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Merck

D6003

Digoxin

analytical standard

Synonym(s):

12β-Hydroxydigitoxin

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About This Item

Empirical Formula (Hill Notation):
C41H64O14
CAS Number:
Molecular Weight:
780.94
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
EC Number:
244-068-1
Beilstein/REAXYS Number:
77011
MDL number:

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Product Name

Digoxin, analytical standard

InChI key

LTMHDMANZUZIPE-PUGKRICDSA-N

InChI

1S/C41H64O14/c1-19-36(47)28(42)15-34(50-19)54-38-21(3)52-35(17-30(38)44)55-37-20(2)51-33(16-29(37)43)53-24-8-10-39(4)23(13-24)6-7-26-27(39)14-31(45)40(5)25(9-11-41(26,40)48)22-12-32(46)49-18-22/h12,19-21,23-31,33-38,42-45,47-48H,6-11,13-18H2,1-5H3/t19-,20-,21-,23-,24+,25-,26-,27+,28+,29+,30+,31-,33+,34+,35+,36-,37-,38-,39+,40+,41+/m1/s1

SMILES string

C[C@H]1O[C@H](C[C@H](O)[C@@H]1O)O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]3[C@@H](O)C[C@@H](O[C@@H]3C)O[C@H]4CC[C@@]5(C)[C@H](CC[C@@H]6[C@@H]5C[C@@H](O)[C@]7(C)[C@H](CC[C@]67O)C8=CC(=O)OC8)C4

biological source

plant (Digitalis lanata)

grade

analytical standard

assay

≥95.0% (HPLC)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

solubility

methanol: methylene chloride (1:1): 0.5%, clear, colorless

application(s)

food and beverages
forensics and toxicology
veterinary

format

neat

functional group

ketone

shipped in

ambient

storage temp.

room temp

Quality Level

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1 of 4

This Item
PHR1771Y0000554D-029
application(s)

food and beverages
forensics and toxicology
veterinary

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

application(s)

clinical testing

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

technique(s)

gas chromatography (GC): suitable, liquid chromatography (LC): suitable

format

neat

format

neat

format

neat

format

single component solution

Quality Level

100

Quality Level

300

Quality Level

-

Quality Level

300

grade

analytical standard

grade

certified reference material, pharmaceutical secondary standard

grade

pharmaceutical primary standard

grade

certified reference material

assay

≥95.0% (HPLC)

assay

-

assay

-

assay

-

Application

Digoxin may be used as an analytical reference standard for the quantification of the analyte in biological samples[1][2] using chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

A cardiac glycoside, substrate for Pgp, upregulates Pgp expression and down regulates SXR (Steroid Xenobiotic Receptor).
A cardiac glycoside, substrate for Pgp.

pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Inhalation - STOT RE 2

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Certificates of Analysis (COA)

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Simultaneous determination of digoxin and permeability markers in rat in situ intestinal perfusion samples by RP-HPLC
Varma.S.V M, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 813(1-2), 347-352 (2004)
Combined liquid chromatography/radioimmunoassay with improved specificity for serum digoxin
Gault H.M, et al.
Clinical Chemistry, 31(8), 1272-1277 (1985)
Melanie L Lawrence et al.
Scientific reports, 5, 9092-9092 (2015-03-15)
Recent advances in renal tissue engineering have shown that dissociated, early renogenic tissue from the developing embryo can self-assemble into morphologically accurate kidney-like organs arranged around a central collecting duct tree. In order for such self-assembled kidneys to be useful
Adriana Katz et al.
The Journal of biological chemistry, 289(30), 21153-21162 (2014-06-12)
In the ciliary epithelium of the eye, the pigmented cells express the α1β1 isoform of Na,K-ATPase, whereas the non-pigmented cells express mainly the α2β3 isoform of Na,K-ATPase. In principle, a Na,K-ATPase inhibitor with selectivity for α2 could effectively reduce intraocular
Chuan-Ming Xie et al.
Carcinogenesis, 34(8), 1870-1880 (2013-04-26)
Cardiac glycosides as inhibitors of the sodium/potassium adenosine triphosphatase (sodium pump) have been reported to block cancer growth by inducing G2/M phase arrest in many cancer cells. However, no detailed studies have been performed to distinguish between these two phases

Protocols

LC/MS/MS Analysis of Interacting Cardiac Drugs Digoxin, Quinidine, Amiodarone and Verapamil on Titan™ C18

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

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