Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C23H32O6 |
| Molecular Weight | 404.4966 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 8 / 8 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@]12CC[C@H]3[C@@H](CC[C@]4(O)C[C@@H](O)CC[C@]34C=O)[C@@]1(O)CC[C@@H]2C5=CC(=O)OC5
InChI
InChIKey=ODJLBQGVINUMMR-HZXDTFASSA-N
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/t15-,16+,17-,18+,20+,21-,22-,23-/m0/s1
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/9263917
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/9263917
Strophanthidin is a cardiotonic steroid that decreases the potassium content and raises the sodium content in rabbit renal cortex slices. In addition, strophanthidin induced two different types of membrane depolarization: a small, reversible depolarization with a peak amplitude of 4 +/- 2.6 mV or a prolonged depolarization of large amplitude (48.6 +/- 9.0 mV) with or without a decrease in apparent rat membrane resistance.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Antiarol cinnamate and africanoside, a cinnamoyl triterpene and a hydroperoxy-cardenolide from the stem bark of Antiaris africana. | 2010-10 |
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| Activation of the cardiac Na(+)-Ca(2+) exchanger by sorcin via the interaction of the respective Ca(2+)-binding domains. | 2010-07 |
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| Occurrence of progesterone and related animal steroids in two higher plants. | 2010-03-26 |
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| Outward Currents Contributing to Inspiratory Burst Termination in preBötzinger Complex Neurons of Neonatal Mice Studied in Vitro. | 2010 |
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| Reduced Ca2+ transport across sarcolemma but enhanced spontaneous activity in cardiomyocytes isolated from left atrium-pulmonary veins tissue of myopathic hamster. | 2009-12-29 |
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| Abnormalities of calcium metabolism and myocardial contractility depression in the failing heart. | 2009-12 |
|
| Essential role of diastolic oscillatory potentials in adrenergic control of guinea pig sino-atrial node discharge. | 2009-11-18 |
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| Inhibition of the sodium potassium adenosine triphosphatase pump sensitizes cancer cells to anoikis and prevents distant tumor formation. | 2009-04-01 |
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| Asymmetric control of inspiratory and expiratory phases by excitability in the respiratory network of neonatal mice in vitro. | 2009-03-15 |
|
| Neural agrin changes the electrical properties of developing human skeletal muscle cells. | 2009-02 |
|
| The non-gastric H,K-ATPase as a tool to study the ouabain-binding site in Na,K-ATPase. | 2009-01 |
|
| Different Na+/K+-ATPase signal pathways was involved in the increase of [Ca2+]i induced by strophanthidin in normal and failing isolated guinea pig ventricular myocytes. | 2008-11 |
|
| On the mechanisms of arrhythmias in the myocardium of mXinalpha-deficient murine left atrial-pulmonary veins. | 2008-08-15 |
|
| Effects of strophanthidin on intracellular calcium concentration in ventricular myocytes of guinea pig. | 2008-03 |
|
| Mechanistic insight into the functional and toxic effects of Strophanthidin in the failing human myocardium. | 2007-11 |
|
| Sodium pumps adapt spike bursting to stimulus statistics. | 2007-11 |
|
| Evaluation of the toxicity of Adonis aestivalis in calves. | 2007-09 |
|
| Rotenone potentiates NMDA currents in substantia nigra dopamine neurons. | 2007-06-27 |
|
| Arrhythmogenic mechanisms in the isolated perfused hypokalaemic murine heart. | 2007-01 |
|
| The effects induced by the sulphonylurea glibenclamide on the neonatal rat spinal cord indicate a novel mechanism to control neuronal excitability and inhibitory neurotransmission. | 2007-01 |
|
| Effects of purified endogenous inhibitor of the Na+/Ca2+ exchanger on ouabain-induced arrhythmias in the atria and ventricle strips of guinea pig. | 2006-12-28 |
|
| The inotropic effect of cardioactive glycosides in ventricular myocytes requires Na+-Ca2+ exchanger function. | 2006-09-15 |
|
