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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)

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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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
L W Woods et al.
Veterinary pathology, 41(3), 215-220 (2004-05-11)
Three horses died as a result of eating grass hay containing summer pheasant's eye (Adonis aestivalis L.), a plant containing cardenolides similar to oleander and foxglove. A 9-year-old thoroughbred gelding, a 20-year-old appaloosa gelding, and a 5-year-old quarter horse gelding
Yi-Chi Wang et al.
Journal of neurophysiology, 96(1), 109-118 (2006-02-10)
Cell-attached and whole cell recording techniques were used to study the effects of electrogenic sodium pump on the excitability of rat suprachiasmatic nucleus (SCN) neurons. Blocking the sodium pump with the cardiac steroid strophanthidin or zero K+ increased the spontaneous
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+)
Christopher A Del Negro et al.
The Journal of physiology, 587(Pt 6), 1217-1231 (2009-01-28)
Rhythmic motor behaviours consist of alternating movements, e.g. swing-stance in stepping, jaw opening and closing during chewing, and inspiration-expiration in breathing, which must be labile in frequency, and in some cases, in the duration of individual phases, to adjust to
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