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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
Alteration in expression of the rat mitochondrial ATPase 6 gene during Pneumocystis carinii infection.
2001
[Molecular diagnosis of fragile X syndrome with polymerase chain reaction: application of a diagnostic protocol in 50 families from northern Spain].
2001 Apr
Progress towards single-molecule sequencing: enzymatic synthesis of nucleotide-specifically labeled DNA.
2001 Apr 13
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
Alterations in cell cycle regulation underlie cisplatin induced apoptosis of dorsal root ganglion neurons in vivo.
2001 Dec
An in situ hybridization protocol to detect rare mRNA expressed in neural tissue using biotin-labelled oligonucleotide probes.
2001 Feb
Molecular and biochemical characterization of prostacyclin receptors in rat kidney.
2001 Feb
Double in situ hybridization for simultaneous detection of porcine reproductive and respiratory syndrome virus (PRRSV) and porcine circovirus (PCV).
2001 Jan
Single-step multiplex RT-PCR for simultaneous and colourimetric detection of six RNA viruses in olive trees.
2001 Jul
Rapid and simple single nanogram detection of glycoproteins in polyacrylamide gels and on electroblots.
2001 Jul
'Anticalins': a new class of engineered ligand-binding proteins with antibody-like properties.
2001 Jun
Localization of mRNAs encoding peroxisomal proteins in cell culture by non-radioactive in situ hybridization. Comparison of rat and human hepatoma cells and their responses to two divergent hypolipidemic drugs.
2001 Jun
Glycosylation with heptose residues mediated by the aah gene product is essential for adherence of the AIDA-I adhesin.
2001 Jun
In situ detection of messenger RNA using digoxigenin-labeled oligonucleotides and rolling circle amplification.
2001 Jun
Application and modification of in situ RT-PCR for detection and cellular localization of PAC1-R splice variant mRnas in frozen brain sections.
2001 Mar
Apoptosis in rectal carcinoma: prognosis and recurrence after preoperative radiotherapy.
2001 May 15
[Development of donor cells in chicken-duck chimeric embryos].
2001 Nov
An investigation of the age-dependency of chromosome abnormalities in human populations exposed to low-dose ionising radiation.
2001 Sep 15
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
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
Quantitation of cucurbit yellow stunting disorder virus in Bemisia tabaci (Genn.) using digoxigenin-labelled hybridisation probes.
2002 Mar
Down-regulation of Lsm1 is involved in human prostate cancer progression.
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
Immunoaffinity screening with capillary electrochromatography.
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 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
  • 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 Fri Dec 15 19:40:58 GMT 2023 , Edited by admin on Fri Dec 15 19:40:58 GMT 2023
PRIMARY
MESH
D004076
Created by admin on Fri Dec 15 19:40:58 GMT 2023 , Edited by admin on Fri Dec 15 19:40:58 GMT 2023
PRIMARY
EPA CompTox
DTXSID6051778
Created by admin on Fri Dec 15 19:40:58 GMT 2023 , Edited by admin on Fri Dec 15 19:40:58 GMT 2023
PRIMARY
HSDB
7108
Created by admin on Fri Dec 15 19:40:58 GMT 2023 , Edited by admin on Fri Dec 15 19:40:58 GMT 2023
PRIMARY
PUBCHEM
15478
Created by admin on Fri Dec 15 19:40:58 GMT 2023 , Edited by admin on Fri Dec 15 19:40:58 GMT 2023
PRIMARY
ECHA (EC/EINECS)
216-806-2
Created by admin on Fri Dec 15 19:40:58 GMT 2023 , Edited by admin on Fri Dec 15 19:40:58 GMT 2023
PRIMARY
DRUG BANK
DB03671
Created by admin on Fri Dec 15 19:40:58 GMT 2023 , Edited by admin on Fri Dec 15 19:40:58 GMT 2023
PRIMARY
WIKIPEDIA
DIGOXIGENIN
Created by admin on Fri Dec 15 19:40:58 GMT 2023 , Edited by admin on Fri Dec 15 19:40:58 GMT 2023
PRIMARY
CHEBI
145797
Created by admin on Fri Dec 15 19:40:58 GMT 2023 , Edited by admin on Fri Dec 15 19:40:58 GMT 2023
PRIMARY
MERCK INDEX
m4455
Created by admin on Fri Dec 15 19:40:58 GMT 2023 , Edited by admin on Fri Dec 15 19:40:58 GMT 2023
PRIMARY Merck Index
FDA UNII
NQ1SX9LNAU
Created by admin on Fri Dec 15 19:40:58 GMT 2023 , Edited by admin on Fri Dec 15 19:40:58 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> METABOLITE
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP