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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

Quality Level

100

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)

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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
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
Niaz Ahmad et al.
Kidney international, 66(1), 77-90 (2004-06-18)
Tissue damage at the time of organ transplantation has a negative impact on the subsequent success of the procedure, both in the immediate and longer term. Hypothermia is the principal element used to prolong organ viability ex vivo, but paradoxically
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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