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S6626

Sigma-Aldrich

Strophanthidin

Synonyme(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

Formule empirique (notation de Hill):
C23H32O6
Numéro CAS:
66-28-4
Poids moléculaire :
404.50
Numéro CE :
200-626-6
Numéro MDL:
MFCD00046266
Code UNSPSC :
12352200
ID de substance PubChem :
24899714
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

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

Actions biochimiques/physiologiques

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

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H300 + H310 + H330

Classification des risques

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

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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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
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
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
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
Julio Altamirano et al.
The Journal of physiology, 575(Pt 3), 845-854 (2006-07-11)
Glycoside-induced cardiac inotropy has traditionally been attributed to direct Na(+)-K(+)-ATPase inhibition, causing increased intracellular [Na(+)] and consequent Ca(2+) gain via the Na(+)-Ca(2+) exchanger (NCX). However, recent studies suggested alternative mechanisms of glycoside-induced inotropy: (1) direct activation of sarcoplasmic reticulum Ca(2+)
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