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S6626

Sigma-Aldrich

Strophanthidin

Synonym(s):

3β,5,14-Trihydroxy-19-oxo-5β,20(22)-cardenolide, Apocymarin, Convallatoxigenin, Corchorin, Corchoside A aglycone, Corchsularin, Cymarigenen, Erysimupicrone, K-Strophanthidin

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About This Item

Empirical Formula (Hill Notation):
C23H32O6
CAS Number:
66-28-4
Molecular Weight:
404.50
EC Number:
200-626-6
MDL number:
MFCD00046266
UNSPSC Code:
12352200
PubChem Substance ID:
24899714
NACRES:
NA.77

storage temp.

−20°C

SMILES string

C[C@@]12[C@@](CC[C@@H]2C(CO3)=CC3=O)(O)[C@]4([H])CC[C@]5(O)C[C@@H](O)CC[C@]5(C([H])=O)[C@@]4([H])CC1

InChI

1S/C23H32O6/c1-20-6-3-17-18(4-8-22(27)11-15(25)2-7-21(17,22)13-24)23(20,28)9-5-16(20)14-10-19(26)29-12-14/h10,13,15-18,25,27-28H,2-9,11-12H2,1H3

InChI key

ODJLBQGVINUMMR-UHFFFAOYSA-N

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Application

Strophanthidin was used to synthesize acetylstrophanthidin and the effect on neurotransmitter release from dog saphenous vein was studied.3

Biochem/physiol Actions

Strophanthidin is a cardiotonic steroid that elevates the activity of Na+/K+-ATPase in cardiac myocytes.1 It decreases the potassium content and raises the sodium content in rabbit renal cortex slices.2

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 1 Oral

Storage Class Code

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mark R Fowler et al.
Cardiovascular research, 62(3), 529-537 (2004-05-26)
Recent work has suggested that Na(+)/Ca(2+) exchange (NCX) and L-type Ca(2+) current (I(Ca)) are located predominantly in the t-tubules of cardiac ventricular myocytes, which therefore represent a microdomain for the regulation of intracellular Na(+) (Na(i)) and Ca(2+) (Ca(i)). The aim
Beni Shpak et al.
European journal of pharmacology, 553(1-3), 196-204 (2006-11-03)
Previous studies demonstrated that the purified endogenous inhibitor (NCX(IF)) of the cardiac Na(+)/Ca(2+) exchanger (NCX1) has the capacity to modulate cardiac muscle contractility. Here, we tested the effects of purified NCX(IF) on arrhythmias induced by ouabain in the atria and
Sara Arganda et al.
Nature neuroscience, 10(11), 1467-1473 (2007-10-02)
Pump activity is a homeostatic mechanism that maintains ionic gradients. Here we examined whether the slow reduction in excitability induced by sodium-pump activity that has been seen in many neuronal types is also involved in neuronal coding. We took intracellular
Dhanasekhar Reddy et al.
Frontiers in oncology, 9, 1469-1469 (2020-02-06)
Lung cancer is the most prevalent in cancer-related deaths, while breast carcinoma is the second most dominant cancer in women, accounting for the most number of deaths worldwide. Cancers are heterogeneous diseases that consist of several subtypes based on the
Dirk von Lewinski et al.
European journal of heart failure, 9(11), 1086-1094 (2007-10-25)
Cardiac glycosides are characterized by a narrow therapeutic range with Ca2+-overload and arrhythmias occurring at higher concentrations. Data on cardiac glycosides in isolated failing human myocardium are scarce and the frequency-dependent actions and toxicity of Strophanthidin have not yet been
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