in ependymomas by comparative genomic hybridisation.	2002 Mar 18	11953826
Genetic aberrations detected by comparative genomic hybridisation in vulvar cancers.	2002 Mar 18	11953825
Chromosomal aberrations in benign and malignant bilharzia-associated bladder lesions analyzed by comparative genomic hybridization.	2002 Mar 22	11914143
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	11943503
Cysteine-free mutant of aequorin as a photolabel in immunoassay development.	2002 Mar-Apr	11906264
Conjugates bearing multiple formyl-methionyl peptides display enhanced binding to but not activation of phagocytic cells.	2002 Mar-Apr	11906258
High-sensitivity hybridization assay for quantitation of residual E. coli DNA.	2002 May	12019790

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 `Fri Dec 15 19:40:58 GMT 2023` Edited by `admin` on `Fri Dec 15 19:40:58 GMT 2023`
Record UNII	NQ1SX9LNAU
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIGOXIGENIN

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