| Effects of sodium pump activity on spontaneous firing in neurons of the rat suprachiasmatic nucleus. | 2006-07 |
|
| Novel regulation of Na, K-ATPase by Src tyrosine kinases in cortical neurons. | 2005-06 |
|
| Diurnal modulation of the Na+/K+-ATPase and spontaneous firing in the rat retinorecipient clock neurons. | 2004-10 |
|
| A pathophysiologic study of the kidney tubule to optimize organ preservation solutions. | 2004-07 |
|
| Functional consequences of detubulation of isolated rat ventricular myocytes. | 2004-06-01 |
|
| Electromechanical properties of Purkinje fiber strands isolated from human ventricular endocardium. | 2004-06 |
|
| Summer pheasant's eye (Adonis aestivalis) poisoning in three horses. | 2004-05 |
|
| Determination of strophanthidin in ingesta and plant material by LC-MS/MS. | 2004-04-21 |
|
| Ouabain binding to Na+,K+-ATPase relaxes cell attachment and sends a specific signal (NACos) to the nucleus. | 2004-04-01 |
|
| Beta 2-adrenergic regulation of ciliary beat frequency in rat bronchiolar epithelium: potentiation by isosmotic cell shrinkage. | 2004-01-15 |
|
| Relationship between cardiotonic effects and inhibition on cardiac sarcolemmal Na+,K+-ATPase of strophan-thidin at low concentrations. | 2003-11 |
|
| Role of the electrogenic Na/K pump in disinhibition-induced bursting in cultured spinal networks. | 2003-11 |
|
| Measurement of the dissociation constant of Fluo-3 for Ca2+ in isolated rabbit cardiomyocytes using Ca2+ wave characteristics. | 2003-07 |
|
| Block of Na+,K+-ATPase and induction of hybrid death by 4-aminopyridine in cultured cortical neurons. | 2003-05 |
|
| Pacing-induced spontaneous activity in myocardial sleeves of pulmonary veins after treatment with ryanodine. | 2003-04-15 |
|
| Importance of Ca2+ influx by Na+/Ca2+ exchange under normal and sodium-loaded conditions in mammalian ventricles. | 2003-01 |
|
| Evidence for a modulatory effect of external potassium ions on ionic current mediated by the cardiac Na+-Ca2+ exchanger. | 2003-01 |
|
| Discovery and development of anticancer agents from plants. | 2002-11-06 |
|
| Experimental and modeling studies of novel bursts induced by blocking na(+) pump and synaptic inhibition in the rat spinal cord. | 2002-08 |
|
| Cardiac glycosides from Erysimum cheiranthoides. | 2002-06 |
|
| Intracellular Na(+) concentration is elevated in heart failure but Na/K pump function is unchanged. | 2002-05-28 |
|
| Effects of cardiac glycosides on atrial fibrillation. | 2001-11 |
|
| Biphasic effect of cardiac glycosides on action potential duration in isolated Purkinje fibers. | 2001-09 |
|
| Regulation of vocal fold transepithelial water fluxes. | 2001-09 |
|
| Na+,K(+)-ATPase inhibiting activity of cardiac glycosides from Erysimum cheiranthoides. | 2001-06 |
|
| Effect of nitric oxide on strophanthidin-induced ventricular tachycardia. | 2001-05 |
|
| Intracellular sodium and contractile function in hypertrophied human and guinea-pig myocardium. | 2001-04 |
|
| Pharmacology of ACC-9653 (phenytoin prodrug). | 1989 |
Patents
Sample Use Guides
Effect of strophanthidin (Str) on intracellular calcium concentration ([Ca2+]i) was investigated on isolated ventricular myocytes of guinea pig. The result showed that Str increased [Ca2+]i in a concentration-dependent manner. In Na+, K+ -free Tyrode' s solution, the response of cardiomycytes in [Ca2+]i elevation to Str (10 micromol L(-1)) was attenuated, while remained no change to Str (1 and 100 nmol L(-1)).
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86078
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SUB15410MIG
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200-626-6
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100000077849
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38178
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K-STROPHANTHIDIN
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DTXSID00903966
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W5O632DN33
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m10251
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D013327
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66-28-4
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ACTIVE MOIETY
