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Digoxigenin (Standard)

CAT: 0804-HY-B1025R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B1025R-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Digoxigenin (Standard) is the analytical standard of Digoxigenin. This product is intended for research and analytical applications. Digoxigenin (DIG) is a steroid. DIG is used for situ hybridization as a labeling molecule probe due to long shelf life and fast detection and high sensitivity of DIG-labeled riboprobes[1][3].
CAS Number
1672-46-4
Product Name Alternative
Lanadigenin (Standard)
UNSPSC
12171500
Target
Fluorescent Dye; Reference Standards
Type
Dye Reagents
Related Pathways
Others
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/digoxigenin-standard.html
Smiles
O=C1OCC([C@H]2CC[C@]3(O)[C@]4([H])CC[C@]5([H])C[C@@H](O)CC[C@]5(C)[C@@]4([H])C[C@@H](O)[C@]23C)=C1
Molecular Formula
C23H34O5
Molecular Weight
390.51
References & Citations
[1]Luo, Yuhao, et al. Long noncoding RNA (lncRNA) EIF3J-DT induces chemoresistance of gastric cancer via autophagy activation. Autophagy vol. 17,12 (2021) : 4083-4101.|[2]Karaś, Kaja, et al. The cardenolides strophanthidin, digoxigenin and dihydroouabain act as activators of the human RORγ/RORγT receptors. Toxicology letters vol. 295 (2018) : 314-324.|[3]Barratt, Kristen S, et al. Production of Digoxigenin-Labeled Riboprobes for In Situ Hybridization Experiments. Current protocols in mouse biology vol. 10,2 (2020) : e74.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Digoxigenin

Digoxigenin is a hydroxy steroid that consists of 5beta-cardanolide having a double bond at the 20(22)-position as well as hydroxy groups at the 3beta-, 12beta- and 14beta-positions. It has been isolated from the plant species of the genus Digitalis. It has a role as a hapten and a plant metabolite. It is a 3beta-sterol, a 3beta-hydroxy steroid, a 12beta-hydroxy steroid and a 14beta-hydroxy steroid. It is a conjugate acid of a digoxigenin(1-). It derives from a hydride of a 5beta-cardanolide.

CAS Number1672-46-4
PubChem CID15478
IUPAC Name3-[(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
Molecular FormulaC23H34O5
Molecular Weight390.5
XLogP1.1
Topological Polar Surface Area87
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Heavy Atom Count28
Formal Charge0
Complexity718
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
InChI
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
InChIKey
SHIBSTMRCDJXLN-KCZCNTNESA-N
Chemical Structure
2D Structure
2D structure of Digoxigenin
CAS: 1672-46-4
CID: 15478
Formula: C23H34O5
MW: 390.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight390.5
XLogP31.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass390.24062418
Monoisotopic Mass390.24062418
Topological Polar Surface Area87 Ų
Heavy Atom Count28
Formal Charge0
Complexity718
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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